• Best listings 1st
  • Price - Low to high
  • Average Rating - Highest rated 1st

Need help ?

Our charter advisors are here to assist you.

An expert will find you the best offers

The boat is its age but it is well maintained and repaired by someone who knows their stuff. Completely comfortable for a stay in a small group, we really enjoyed discovering Guadeloupe on board. Marc was very available and gave good advice before and during the cruise.

We had a fantastic time. Mathias is a very gracious host. The Jeanneau Sun Fast 32 is very fun to sail, well equipped, and functions well as a live-aboard for a week. Mathias was always available for questions or concerns. And our vacation went off without a hitch. Thank you so much for such an incredible and unforgettable experience!

Charter a sailboat in the Caribbean with or without a skipper with SamBoat

The Caribbean is a region in the Americas. It has more than fifty islands that belong to different countries such as Cuba, Dominican Republic, The Bahamas, Grenada, etc. The Caribbean is a highly visited place for its beauty and great climate. The best time to visit the Caribbean is from December to May, during these months the intensity of the heat decreases and the sun's rays are not as strong. However, it is the high season, so the prices increase. We advise you to plan well your visit to anticipate your expenses.

Many travellers who have visited the Caribbean say that there is no better way to discover its wonders than onboard a boat. Charter a sailboat to explore the islands of the region or rent a catamaran in the Caribbean to relax in the Sea. Whichever option you choose, you will enjoy an unforgettable experience. On SamBoat's website, you will find several destinations that offer affordable sailboats all year round. Don't miss the opportunity to enjoy the Caribbean uniquely.

Sailboat rental in the Caribbean

By renting a sailboat in the Caribbean, you have the chance to visit several islands to enjoy their beauty. Here are the best destinations for sailing in the Caribbean:

Punta Cana: has calm beaches, crystal clear waters and calm waves. It has several places to anchor your boat, most of them with sandy beaches.

Cuba: has more than twenty cays that can only be visited by boat. Don't miss the opportunity to sail in Cuba and enjoy its peacefulness.

Barbados: an island with a calm sea ideal for sailing in the western part of the island and perfect waves for surfers in the southeast. Visit Crane Beach, famous for its pink sand.

How much does it cost to rent a sailboat in the Caribbean?

The price for yacht charter in the Caribbean varies depending on the season and the country you want to rent a vessel. Below are listed some of the prices:

Puerto Rico, around 300 euros per day

The British Virgin Islands, 270 euros per day

Cuba, 250 euros per day

Martinique, 180 euros per day

St Lucia, 300 euros per day

The Bahamas, 350 euros per day

Guadeloupe, 180 euros per day

Please note that prices may increase during the high season. If you want to rent a catamaran during the high season, we recommend you to look two months in advance and start the rental process as soon as possible.

Do you need a license to rent a sailboat in the Caribbean?

Renting a sailboat in the Caribbean is a unique experience. When renting a sailboat, you should consider the regulations of the countries that are in the Caribbean.

If you want to rent a sailboat in St Barths, the Dominican Republic, Puerto Rico or Grenada, you do not need a licence, but you need to prove your sailing experience. To prove your sailing experience, we suggest that you have a nautical curriculum demonstrating your previous experience.

If you don't have a license or experience, you can rent any other boat from our catalogue with a skipper. Skippers are helpful, they can show you places that only locals know. Rent a boat in the Caribbean with SamBoat.

About SamBoat 

SamBoat offers a vast range of boats to hire from 60€/day. Choose from a wide selection of sailboats, motorboats, RIBs, catamarans, and canal boats. With the best offers, SamBoat helps you to find the ideal boat for the perfect vacation.

Our other types of boats

Best deals at sea.

Find the best prices for boat rentals & yacht charters with or without a skipper.

Quality control

Boat listings are checked regularly to guarantee the highest standards possible

Trusted third party

Verified third party to secure your payments and security deposits

Customer Care

A team of charter experts to help you seven days a week

Map

  • Bowthruster
  • Furling mainsail
  • Fully battened mainsail
  • Electric toilet

Need help? Call us:

Need help? Call us:

Need help? Call us:

CARIBBEAN YACHT CHARTERS

Caribbean yacht charters, is synonym to tropical paradise and an excellent sailing destination. White sandy beaches, clear waters and palm trees make Caribbean bareboat charter an unforgettable sailing experience. Islands surrounded by the Atlantic Ocean and Caribbean sea, provide numerous destinations.

Rent a Boat in Caribbean: 1304 Available

Oceanis 43 sailboat charter (2009).

Main image - 0

Rent a boat Dufour 412 GL (2018) in Antigua

CURACAO - 0

Sailboat Dufour 412 GL (2018) for rent in Guadeloupe

BERMUDA - 0

Dufour 390 GL sailboat charter (2019)

MIRO - 0

Rent a boat Dufour 460 GL (2018) in Guadeloupe

NEVIS - 0

Sailboat Dufour 460 GL (2018) for rent in Guadeloupe

CULEBRA - 0

Dufour 425 GL sailboat charter (2012)

HAWKING - 0

Rent a boat Oceanis 41.1 (2018) in Antigua

TALITHA - 0

Sailboat Dufour 390 GL (2019) for rent in Antigua

ROTHKO - 0

Oceanis 41.1 sailboat charter (2018)

RASABEN - 0

Caribbean Yacht Charter Reviews with 12knots

Greg Spalek

United States

“Relied on 12knots' team for 3 of my voyages”

I've relied on this 12knots' team for 3 of my voyages (Mexico, Tahiti and Croatia). Their website is very good to browse and they stand behind their portal. They are always fast to respond to questions/concerns. It is always a pleasure to deal with J…

YACHT CHARTERS

Alberto Goosen

“Thank you and your team so much for arranging everything”

Dear Grigory, I have been wanting to write you since I got back. Thank you and your team so much for arranging everything. Everything turned out as planned and we had an unforgettable trip! There were some unexpected surprises along the way…. but tha…

Charlie Clarke

United Kingdom

“We had a lovely time and the boat was really easy to handle”

Grigory, we had a lovely time and the boat was really easy to handle and only about 5 months old. All the equipment was in really good order and everything worked without a hitch. We had a really good handover from Nomicos who got us through the chec…

Scott Moser

“I’ve booked a few times through 12 Knots”

I’ve booked a few times through 12 Knots, in Greece and Polynesia, and have had great experiences. Solid customer support… it’s great to have one person I can email anytime with questions!

Steven Castle

“Easiest experience I have had”

As I was searching for a charter, I found 12 Knot via Google search. From initial finding to securing a great boat, was easiest experience I have had in bareboat chartering. Julia was great to work with and bridge with Marian contact when my arrival …

Douglas Ball

“We had a fantastic Cruise”

We had a fantastic Cruise using 12 Knots. I found everyone quite accomidating and were able to assist me completly in having a perfiect sail trip with our family. We had 10 on board. 7 adults and 3 children ages 16,13,and 10.

Other popular destinations

  • rent a yacht france
  • rent a yacht italy
  • bareboat charter bvi
  • boat rental grenada
  • grenada yacht charter
  • yacht charter in martinique
  • yacht charter in saint martin
  • usvi bareboat charter
  • bareboat charter croatia
  • yacht rental greece
  • Lavrion yacht charters
  • Preveza yacht charters
  • Rhodes yacht charters
  • boat rental thailand

Sailing Around Windward and Leeward Islands of the Caribbean

The  Caribbean covers a huge region of widely spread islands 2,000 miles (3,218 km) long.

The larger ones have become sovereign countries with broad range of amenities for sailors, while the smaller ones still preserve its untouched rural charm and tranquility.

From the western tip of Cuba to the Leewards in the east, then south to the top of South America and along Venezuela’s north coast – this chain of islands has created a hook-like shape around the Caribbean Sea. Location like this is always an enticing bait for sailing - perfect climate and  array of diverse cultures, customs, cuisines and experiences, water sports and an unlimited number of other attractions.

Planning sailing vacations in Caribbean, you may wish to consider these groupings of the islands as points of your itinerary, as they contain many popular cruising areas and harbor stops. There is no doubt that in the scope of Caribbean bareboat or skippered yacht charters  both groups have their charms and countless reasons to explore, which definitely makes it a great sailing destination.

Caribbean yacht rentals

12 Knots offers eleven yacht charter bases in the Caribbean region, each with unique individual character, providing sailing experience for everyone, from a novice to an experienced sailor. This region comprises more than 700 hundred islands and islets, so you can choose Caribbean sailing vacations with shot and easy hops or more challenging passages.

Taking Caribbean sailing vacations, you will find warm and steady trade winds in picturesque surroundings; discover plenty of great bars and authentic cuisine!

It’s up to you, choosing between the Leeward Caribbean islands with short and easy hops with line-of-sight sailing and the Windward with more challenging open water passages. Wherever you go, you will return home relaxed, refreshed and ready to start planning your next Caribbean sailing adventure.

The Windward islands

Windward Islands located at the southern end of the Caribbean island chain and stretch for over 300 miles to the south-eastern end of the Caribbean Sea. The Windward Islands are simply called so due to their position as they are exposed to the northeast trade winds. For experienced sailors, it can be right choice to sail among the four main islands: Martinique, St. Lucia, St. Vincent and Grenada. They lay far apart each other allowing open ocean sailing and while steady easterly trade winds, make passages north or south easy. With constant 12 to 25 knots wind, Caribbean sailing is among best in the world. Night anchorages in peaceful and protected areas give sailors freedom to explore and soak up British and French island culture. The islands of St. Lucia, St. Vincent and Grenada  were British colonies until they gained independence during the 1970s. Martinique is still an overseas department of France.

The climate of the Windward Islands is definitely a marine one.

When tropical heat reaches its peak, steady trade winds and daily sea breezes come to rescue.

Typically, dry and wet seasons go hand in hand here. Although the priority of more rainfalls is given to the eastern side of the islands mainly due to the prevailing north-east trade winds there.

The islands east of Puerto Rico were called “Windward Islands” by the Spanish, while the islands south of Puerto Rico were named as “Leewards “. And Dominica positions itself right on the border line between the Windward and the Leeward Islands.

Long time ago some of the islands used to be French colonies, subsequently gained its name as The French Antilles.

The population of the Windward Islands is mostly of African origin, with some exceptions of Chinese and Caucasians. The present day Windward Islands will welcome tourists with upscale resorts, stunning beaches and pleasant sunny weather.

After cruising through the Windward Islands, you may wish to set sails to the Leeward Islands.

The Leeward islands

The Leeward islands are located on the eastern edge of the Caribbean Sea and form the northeastern boundary between Caribbean and Atlantic Ocean, extending from Puerto Rico to the Windward Islands, forming part of the Lesser Antilles chain.

Although 700 miles long stretch of these magnificent isles mostly constitute the whole body of the Leewards, it provides the abundance of enjoyment: quaint fishing spots, ancient ruins and delicious authentic cuisine.

Blessed with balmy temperatures all around the year, The Leeward Islands are called leeward because they're away from the wind or downwind (in the "lee"). Leeward group of Caribbean islands includes: the U.S. Virgin Islands, the British Virgin Islands, Anguilla, Saint Martin, Saint-Barthelemy, Saba, Sint Eustatius, Saint Kitts, Nevis, Barbuda, Antiqua, Redonda, Montserrat and Guadeloupe.

One of two "sister islands", St Kitts and Nevis, provides a brilliant Caribbean experience, from their picture-perfect beaches and volcanic mountains to friendly locals and layers of history to explore. For the water sport lovers, there are numerous aquatic activities that include fishing, diving, windsurfing and surfing.

St.Kitts and Nevis

Switch from sailing to inland for a change and St.Kitts and Nevis will deliver the most exceptional hiking in the Caribbean. The dormant volcano of Mount Liamuiga is considered to be the toughest to climb. And with the experienced guide you may even try to descend in its crater!

The unspoiled landscape of dry littoral forest and rainforest will present memorable show of fauna and flora. Many plants are of culinary and medical use, and some even used in black magic, as informative guides would point out its botanical value.

The wild life-lovers will not be disappointed with variety of different types of exotic animals.

Actually, the Great Salt Pond has become famous for its largest habitat of green velvet monkeys.

St. Kitts and Nevis will keep you captivated with majestic view of huge conical shells, remains of old sugar mills, along with some other plantation ruins, built in the 18 th century.

Back to water activities, and tourists will be pleased with what these two island can offer: deep-water fishing, snorkeling, scuba diving and more.

Then in order to satisfy your growing appetite visit two popular restaurants: Carambola and the Shipwreck Bar and Grill to enjoy its delicious local meals.

A yacht charter in the Caribbean Leeward Islands offers sailors an unrivalled remarkable experience. Enjoy tropical landscapes, pristine palm-lined beaches and azure waters — all the joys of marine life.

Sailing over the Leeward Islands may have all the pleasures to offer: the Tropical rainforests, glittering coral reefs, and luxury sand beaches. That’s probably why most of the known tourist resorts on these islands play a critical role in their economy, as do banking and fishing. Many of them also rely on their status as a tax haven to promote offshore financial services as a source of government revenue. But there is much more to discover in the Leeward Islands. These Caribbean islands provide great variety of yachts for charter and pleasant sailing vacations. Most of the Leeward Islands are located close to each other with moderate winds from 10 to 15 knots and rather low wavers. BVI is the most popular area for Caribbean charters either bareboat or luxury crewed vacations. This is the right place for the novice sailor’s easy passages in line-of-sight sailing.

The climate of the Caribbean Leeward Islands can be described as tropical, but much drier than in Windward Islands. Though the climate does vary from island to island and can even be different in different parts of the same island. Rainfall increases with elevation and in more southerly latitudes. In some cases trade winds look like refreshing tonic to the tropical heat. There is minor seasonal variation, although the second half of the year, the wet season, is slightly warmer and rainier. The best time for sailing in the Caribbean may be the first half of the year. At this time the temperatures usually range between 81°F (27°C) and 95°F(35°C). Annual rainfall averages about 40 to 50 inches (1016 to 1270 mm). Keep in mind, that nearly every island had been severely damaged by hurricane activity in its recent history.

English is the most widespread language all around the islands, plus many of the people speak French and Dutch on the St Martin Island. Both English-based and French-based Creole are also spoken. The prevailing currency is The East Caribbean dollar. But St Martin is odd man out again, circulating the Netherlands Antilles guilder in the Dutch area and the Euro in the French region. Nevertheless, the US dollar is widely accepted throughout the islands.

If you eager to take part in sporting activities, then you may be pleased to know that cricket is widely played and followed in the former British territories. Besides, as in the rest of the Caribbean, music is also always a big part of local life. Enjoy the magical sounds of calypso, soca, steelpan, reggae, salsa and jazz — all of the mentioned has their adherents.

During your Caribbean yacht charter, you may wish to participate in some major holiday celebrations, including the St Kitts Christmas, New Year carnaval, the annual music festival, as well as Anguilla’s Emancipation Day and Culturama festival on August 1st.

The culture of the Leeward Islands is varied by different influences, including French, Dutch and West Indian. Due to that sailing around the Leeward Islands provides a wonderful choice of cuisine and some great restaurants to satisfy your affection for the finest dishes. By the way, the island of Anguilla offers true gastronomic feasts. When sailing in the Caribbean Leeward Islands, be sure to try freshly caught lobsters with a glass of wine.

Sailing the Caribbean With 12 Knots

So, while planning a Caribbean charter it is highly recommended to decide on how many islands you would like to visit in a given time frame. Research Caribbean boat rentals and determine which island you would like to have as a starting base. Then you can plan an itinerary for the week or ten days, taking into consideration distances between the islands and activities you would like to have, like island tracking, scuba diving, snorkeling, volcano hiking, or even shopping.

12 Knots team will give you plenty of useful information not only on the bareboat charter in Caribbean, but also itineraries, places of interest and peculiarities of each island.

Taking a yacht charter in the Caribbean is just a perfect combination of sailing and relaxation, authentic culture and a range of water sport activities. In a few words, this area may always offer something for everyone in these amazing islands’ surrounding.

Frequently Asked Questions about yachting in Caribbean

How much does it cost to rent a yacht in caribbean , how many boats are available for rent in caribbean , what are the main yacht charter bases in caribbean , what boats are available for charter in caribbean .

how to rent a sailboat in the caribbean

Please use a modern browser to view this website. Some elements might not work as expected when using Internet Explorer.

  • Why Charter Homepage
  • Luxury Yacht Vacation Types
  • Corporate Yacht Charter
  • Tailor Made Vacations
  • Luxury Exploration Vacations
  • ALL 3,567 Yachts For Charter
  • Motor Yachts
  • Sailing Yachts
  • Classic Yachts
  • Catamaran Yachts
  • Special Offers
  • by Destination
  • Yacht Reviews
  • Destination Guides
  • Inspiration & Features
  • Mediterranean Charter Yachts
  • France Charter Yachts
  • Italy Charter Yachts
  • Croatia Charter Yachts
  • Greece Charter Yachts
  • Turkey Charter Yachts
  • Bahamas Charter Yachts
  • Caribbean Charter Yachts
  • Australia Charter Yachts
  • Thailand Charter Yachts
  • Dubai Charter Yachts
  • Destination News
  • New To Fleet
  • Charter Fleet Updates
  • Industry News
  • Yacht Shows
  • Corporate Charter
  • Charter Advice
  • Why Use a Yacht Broker
  • Charter Costs Explained
  • Add my yacht
  • Yacht Charter Destinations

how to rent a sailboat in the caribbean

  • Ideas & Tips
  • Itineraries
  • See & Do
  • Eat & Drink

765  Crewed Luxury Yachts for Charter in the Caribbean

  • Caribbean Yacht Charter

A Caribbean yachting vacation incorporates vast expanses of crystalline waters and endless clusters of idyllic paradisical islands, making for a picture-perfect family getaway. With its beautiful climate and spectacular coastlines that comprise iconic superyacht hotspots like the  Virgin Islands ,  St Barts  and  Antigua , a yacht rental in the Caribbean has an alluringly evergreen appeal.

Caribbean Yacht Booking Guide:

Caribbean Yacht Charters: At a Glance

Are the bahamas and the caribbean the same thing, popular destinations for yacht rentals in the caribbean, popular sub-regions in the caribbean, highlights of a caribbean yacht charter, who goes on a caribbean yacht charter, history and culture, types of yacht charters in the caribbean, how much does it cost to charter a yacht in the caribbean, when is the best time for caribbean yacht charters, where should i begin my caribbean yacht charter, popular marinas and moorings in the caribbean, how to book your yacht charter in the caribbean.

The Caribbean Sea comprises more than 7,000 islands, islets, reefs and cays, and is divided into three island arcs: that of the Greater Antilles in the north, the Lesser Antilles in the south, and the Leeward Antilles to the east.

Tropical islands of the Caribbean

  • Ideal winter destination Boasting all-year-round pleasant weather, its powdery sand beaches and alluringly clear waters make it an especially popular choice for winter yacht charters.
  • Easy-to-reach The Caribbean is well-connected to the US, with a high number of international airports flying directly into the region.
  • Secluded anchorages With more than 7,000 islands and only a small percentage being inhabited, the world is your oyster when it comes to finding serenely beautiful anchorages.
  • Snorkeling and diving paradise The Caribbean is home to some of the world's most impressive snorkeling and diving sites, meaning plenty of exciting underwater adventures where your eyes will be wide with wonder.
  • Excellent superyacht marinas The Caribbean has numerous well-provisioned superyacht marinas to take your pick from, many of which have fantastic dining and shopping opportunities.

7 of the best beaches in the Virgin Islands

While the Bahamas is technically part of the Caribbean region, it is an island nation in its own right, forming part of the Lucayan Archipelago in the Atlantic. That said, the Caribbean is a vast area occupied by thousands of islands, coral reefs and islets, of which the Bahamas forms a part, along with strong political and cultural ties that have created a natural bond with its Caribbean neighbour. 

Practically speaking, however, if you are interested in cruising  the Bahamas  in conjunction with your Caribbean yacht charter, it is highly unlikely you'll be able to manage the distance during a typical 7-day charter, especially for itineraries that incorporate East Caribbean destinations such as Antigua and Saint Martin. You will need to decide which destination you prefer to spend your time in, or extend your charter vacation to incorporate both. 

To find out more about chartering in the region, check out our in-depth Bahamas destination guide for more information.

Tropical beach in the Pitons, St Lucia in the Caribbean

The most popular destinations for renting a yacht in the Caribbean are those located in the Lesser Antilles region, primarily the island groups of the Leeward Islands.  and the  Windward Islands .

For Leeward Island yacht rentals , Antigua, the Virgin Islands, St Martin, St Barts and St Kitts and Nevis garner the most attention, thanks to not only their splendid tropical landscapes but also their extremely well-provisioned superyacht marinas, fine dining options, impossibly hip bars and medley of designer boutiques bound to keep guests entertained from dawn till dusk.

Scattered like pearls along the aquamarine seas, you'll find sun-drenched Martinique, gorgeous Grenada and the ultra-secluded St Vincent and the Grenadines  are the top picks for slow-paced  Windward Island yacht charters .

Although not as popular, the islands that form the Greater Antilles , such as Jamaica, Cuba and Puerto Rico , are just as beautiful and offer an array of spectacular destinations to explore and discover on a luxury yacht charter.

10 top spas to enjoy on a Caribbean yacht charter

Looking for the best superyacht hotspots in the Caribbean? These are the spellbinding locations guests find most enticing. If you are interested in any of these cruising grounds, we strongly advise booking as far in advance as possible.

  • Antigua: the jet-set adore its unbelievable scenery, intriguing historical landmarks, lavish shopping options and a cluster of ivory-white sands coupled with gin-clear waters.
  • St Martin/Sint Maarten : French and Dutch sides of the island combine to bring a fascinating fusion of influences, replete with outstanding diving spots and awe-inspiring topography. 
  • St Lucia : considered the tropical jewel of the Windward Islands, it's virtually unspoiled. Bordered by lush rainforest and dark volcanic sands, it makes for a truly unique anchorage spot. 
  • Grenada : known as the Isle of Spice thanks to being one of the world's largest exporters of mace and nutmeg, its capital St George is regularly called the Caribbean's most picture-perfect town. 
  • St Barts : Well-known for its moniker "St Moritz of the Caribbean" due to its unique Swedish-French colonial heritage, this iconic tiny island is synonymous with glamour, movie stars and designer shopping. 
  • St Croix, US Virgin Islands : The largest of the USVIs boasts a National Park, breath-taking scenic beauty and some of the best dive spots in the Caribbean.
  • Puerto Rico : Affectionately known locally as the ‘island of enchantment’, Puerto Rico is a profusion of vibrant Latin culture entwined with the laid back rhythm of the Caribbean, with pristine beaches, excellent diving spots and exquisite local dishes.

How to spend 24 hours in St Barts on a Caribbean yacht charter

A yacht rental vacation in the Caribbean delights guests with its truly endless number of things to see and do. Here are our top picks:

Don't Miss:

  • Eden Rock St. Barts : one of the most in-demand hotels in the Caribbean, with a seven-star bar and spa.
  • Hermitage Bay, Antigua : kick back and relax on this tropical beach that delivers on sensational views.
  • Bagatelle, St. Barts : overlooking the glittering Gustavia harbor, this sophisticated bar and restaurant is a hugely popular superyacht spot, showcasing the finest of French-Caribbean cuisine.
  • Basil's Bar, Mustique : legendary bar and restaurant designed by Philippe Starck, frequented by royals, supermodels and rockstars for decades.
  • The Cotton House, Mustique : a wellness center unsurpassed in beauty.
  • Watermelon Cay, St John, US Virgin Island s: dreamy islet surrounded by coral reefs and a veritable snorkeling wonderland
  • Rhone Marine Park, British Virgin Islands : the wreck of the RMS Rhone is the BVIs' most popular dive site, and arguably one of the best in the Caribbean.
  • Trunk Bay, St John, US Virgin Islands : all dazzling white sand lapped by the bluer-than-blue ocean, this island paradise ranks consistently among the world’s top 10 beaches.
  • Jardines del Rey archipelago, Cuba : known locally as the ‘King’s Gardens’, this collection of islands is a registered UNESCO Biosphere Reserve and an island-hopper's paradise, offering myriad secluded beaches and sensational sunsets.

A family stroll down a wooden pontoon over a turquoise sea with a sailing yacht in the distance

For anyone looking to get a dose of serious sunshine during the Northern Hemisphere winter, a yacht charter in the Caribbean is a seriously enticing prospect, with St Barts being the clear favorite for Christmas and New Year's Eve, thanks to the showstopping celebrations that take place in Gustavia Harbour.

For avid island hoppers, the Windward islands offer an enchanting itinerary full of sun-kissed isles and laid back charm juxtaposed with chic resorts and heavenly French-based cuisine, not to mention unrivalled vistas and sultry sunsets accompanied by warm rum-laced winds. 

Across all Caribbean destinations, keen divers and snorkelers will be in for a subaquatic treat, and you'll find a wide range of designer boutiques and ultra-high-end resorts peppered across the isles wherever you go.

A dancer wearing a lavish costume of peacock feathers

The Caribbean is a mesmerizing melting pot of cultures and influences, rooted in its rich heritage and undeniably shaped by its history of colonization and waves of immigration. Each island group is highly diverse in terms of its language, music, customs, architecture and cuisine, but it's mainly English, Dutch, French or Spanish colonial influences that are keenly felt. While the mix of languages spoken will differ between island groups, English is widely spoken.

Caribbean cuisine sees influences from Africa, Europe, Latin America and Spain, Meat, seafood, coconut, potatoes, beans and tomatoes tend to feature heavily in local dishes.

Locals are friendly and regularly celebrate their culture, with music, food and wildly colorful festivals held throughout the year.

A luxury yacht rental vacation in the Caribbean is, without doubt, the most sublime way to experience this region, giving you exclusive access to heavenly anchorages that are otherwise impossible to reach or are far from the typical tourist trail.

Guests have boundless fleet options when it comes to a crewed Caribbean charter. If you don't know whether to go for a motor yacht, sailing yacht or catamaran to cruise Caribbean waters, we've laid out the main points worth considering.

Motor Yacht Charters in the Caribbean

Large Super Yachts moored in a marina in the Caribbean

A  luxury motor yacht charter  in the Caribbean is a seven-star way of uncovering the epic beauty of the Caribbean in total privacy. 

For regions with minimal water depth the ideal choice is a motor yacht with low draft, perfect for accessing shallow lagoons and secluded bays.

For those who have their heart set on a superyacht without a shallow draft, dropping anchor further out into deeper waters and then getting a tender ride ashore, so you can get up close and personal to exquisite island reefs and blue lagoons, is the preferred option.

Sailing Yacht Charters in the Caribbean

Yachts in Antigua, Caribbean

Chartering a sailing yacht in the Caribbean is ideal for guests looking for a slower pace to fully lap up the Caribbean rays with more outdoor deck space, and add a little old-school charm to their cruising adventure.

Even better, the majority of sailing charter yachts come equipped with a retractable keel, meaning reaching turquoise shallows is a breeze. But, if you are keen to charter a larger sailing yacht, keep in mind that some may still find their draft too deep for some areas, even with the keel up. 

Catamaran Charters in the Caribbean

Catamarans in the Caribbean

Luxury catamaran charters are a firm guest favourite for those embarking on Caribbean vacation, especially in the Bahamas and the Virgin Islands. Thanks to their shallow draft, catamarans give you the ability to get close to cays and islets guests can savor the thrilling feeling of being able to jump off-board at almost any point. 

The charter cost of a motor yacht, sailing yacht or luxury catamaran rental in the Caribbean will vary according to the vessel's size, age, type, number of crew, as well as the location and duration of the vacation as well as the season it takes place. 

With so many options available, there’s something to suit every type of budget. For convenience we have listed the average prices for motor yacht and sailing yacht charters in the Caribbean below;

  • For motor yacht rentals in the Caribbean, prices can range from $39,167 to $1.4m per week, plus expenses
  • For luxury sailing yacht rentals in the Caribbean, prices can go from $29,855 to $276,495 weekly, plus expenses

Caribbean beach at sunset

The best time for luxury yacht charters in the Caribbean is between November and March, when guests can expect clement weather and vividly blue cloudless skies.

Another aspect to keep in mind is that this is also the time when you will have the largest selection of yachts to choose from, as most charter yachts descend on the Caribbean around November after the Mediterranean season has ended and any yacht maintenance has been carried out, before returning back to the Mediterranean in March/April.

Port de Gustavia in St Barts, Caribbean

The most popular starting point for a Caribbean yacht rental is usually in either Saint Martin/Sint Maarten or  Antigua,  both of which have international airports.

It is certainly possible to begin your charter in other Caribbean destinations, providing this has been agreed with the Owner and charter broker .

Where to End a Caribbean Yacht Charter

For most private Caribbean yacht charters, there isn't one definitive place where to disembark given the vastness of the region. However, what is likely is that you will finish your yacht rental vacation in the same location that you started. For example, the majority of  British Virgin Island yacht charters will begin and end in St Thomas, while for Antigua yacht charters , it'll be the iconic English Harbour.

sample itineraries

Yachts moored in a marina in the Caribbean

The Caribbean offers some of the most spellbinding berthing spots in the world. These tropical, barefoot hotspots are of the finest calibre, surrounded by jaw-dropping scenery, and often feature award-winning restaurants, hip boutiques, beach bars and more.

But which marinas are the best? Below are some charter favorites:

  • Falmouth Harbour, Antigua: impressive marina facilities and scenery, catering to yachts up to 100m.
  • Marina Fort Louis, Saint Martin: offers 150 berths for yachts up to 79m.
  • Crown Bay in St Thomas (USVI): full-serviced marina with 99 slips, including 16 berths for superyachts up to 60m
  • Port Louis Marina, Grenada: idyllically located, with 227 moorings for yachts up to 91m.
  • Port de Gustavia, Saint Barts: widely regarded as one of the most beautiful natural harbours in the world, accommodating up to 152 yachts up to 152m.
  • Puerto Del Rey, Puerto Rico : conveniently located as a jumping off point for yacht charters incorporating the Virgin Islands and Lesser Antilles, this marina has plentiful wet slips, including capacity for yachts up to 200ft (60m) LOA.

Falmouth Harbour in the Caribbean

We strongly advise booking through a qualified  yacht charter broker at least three months in advance for all Caribbean yacht charters. By doing so, you will increase the likelihood of securing your preferred dates and you will have a greater selection of yachts on offer to choose from.

This also ensures your yacht broker has enough time to craft a carefully curated itinerary and secure an overnight berth in the most popular Caribbean marinas.

related articles

Start Planning - Speak with a Charter Expert

Our yacht charter experts will:

  • Discuss your vacation plans
  • Check availability & shortlist suitable yachts
  • Negotiate booking & prepare your itinerary

Need Advice?

Speak to a Charter Broker

Explore the Caribbean

Bahamas Guide

Guide to Bahamas

Virgin Islands Guide

Guide to Virgin Islands

Leeward Islands Guide

Guide to Leeward Islands

Windward Islands Guide

Guide to Windward Islands

Greater Antilles Guide

Guide to Greater Antilles

Turks & Caicos Islands Guide

Guide to Turks & Caicos Islands

Barbados Guide

Guide to Barbados

Trinidad & Tobago Guide

Guide to Trinidad & Tobago

The caribbean yacht charter itineraries.

Make every moment count during your superyacht vacation with our carefully curated yacht charter itineraries, tailored so you can experience the very best of the paradisiacal islands of the Caribbean and ensure your yacht charter is a truly memorable one. Designed by yachting experts, we've cultivated itineraries that will satisfy a range of requirements.

For yacht charter guests seeking a little glitz and glamour on their vacation, a 7-day charter around the Leeward Islands is a must, comprising Caribbean gems such as Saint Barthelemy, renowned for its A-list celebrity culture and designer shopping, as well as the perennial favourite Antigua. For sheer unadulterated bliss, incorporate the Virgin Islands on a 14-day yacht charter, promising idyllic stretches of pristine sands lapped by waters in every shade of blue.

Discovering The Leeward Islands

Discover the Caribbean

Winter Getaways, Tropical Paradise Islands, Snorkeling & Scuba Diving, Crystal Clear Waters, Beautiful Secluded Anchorages, Well-Provisioned Superyacht Marinas

When to Go:

December - March

International Airports:

  • Princess Juliana Airport (St. Maarten)
  • V.C. Bird Airport (St. John's, Antigua)
  • Luis Muñoz Marín Airport (Carolina, Puerto Rico)
  • Grantley Adams Airport (Bridgetown, Barbados)
  • Lynden Pindling Airport (Nassau, The Bahamas)

Luxury Yachts for Charter in the Caribbean 2024 & 2025

Crewed charter yachts in the caribbean.

  • My Yacht Shortlist
  • Save My Search
  • Main Photo Main Photo
  • Interior Interior
  • Lifestyle Lifestyle
  • Most Relevant

Image View Options

Length Options

Currency Options

Sort Search

  • View Shortlist
  • Save Search

Queen Miri Yacht Charter in Caribbean

92m   Neorion

from $1,072,000 p/week ♦︎

Whisper Yacht Charter in Caribbean

115m Lurssen

115m   2021

from $2,816,000 p/w eek ♦︎

Black Pearl Yacht Charter in Caribbean

Black Pearl 14

105m Oceanco

105m   2018

Christina O Yacht Charter in Caribbean

Christina O 34

99m Canadian Vickers

99m   1943/2020

from $759,000 p/w eek ♦︎

Carinthia VII Yacht Charter in Caribbean

Carinthia VII 12

97m Lurssen

97m   2002/2023

from $1,516,000 p/w eek ♦︎

Faith Yacht Charter in Caribbean

97m Feadship

97m   2017/2022

from $1,733,000 p/w eek ♦︎

Madsummer Yacht Charter in Caribbean

Madsummer 12

95m Lurssen

Whisper Yacht Charter in Caribbean

from $1,300,000 p/w eek ♦︎

Lady S Yacht Charter in Caribbean

93m Feadship

from $1,517,000 p/w eek ♦︎

Aquarius Yacht Charter in Caribbean

Aquarius 12

92m Feadship

from $1,500,000 p/w eek

Queen Miri Yacht Charter in Caribbean

Queen Miri 36

92m Neorion

92m   2004/2023

from $1,072,000 p/w eek ♦︎

Lady Lara Yacht Charter in Caribbean

Lady Lara 12

91m Lurssen

91m   2015/2023

from $1,400,000 p/w eek

Nero Yacht Charter in Caribbean

90m Corsair Yachts

90m   2007/2021

from $497,000 p/w eek

Dar Yacht Charter in Caribbean

90m Oceanco

90m   2018/2024

Barbara Yacht Charter in Caribbean

89m Oceanco

from $1,100,000 p/w eek

Samsara Yacht Charter in Caribbean

89m   2015/2023

Maltese Falcon Yacht Charter in Caribbean

Maltese Falcon 12

88m Perini Navi

88m   2006/2023

from $490,000 p/w eek

Chakra Yacht Charter in Caribbean

86m Scheepswerf Gebr. van der Werf

86m   1998/2024

from $536,000 p/w eek ♦︎

Man of Steel Yacht Charter in Caribbean

Man of Steel 12

86m Oceanco

86m   2010/2023

from $1,000,000 p/w eek

O'Ptasia Yacht Charter in Caribbean

O'Ptasia 12

85m Golden Yachts

85m   2018/2022

from $975,000 p/w eek ♦︎

Victorious Yacht Charter in Caribbean

Victorious 12

85m Ak Yachts

from $867,000 p/w eek ♦︎

Le Ponant Yacht Charter in Caribbean

Le Ponant 32

84m   1990/2022

from $493,000 p/w eek ♦︎

Savannah Yacht Charter in Caribbean

Savannah 12

84m Feadship

84m   2015/2020

from $1,083,000 p/w eek ♦︎

Alfa Nero Yacht Charter in Caribbean

Alfa Nero 12

81m Oceanco

81m   2007/2021

from $728,000 p/w eek *

Sea Eagle Yacht Charter in Caribbean

Sea Eagle 11

81m Royal Huisman

81m   2020/2022

from $596,000 p/w eek ♦︎

Elements Yacht Charter in Caribbean

Elements 12

80m Yachtley

Excellence Yacht Charter in Caribbean

Excellence 12

80m Abeking & Rasmussen

from $1,150,000 p/w eek

Amaryllis Yacht Charter in Caribbean

Amaryllis 12

78m Abeking & Rasmussen

78m   2011/2022

from $770,000 p/w eek

Malia Yacht Charter in Caribbean

78m Golden Yachts

78m   2023/2024

from $813,000 p/w eek ♦︎

Yersin Yacht Charter in Caribbean

from $480,000 p/w eek

Stad Amsterdam Yacht Charter in Caribbean

Stad Amsterdam 28

76m Damen Oranjewerf

76m   2000/2009

from $102,500 p/w eek

Huntress Yacht Charter in Caribbean

Huntress 12

76m Lurssen

from $725,000 p/w eek

Kensho Yacht Charter in Caribbean

75m Admiral Yachts

Arrow Yacht Charter in Caribbean

75m Feadship

from $900,000 p/w eek *

M'Brace Yacht Charter in Caribbean

75m Abeking & Rasmussen

from $880,000 p/w eek

Andrea Yacht Charter in Caribbean

from $986,000 p/w eek ♦︎

Siren Yacht Charter in Caribbean

74m Nobiskrug

74m   2008/2013

from $563,000 p/w eek ♦︎

Laurel Yacht Charter in Caribbean

73m Delta Marine

73m   2006/2015

from $525,000 p/w eek

Nautilus Yacht Charter in Caribbean

Nautilus 12

73m Picchiotti

from $812,000 p/w eek ♦︎

Titania Yacht Charter in Caribbean

73m Lurssen

73m   2006/2020

from $615,000 p/w eek

Quantum of Solace Yacht Charter in Caribbean

Quantum of Solace 12

73m Turquoise Yachts

73m   2012/2022

from $574,000 p/w eek

Game Changer Yacht Charter in Caribbean

Game Changer 17

72m Damen Yachting

72m   2017/2020

from $450,000 p/w eek

Arbema Yacht Charter in Caribbean

72m   2010/2023

from $600,000 p/w eek

Axioma Yacht Charter in Caribbean

72m Dunya Yachts

72m   2013/2020

from $660,000 p/w eek

Talisman C Yacht Charter in Caribbean

Talisman C 12

71m Turquoise Yachts

71m   2011/2020

from $567,000 p/w eek

Joy Yacht Charter in Caribbean

70m Feadship

from $650,000 p/w eek

Sherakhan Yacht Charter in Caribbean

Sherakhan 26

70m Vuijk Scheepswerven

70m   2005/2022

from $590,000 p/w eek ♦︎

Sycara V Yacht Charter in Caribbean

Sycara V 12

68m Nobiskrug

68m   2010/2017

Wayfinder Yacht Charter in Caribbean

Wayfinder 12

68m Astilleros Armon

from $375,000 p/w eek

Loon Yacht Charter in Caribbean

68m Icon Yachts

68m   2010/2020

from $540,000 p/w eek

Calex Yacht Charter in Caribbean

67m Benetti

from $680,000 p/w eek

Global Yacht Charter in Caribbean

67m Shadow Marine

67m   2007/2008

from $120,000 p/w eek

Vertigo Yacht Charter in Caribbean

67m Alloy Yachts

67m   2011/2019

from $352,000 p/w eek ♦︎

Okto Yacht Charter in Caribbean

66m   2014/2023

Alchemy Yacht Charter in Caribbean

66m Rossinavi

from $637,000 p/w eek *

Invictus Yacht Charter in Caribbean

Invictus 12

66m Delta Marine

66m   2013/2020

from $650,000 p/w eek *

Triumph Yacht Charter in Caribbean

65m Benetti

Ventum Maris Yacht Charter in Caribbean

Ventum Maris 12

66m   2011/2021

from $530,000 p/w eek

Eternity Yacht Charter in Caribbean

Eternity 17 7 12

65m Codecasa

65m   2010/2022

from $390,000 p/w eek

Illusion Yacht Charter in Caribbean

Illusion 12

65m   2013/2019

from $462,000 p/w eek

Seanna Yacht Charter in Caribbean

Resilience 12

from $650,000 p/w eek ♦︎

Silver Angel Yacht Charter in Caribbean

Silver Angel 12

65m   2009/2015

from $425,000 p/w eek

Moca Yacht Charter in Caribbean

64m Benetti

64m   2016/2021

from $475,000 p/w eek

SuRi Yacht Charter in Caribbean

63m Halter Marine

63m   1978/2022

from $350,000 p/w eek *

Book with Ease - Speak with a Charter Expert

Our charter experts will:

Enquire now for yacht availability & free consultation.

Crewed Luxury Yachts in the Caribbean

Caribbean Yacht Search:

  • Bubble name

Yacht Amenities

Top 'Things To Do' in the Caribbean

Cat Cay

Take a peek into private Bahamian paradise

Hope Town Lighthouse

A charming beacon of hope in the Bahamas

Moriah Harbour Cay National Park

Paradisacal nature park in the Bahamas

More Things To Do

Caribbean Yacht Charter Q&A

The best time to visit the Caribbean is generally December to April, when it's a little cooler and less humid. But the best month to visit can differ depending on the island, budget and interests you have. For example, some yacht charter guests may decide to visit May to June and late November, when weather is still fantastic but there are fewer crowds.

We advise booking your Caribbean yacht rental at least three months in advance to ensure you get the yacht you desire. The longer you leave it, the fewer choices you will have to rent in the Caribbean.

For your Caribbean superyacht charter, you will need to provide a completed charter agreement and 50% of the charter fee as a deposit. This is payable once the contract has been signed.

When booking a Caribbean yacht rental, do keep in mind the costs that aren't included in the base rate, namely VAT and the APA (Advance Provisioning Allowance). The APA is usually paid in advance of the charter and is commonly set at 30% of the charter fee. This allowance covers expenses such as fuel, berthing, food and drinks, as well as any special requests. 

Please consult your yacht charter broker for any other costs you may need to factor in for your yacht charter in the Caribbean.

Sail Around the World

As Featured In

The YachtCharterFleet Difference

YachtCharterFleet makes it easy to find the yacht charter vacation that is right for you. We combine thousands of yacht listings with local destination information, sample itineraries and experiences to deliver the world's most comprehensive yacht charter website.

San Francisco

  • Like us on Facebook
  • Follow us on X
  • Follow us on Instagram
  • Find us on LinkedIn
  • Add My Yacht
  • Affiliates & Partners

Popular Destinations & Events

  • St Tropez Yacht Charter
  • Monaco Yacht Charter
  • St Barts Yacht Charter
  • Greece Yacht Charter
  • Mykonos Yacht Charter

Featured Charter Yachts

  • Maltese Falcon Yacht Charter
  • Wheels Yacht Charter
  • Victorious Yacht Charter
  • Andrea Yacht Charter
  • Titania Yacht Charter
  • Ahpo Yacht Charter

Receive our latest offers, trends and stories direct to your inbox.

Please enter a valid e-mail.

Thanks for subscribing.

Search for Yachts, Destinations, Events, News... everything related to Luxury Yachts for Charter.

Yachts in your shortlist

Caribbean Yacht Charters

  • Inspiration

Caribbean Yacht Charters has 50 Photos

Yacht EMMALINE Holland Jachtbouw, Caribbean

Related Locations

how to rent a sailboat in the caribbean

  • Caribbean Fact File

Featured Yachts in THE CARIBBEAN

DRIFTWOOD Superyacht Profile

DRIFTWOOD | From US$ 275,000/wk

Latest caribbean yachting news.

40m superyacht TC offering a special winter weekly rate for luxury charters in the Caribbean

40m superyacht TC offering a special ...

  • Yacht Charter Locations >
  • Caribbean Yacht Charter

Perhaps the best tropical yacht charter spot worldwide, there are over 700 islands to choose from in the Caribbean. However, Caribbean yacht charters can be split into two main area: the Greater Antilles and the Lesser Antilles. The Greater Antilles is home to countries like the Dominican Republic, Jamaica and Cuba while the Lesser Antilles can be subdivided into the Windward and Leeward Islands. The Leeward islands include St Kitts and Nevis, the British Virgin Islands, Anguilla along with Antigua and Barbuda. The Windward Islands comprise the Grenadines, Grenada, Barbados, Dominica, St Vincent and St Lucia.

ALFA NERO | From EUR€ 812,000/wk

Maltese falcon | from eur€ 480,000/wk, seven sins | from eur€ 270,000/wk, g2 | from us$ 85,000/wk.

Sailing Yachts Under 100' - Sailing Yachts Over 100' - Motor Yachts Under 100' - Motor Yachts Over 100' - Catamarans Over 50'

The stunning and diverse Caribbean beckons travelers back year after year. With its beautiful climate, fantastic coral reefs, palm trees and exotic tropical islands, there are lots of reasons to make this your next sailing destination. Don’t forget the rum cocktails either! As the second largest yachting area, only after the Mediterranean, there are many luxury yachts available for your Caribbean yacht charter and you can view some of the yachts below or here .

Reviews of Caribbean Charter Vacations | Caribbean Holiday Fact File | Top Caribbean Spots | Sample Itinerary | Charter Yachts Available

The Bahamas and Turks and Caicos are not really in the Caribbean although are known as superyacht destinations in the Caribbean. Wherever you decide to charter a luxury superyacht in the Caribbean you will enjoy a totally relaxing vacation and beautiful scenery.

How Much Does it Cost To Charter in The Caribbean?

Caribbean yacht charter prices vary according to the size, style and age of the yacht you rent. Our luxury superyacht charters rent from 30,000 USD to over 1,000,000 per week, plus expenses, in the form of an advanced provisioning allowance (APA). Conversely, smaller 'all inclusive' type vacations cost between USD 15,000 to 50,000 per week. View the list of yachts and prices here .

Caribbean Islands Map

Experience the luxury of Crewed Private Yachts in the Caribbean

A traditional hot spot for crewed charters, the Caribbean is considered “the king of yachting vacations”, so please contact us here to go on your private charter. Whether you agree with this or not, you like most people will have heard of the Caribbean as a great yacht charter destination. This is because this location covers a huge area and offer fantastic diversity. It is beautiful and warm, has amazing beaches, interesting cultures and perhaps most importantly, the Caribbean has a huge selection of crewed yachts, luxury yachts and superyachts which you can rent and experience a truly magnificent vacation around the various Island groups. The Caribbean is a natural wonderland onshore, but probably most importantly, it has an ocean laden with treasures, from tiny beach ridden coral atolls to substantial mountainous islands exuding rich and colorful cultures. An area which is famous for its beautiful waterways and islands, there is no better way to experience the Caribbean than on a crewed luxury yacht vacation.

Some of the Recommended Caribbean Yacht Spots:

Popular places to visit on a yacht include Antigua , St Barts , Anguilla , St Martin , The British Virgin Islands , The US Virgin Islands , the Grenadines and many more – see more below.

More than ever crewed luxury yachts are beginning to explore more exotic and remote Caribbean Islands, so ask your charter broker or captain for more information on some of these more remote treasures. Due to the scale and diversity of the different areas of the Caribbean we have covered the major charter locations individually. Please note that if there is a charter boat cruising area, not covered here that you are interested in, please contact us and we will provide you with that information personally in the form of a yacht charter itinerary.

how to rent a sailboat in the caribbean

As one of the most popular locations in the world, second only to the Mediterranean in popularity, the types of boats available for rental in the Caribbean include all the main types such as motor, sailing, skippered, crewed yachts, catamarans, power boats, sailboat, luxury yachts as well as the ever growing superyacht and mega yachts. Both beginner and experts alike are drawn to the Caribbean for its warm winds, protected waterways and beautiful anchorages. The Caribbean is a special place that has beautiful tropical islands that lie snug within a tropical island necklace as laid out on a large blue sea.

The Caribbean is also steeped in a fertile history of sailing adventure. Ever since the days of galleons and pirates the Caribbean has been host to some of the most satisfying sailing anywhere in the world. On your Caribbean yachting vacation you can find, an incredible amount of choice and variety and all in a relatively small area - thriving bars and Caribbean nightlife; first rate cuisine; spectacular white powder beaches; lush tropical rain forest; cloud-fringed mountain peaks; exotic bird life; amazing diving and snorkeling and a serene blend of European sophistication and warm Caribbean hospitality. The problem is, with so many superb Caribbean yachting locations and charter boats to choose form, where do you start when planning a holiday? With CharterWorld of course…

The Time of Year to Charter a Yacht in the Caribbean:

The main Caribbean sailing season runs from November through to July. The Caribbean primary high season is from mid-December to March, when the winter escapees from North America and Europe arrive in their greatest numbers. The hurricane season is from late July to early October, although hurricanes are in general rare in the southern Caribbean. Unfortunately, they can be prevalent around Cuba, Bahamas and the east coast of the U.S. every few years. This is the least expensive time for chartering in the Caribbean and there are some really good deals are available. However, as well as running the risk of storms, this time of year also tends to be associated with lighter (or non-existent) winds.

As with many boating locations the Caribbean shoulder season, in this case from April to July, is also a great time to charter a boat as there are less shore based visitors, some lovely settled sunny weather, and warm yet steady breeze. The Caribbean is made up of many different multi-nation (and multi-cultural) volcanic islands. There are amazing sailing grounds stretching from Cuba and Jamaica in the west, through the Dominican Republic, Puerto Rico, The Virgin Islands, The Leeward Islands and the Windward Islands, finishing with Trinidad and Tobago off the coast of Venezuela.

Caribbean Yachting Hot Spots:

Here is a brief list of some of the Caribbean hot spots to consider experiencing when you rent a luxury crewed charter yacht. This is by no means an extensive list and there is more information on things to see and do in the Caribbean under each Caribbean private yacht location. Also, when you hire a yacht with us we will supply you with a customised hand written itinerary suggestion so that you and your crew have a few ideas to choose from on your charter.

General Places/Events Worthy of Experiencing:

- Gustavia Harbour in St Barts - shopping, nightlife, restaurants and European quintessence - Nelson in Dockyards in Antigua - history and beauty in a harbour - Sunset in St Lucia - St Kitts for the beauty, history and magnificent views from Brimstone Hill Fortress - Anegada for its deserted beaches, fringed reefs and the unique flora and fauna of the salt ponds, home to the pink flamingo - The BVIs for the beautiful beaches and anchorages - Guadeloupe for its diversity - one side offers cosmopolitan flair, bordered by beaches and coral reefs and the other has open lands with the fertile, volcanic peaks , rain forest and waterfalls.

Yacht Harle - Caribbean

How to get to the Caribbean

There are direct flights from the UK and the US to Barbados, Jamaica, St Lucia and Antigua. Some Caribbean islands require a connecting flight as they have small airports which cannot handle large aeroplanes. Across the Caribbean, many islands have private jet facilities with fantastic runways.

What is the currency in the Caribbean?

Various currencies are used in the Caribbean. For instance, in Anguilla, Dominica, Grenada, St Kitts and Nevis, St Lucia, St Vincent, the Grenadines and Antigua, the East Caribbean dollar is the currency. Jamaica, Barbados, the Cayman Islands and the Bahamas have their very own currency. US dollars are accepted on most of the islands however the ATMs tend to have only the local currency.

Language spoken

There are four main languages spoken in the Caribbean, French, Spanish, Dutch and English. English is the first or second language and is mostly used when tourists visit. The official language of Haiti is Haitian Creole while Papiamento is used in Curacao, Bonaire and Aruba. Different creoles and local patois are also spoken on the various islands.

Time Zone in the Caribbean

Two time zones are used in the Caribbean. GMT -5 and GMT -4. Daylight saving time is implemented in many countries including Bermuda, Cuba, Haiti, the Bahamas including the Turks and Caicos Islands.

Visas and customs immigration

British and American tourists do not need visas if they are staying in the Caribbean for less than 90 days. It’s advisable to check the exact requirements for the countries you intend visiting. American tourists are still not allowed to visit Cuba although this may change in the future.

What to consider medical/health wise when chartering a superyacht in the Caribbean

There aren’t any extra medical issues for travelers in the Caribbean but check with your travel agent for any current warnings. The most common are complications form insect bites, jelly fish stings, cuts from coral and heart-related illnesses.

Short List of Caribbean Sailing Yacht Events:

- Antigua Sailing Week – held during the last week of April each year, yachts from all over the world arrive in English and Falmouth Harbours for an action packed week on fun sailing. - St Bart’s Bucket - Grenada Sailing Festival - Heineken Regatta – a Caribbean sailing and party Regatta – The Heineken St Maartens. - Here is the full list of Caribbean yachting and sailing events.

Other Caribbean Places to be:

- New Year’s Eve at St Barts Gustavia, St Martin and the BVI's - More info on Caribbean yachting and sailing events - Please see the Specific Caribbean location links on the left for more.

  • Caribbean Charter Reviews
  • Caribbean Itinerary
  • Top Caribbean Charter Spots
  • Antigua Yacht Charter
  • Aruba Yacht Charter
  • Bermuda Yacht Charters
  • British Virgin Islands
  • Bahamas Yacht Charter
  • Barbados Yacht Charter
  • Barbuda Island Yacht Charter
  • Cayman Islands
  • Cuba Yacht Charters
  • Dominica Yacht Charter
  • Guadeloupe Yacht Charter
  • Grenada Yacht Charter
  • Haiti Yacht Charter

Leeward Islands

  • Puerto Rico Yacht Charter
  • St Lucia Yacht Charter
  • St Kitts and Nevis Yacht Charter
  • Spanish Virgin Islands
  • The French West Indies
  • Trinidad and Tobago Yacht Charter
  • Turks and Caicos Islands
  • US Virgin Islands
  • Windward Islands
  • Hot Caribbean Yacht Charter Spots
  • Top 10 Caribbean Dive Sites
  • Browse CARIBBEAN Charter Yachts
  • Luxury Motor Yachts for Charter in the Caribbean
  • Luxury Sailing Yachts for Charter in the Caribbean
  • Luxury Catamarans for Charter in the Caribbean
  • CARIBBEAN Yacht News

CARIBBEAN Yacht Charter Enquiry

Trina, Everything was perfect! The yacht, the crew, activities... The crew in particular was off the charts! They really did go out of their way to please us. Please release the full amount of the gratuity. I have nothing but good things to talk about the charter, an opinion shared amongst all of the guests. Thank you for all your help with the charter of Miracle, everything went smoothly and you were very professional and efficient during the whole process. I will not hesitate in contacting you for our next charter (next year, hopefully!!). Miracle BVI's charter (british Virgin Islands) Caribbean in April

Yachting Destinations Near the Caribbean

Explore Location Guides for great destinations near the Caribbean .

English Harbour Antigua Sailing Week

Jost Van Dyke

Motor Yacht Invictus

Yachts for Charter in the Caribbean

112m freire superyacht | from eur€ 3,000,000/wk.

12M FREIRE SUPERYACHT

KISMET | From EUR€ 3,000,000/wk

Luxury Mega Yacht KISMET 2024  - Credit Lurssen

DREAM | From EUR€ 2,000,000/wk

DREAM Superyacht

92M FULLY CUSTOM SUPERYACHT | From US$ 1,500,000/wk

92m Superyacht On Sea Trials

93M FULLY-CUSTOM SUPERYACHT | From EUR€ 1,470,000/wk

Cruising

83m Limited Editions 272 Superyacht | From EUR€ 1,200,000/wk

AMELS 272 Limited Edition - Underway, Mediterranean

95 meter CUSTOM | From EUR€ 1,200,000/wk

The 95m mega yacht by Lurssen

86M CUSTOM LUXURY YACHT | From EUR€ 1,200,000/wk

Superyacht And Tender

SAMSARA | From EUR€ 1,100,000/wk

 Luxury Yacht CLOUD 9

ROMEA | From EUR€ 1,100,000/wk

The 81m Yacht ROMEA

80M MODERN CUSTOM YACHT | From EUR€ 1,085,000/wk

Aerial View

SOLANDGE | From EUR€ 1,000,000/wk

Yacht Solandge - Underway Profile

Caribbean Yacht News

33m luxury yacht FREEDOM for charter in the Caribbean and New England

33m luxury yacht FREEDOM for charter in ...

Luxury superyacht TCB

Last minute yacht charter deals in the ...

Benetti launches 34m motor yacht SIRENA from their Oasis 34m range

Benetti launches 34m motor yacht SIRENA ...

The caribbean yacht charter specials, 10% discount location: the bahamas / caribbean.

Superyacht ROCKIT

ROCKIT | From US$ 157,500.00/wk

Sensational winter offer location: caribbean/bahamas.

TC Yacht At Anchor

TC | From US$ 149,900.00/wk

15% discount location: caribbean.

Amels Yacht LILI - Cruising On A Sunny Day In Norway

AMIGOS | From US$ 250,750.00/wk

20% discount location: caribbean.

EMERALD Yacht

EMERALD | From US$ 168,000.00/wk

Special discounted rate location: the bahamas / caribbean.

Luxury Yacht TOP FIVE II

TOP FIVE II | From US$ 525,000.00/wk

Charter yacht disclaimer.

This document is not contractual. The yacht charters and their particulars displayed in the results above are displayed in good faith and whilst believed to be correct are not guaranteed. CharterWorld Limited does not warrant or assume any legal liability or responsibility for the accuracy, completeness, or usefulness of any information and/or images displayed. All information is subject to change without notice and is without warrantee. A professional CharterWorld yacht charter consultant will discuss each charter during your charter selection process. Starting prices are shown in a range of currencies for a one-week charter, unless otherwise marked. Exact pricing and other details will be confirmed on the particular charter contract. Just follow the "reserve this yacht charter" link for your chosen yacht charter or contact us and someone from the CharterWorld team will be in touch shortly.

Yacht charter, Boat rental, Boat hire – BoatTheGlobe

  • HELP ME TO CHOOSE THE PERFECT BOAT!
  • +44 20 3769 3987

More results...

Hajóbérlés, hajókölcsönzés - BoatTheGlobe.hu

  • Mediterranean

Indian-ocean

  • Atlantic Europe

Pacific-ocean

  • Catamaran charter
  • Motor yacht charter
  • Sailboat charter
  • Gulet charter
  • Luxury yacht charter
  • 12 person boat rental
  • 20 person boat rental
  • 60 ft yacht charter
  • Last-minute yacht charter
  • Early booking yacht charter
  • Bareboat yacht charter
  • Crewed yacht charter
  • Cabin yacht charter
  • Flotilla sailing
  • Easy sailing destinations
  • Experienced sailing destinations
  • Culture sailing destinations
  • Family sailing holidays
  • Honeymoon yacht charter
  • Types of yachts
  • Boat rental services
  • Sailing routes, tours, trips, itineraries

"The best solution for your real time boat rental from experts you can trust!"

Sailboat rental Caribbean

Destinations

- 7 14 21 28 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 49 50 51 52 53 54 55 56 57 58 59 60 nights

Please select Sailing yacht Catamaran Motor yacht Motor boat Gulet Rubber boat (R.I.B.) Mini Cruiser Jet Ski

Home » Destinations » Boat rental » Sailboat charter » Caribbean

Sailing in the Caribbean is a dream of many sailors. The beautiful sea, the trade wind and the pleasant waters are ideal for a sailing vacation, not to mention the fact that navigating amongst the many islands here is quite exciting. The ports and islands in the Caribbean are ideal for those who love adventures, beautiful sights, and hotness.

Read more information about sailboat charter in the Caribbean on the following tabs: About Caribbean , Caribbean weather . Get some inspiration from the Caribbean itineraries tab and start planning your next sailing itinerary, read detailed descriptions of Caribbean sailing destinations , or Caribbean sailing articles.

The most popular Caribbean sailboat charter destinations

About caribbean, caribbean weather, caribbean itineraries.

Antigua Sailboat Charter

Antigua sailboat charter

Bahamas Sailboat Charter

Bahamas sailboat charter

Bvi Sailboat Charter

BVI sailboat rental

Grenada Sailboat Charter

Grenada sailboat charter

Guadeloupe Sailboat Charter

Sailboat charter Guadeloupe

Martinique Sailboat Charter

Martinique sailboat charter

Mexico Sailboat Charter

Sailboat charter Mexico

Usvi Sailboat Charter

Sailboat charter USVI

Location of the Caribbean

The phrase, Caribbean region, stands for the North and Central American groups of islands. In a broader sense, some Central and South American countries also belong here, such as Columbia or Venezuela. There are more than 700 islands in the region. We can divide the Caribbean Islands into three main parts. The Bahamas, the Greater Antilles, and the Lesser Antilles.

Beaches in the Caribbean

There are several gorgeous beaches, gulfs, and lagoons here. The crystal clear seawater and warm sunlight create a picturesque view. The beauty of the landscape will surely make your travel memorable. The white sandy shores of the Caribbean Sea are among the most astonishing swimming sites in the world. Here are some:

Gulf of Maundays, Anguilla

One of the most popular holiday resorts, Cap Julica is in this gulf. The amazing five-star resort provides full comfort and luxury. Thus, no wonder celebrities also like staying here. The beach has a private bar and other services as well.

Valley Church, Antigua

A cosy beach that enchants visitors with different shades of blue water. The water is calm and crystal clear, white sand carpet covers its shore. You can discover hundreds of other beaches between Antigua and Barbuda. They will certainly outshine your expectations. The secret gems of this area are its hidden gulfs, which you too can explore if you rent a boat.

Pink Sands beach

Many visit Harbour Island to view this famous section of the seaside. The coral is a unique mixture of broken shells, miniature stones, and calcium carbonate. It colours the sand with pink fragments. It’s a wide and long beach surrounded by calm water. It can be an ideal and beautiful venue for wedding ceremonies, sports, or yoga.

Treasure Beach, Bahamas

It’s among the best beaches in the world. Treasure beach is a 3, 5- mile -long section of the shore with every service available to make a vacation incomparable and even more excellent. You can enjoy pleasant cafés and restaurants or try watersports.

Main attractions in the Caribbean

The picturesque scenery welcomes visitors with several colourful and unique programs. Besides beautiful beaches, you can take pleasure in viewing the exotic flora of the jungle or the underwater wildlife. Sea turtles are amazing residents of the Caribbean Sea. They are one of the endangered species, thus, numerous rescue and breeding programs started in the past few years to protect the animals. Many visitors come to Puerto Rico to see the turtles, while they’re laying their eggs in the sand. They also come to see the exciting moment, when the little turtles leave their nests and go into the water. Besides water and seaside sights the Caribbean region also has a rich cultural heritage. There are more than 40 museums in Cuba, that display art, music, the revolution, chocolate, or cigars.

The Caribbean weather

The Caribbean region has the traits of all year hot and humid tropical climate. The weather is somewhat cool and dry from the middle of January to the middle of April. From the middle of June to the middle of November it’s usually hot, wet, and rainy. Subtropical monsoon climate dominates in the region. The average yearly temperature is 28 °C.

Sailboat charter in the Caribbean

A roundtrip on the Caribbean Sea could be a very exciting and memorable program for the whole family. Rent a small boat, a luxury yacht, or a sailboat. It’s important that you find out about landing places. The Caribbean region involves numerous ports, small and large. However, they might be very different. The most popular and high-standard ports are in the larger cities. These are the ports of for example Nassau, Falmouth, Puerto Rico, Philipsburg, or Mexico. They are well-equipped and provide all the services necessary for boating. The majority of sea centers and smaller islands are in daily connection.

The most popular ports in the Bahamas

Great guana cay.

Great Guana Cay is located in the centre of the Exumas. It has two great anchorages: Black Point and Little Bay. Black Point is a true gem with a nice port and several moorings. People are very friendly and casual, and they find it important to help sailors in any way they can. Little Bay is a small bay at the southern end of Black Point. The sea bottom is sandy, making it ideal for securing our boat safely. The depth of water is app. 3-4 metres. There is a beautiful beach here, but there are no establishments, ports or shops. Exumas sailing , Exumas boat rental

Spanish Wells

Spanish Wells is located on St. Georges Cay, west of the northern corner of Eleuthera. Its port is constituted by a long channel bordered by two small islands. It is protected well and is only open for the winds coming from the eastern direction. There is a great port and a hurricane hole in the west where boats are tied to mangrove trees. There are six anchoring buoys on the eastern side. We can find Spanish Wells Yacht Haven & Marina here which is a full-service yacht marina with 40 berths; besides the basic services, they also have a bicycle rental.

The downtown is within walking distance. We can anchor at Royal Island Harbour in the west, which provides ideal anchorages for vessels with a larger draft. The only disadvantage is that they have no amenities or services. Eleuthera sailing , Eleuthera sailing adventures sailing in the Bahamas , Bahamas boat rental

The most popular ports in the BVI

Nanny Cay is located on the southern coast of Tortola. It is located a little over 3 kilometres from Burt Point. At this port, we have the opportunity to pull our boat from the water, among other services. Nanny Cay Marina offers 320 berths; 120 on the outer parts and 200 in the inside. They provide access to fuel and electricity in both areas. We need to pass through a narrow route for entry.

Road Harbour

Road Town is the capital of Tortola and the sailing centre of the British Virgin Islands. We can enter the port through the Sir Francis Drake Channel . Road Harbour has several yacht marinas providing full service and accommodation. We can find Road Reef Marina, Fort Burt and Wickham’s Cay I and II here; Road Reef Marina and Fort Burt are on the western side, while Wickham’s Cay is on the north. There are over 120 berths and downtown Road Town can be found nearby. Many sailors start their trip here when visiting the British Virgin Islands. Tortola sailing , Tortola yacht rentals

Virgin Gorda Yacht Harbor és St. Thomas Bay

The Virgin Gorda Yacht Harbor is in St. Thomas Bay. It is easy to approach it, we only have to sail the marked channel. The harbour is beautiful, offering great services and marine gas. There are 100 berths, and it is possible to stay for only a few hours, a day, or long-term as well. It is close to the centre of Spanish Town. It is a very peaceful town where you can find many shops, restaurants, and bars. One of the most famous attractions of the town, The Baths, is about 3 km from here. This is a collection of granite rocks on the beach that have become large rock formations. The rocks from tidal basins, channels, and spectacular caves open to the surrounding waters. Virgin Gorda sailing , Virgin Gorda yacht charter BVI sailing , British Virgin Islands yacht rentals

The biggest ports in Puerto Rico

San juan cruise port.

With two terminals, San Cruise Port is one of the largest and busiest ports in the Caribbean. The two terminals can accommodate up to 9 cruise ships at the same time. Due to its geographical location, the port is safe even during hurricane season. The port offers several services like towing, drinking water access and electricity, telecommunication services and shops. The city’s tourist attractions are easily accessible by public transport.

Marina Puerto Chico ( Fajardo )

The marina of Fajardo is located on the east coast of Puerto Rico. It is a natural, quiet coast, and the depth of the water is 5-6 m. Despite its small size, it has a great infrastructure: water, electricity and refuelling are available. You can easily visit Culebra, Vieques and the British Virgin Islands from here.

Port of Mayagüez

The third busiest port in Puerto Rico is northwest of downtown Mayagüez, stretching for 6 km along the coast. The depth of the water is 8-9 m. Despite being one of the smaller ports, it can accommodate boats up to 150 m in length. The communication infrastructure is also outstanding. More about Puerto Rico sailing , or boat rental in Puerto Rico

The most popular ports in Mexico

La Paz is the most city in southern Mexico on the Baja California Península. It has several ports. One of the best-equipped ports is Marina Cortez, located in the heart of the bay. It offers a number of exclusive services for even the largest sea yachts.

The city’s port, called El Cid, is way more than a simple landing opportunity. There is a bustling market and several miles of nearby beaches with golden sand. The local dive shop is excellent, you can get all the necessary equipment here. In the port area, you will find plenty of high-quality accommodation opportunities. More about Mexico sailing , or boat rental in Mexico

The biggest ports in Cuba

Port of cienfuegos.

The main port in the southern part of the island is La Perla del Sur or the Pearl of the South. The port of Cienfuegos is considered a large port in Cuba. It can accommodate boats up to 150 m. The depth of the seabed is 12 m. While Christopher Columbus visited in 1494, it was formally founded in 1819.

Port of Santiago de Cuba

The second-largest port city of Cuba is located in the southeastern part of the island, in Oriente Province. It is a major port for import and export in the region. The bay is quiet and protected against winds. The famous Casa del Habano is a few-minute walk from the port. Here, you can buy the best-quality Cuban cigars and you can visit the Bacardi Museum. More about Cuba sailing, or boat rental in Cuba . Another option is to explore the sea by yourself on the deck of a yacht charter. If your only wish is an amazing sea vacation, or the presence of stunning natural wonders, visit the Caribbean Sea to find all of these.Find Caribbean sailing routes .

More information about the Caribbean

Sail in Caribbean

Caribbean sailing routes & Caribbean sailing destinations Sailing destinations & Sailing routes

Sailing in the Caribbean: an unforgettable experience for you. Caribbean sailing trips

Sailing in the Caribbean is a dream of many sailors. The beautiful sea, the trade [...]

For more precise information about the Caribbean area,  please narrow down your search. It is necessary in this case, because of geographic diversity and the large scope of the area. First select a destination on the sailboat charter in the Caribbean tab and choose the Weather tab of the selected area and read the related description.

Rent a sailboat in the Caribbean, and cruise around the Caribbean

Puerto rico sailing itineraries.

sailing charters from Puerto Rico to St. Thomas

Bahamas sailing itineraries

sailing charters from Florida to Bahamas

Antigua sailing itineraries

Caribbean sailing charters

BVI sailing itineraries

sailing charters BVI

Other BVI sailing itinerary , BVI sailing holiday

Cuba sailing itineraries

Cuba sailing charters

Read more Cuba sailing itineraries , or choose from Caribbean sailing destinations .

"If you rented a boat from us, we don't need to introduce ourselves. If you book with us for the first time, you will soon get to know us." 🙂 Some feedback about us...

Lavrion - Greece

Sehr guter Service und Beratung. Die Buchung war recht einfach.

Family Doppler (Germany)

Milos - Greece

Our catamaran sailing trip was fantastic. The Alegria is an amazing boat. Comfortable and beautiful, with all the features one could hope for...

Harry (USA)

Dubrovnik - Croatia

Ismét nagyon jó áron kaptunk,egy igazán luxus hajót. A Bali 4.5 egy igazán jó válaasztás. A Köszönjük az ügyintézést.

Ágnes (Hungary)

Mykonos - Greece

Easy to book, and perfect communication from the very beginning. The boat was in perfect condition and very comfortable for a group of 10pax...

Change destination X

- 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 49 50 51 52 53 54 55 56 57 58 59 60 nights

Flexibility

on day in week +/- 1week +/- 2week in month

Sevice Types

Yacht builder year: ascending Yacht builder year: descending Price: low to high Price: high to low Length: ascending Length: descending Berts: ascending Berts: descending Capacity: ascending Capacity: descending Number of cabins: ascending Number of cabins: descending

Dufour 41 (2024)

Bahamas, Mars Harbour (Sailing yacht)

from 946 € /day  

View details

Dufour 470 - 5 + 1 cab. (2023)

Caribbean, Guadeloupe (Sailing yacht)

from 747 € /day  

Dufour 430 GL (2023)

from 729 € /day  

Dufour 41 (2023)

Caribbean, Antigua (Sailing yacht)

from 824 € /day  

Dufour 390 GL (2023)

British Virgin Islands, Tortola (Sailing yacht)

from 631 € /day  

Sun Odyssey 410 - 3 cab. (2023)

from 6 431 € /day  

Dufour 470 - 3 cab. (2022)

from 907 € /day  

Dufour 530 - 4 cab. (2022)

United States Virgin Islands, St Thomas (Sailing yacht)

from 1 038 € /day  

Sun Loft 47 - 6 + 1 cab. (2020)

Caribbean, Martinique (Sailing yacht)

from 694 € /day  

Dufour 430 GL (2020)

from 637 € /day  

There are no boats on the list with your parameters?

We have access to a lot more boats than what we have listed on our site.

Send us this form and we will find the perfect boat for you. We offer only boat rentals, 1-day cruises NOT !

  • press the right mouse button on the e-mail received from us
  • select the following from the options: Add sender to list of safe senders.

More information on our privacy policy and personal data protection .

BoatTheGlobe

  • Indian Ocean
  • Pacific Ocean
  • Sailing in … Sailing intineraries, ports, coasts & islands

how to rent a sailboat in the caribbean

Not to be missed!

Subscribe to our newsletter to be the first to know about discounted boat rental options!

how to rent a sailboat in the caribbean

InternationalYachtCharterGroup inc

  • USA:-1.866.492.4768
  • UK:-0800.011.2492
  • How We Help Clients
  • How to book a charter?
  • Why Use Our Company
  • Where our Charters Go
  • Why Charter a Yacht
  • Decades of Experience
  • Meet our staff
  • Contact us now
  • Search charter yachts online
  • What type of yacht should I charter?
  • About Luxury Yacht Charter
  • Charter a Mega Yacht
  • Charter a Motor Yacht
  • Charter a Crewed Catamaran
  • Charter a Sailboat
  • Yacht charter Blog
  • About Caribbean Yacht Charters
  • Virgin Islands

Leeward Islands

  • Windward Islands
  • Yachts in the Caribbean
  • About Bahamas Yacht Charters
  • Bahamas weather
  • Yachts in the Bahamas
  • Western Mediterranean Yacht Charters
  • Eastern Mediterranean Charters
  • Browse Yachts in the Mediterranean
  • South of France
  • Spain, Mallorca, Ibiza
  • Italy, Sicily, Naples & Amalfi
  • Corsica and Sardinia
  • New England
  • Pacific Islands
  • Sample Charter Itineraries
  • Destinations Blog
  • How to choose a yacht charter broker?
  • How to book a yacht charter?
  • What is special about yacht charter?
  • What yacht charter costs are there ?
  • Are there all inclusive charters?
  • Why charter a yacht?
  • What kinds of yacht can I charter?
  • Where do yacht charters go?
  • What defines luxury yacht charter?
  • How to rent a yacht?
  • How We Help
  • 5 Common Yacht Charter Questions
  • How to choose the right yacht?
  • When is the best time to charter?
  • All Yacht Charter Destinations
  • What can you do on a yachting vacation?
  • What to expect on a luxury charter?
  • What contracts are used to book?
  • Even more questions about chartering a yacht
  • Crewed charter reviews
  • Caribbean Reviews
  • BVI Reviews
  • Bahamas Reviews
  • Mediterranean Reviews
  • Email or Call Us

darkblurbg

Find Your Perfect Yacht

darkblurbg

Caribbean yacht charters - one resource for every luxury charter yacht

The proven resource for crewed yacht charter in the caribbean.

From the moment you contact us, you will be helped by an experienced and knowledgeable specialist who will take the time to understand your unique needs and preferences for your caribbean vacation. They will be your dedicated specialist and our exceptional personal service will answer every question.

The largest choice of crewed Caribbean yachts?

Absolutely, with our relationships built over decades we truly do have access to EVERY crewed private charter yacht based in, or visiting, every part of the Caribbean.

Whatever the type of yacht for your Caribbean charter, your vacation budget, or the size of your party, our specialists will guide you in choosing the ideal yacht for your Caribbean charter. It's your vacation to explore the islands the very best way possible - on a Caribbean charter yacht.

Browse different types of Charter Yachts in the Caribbean

how to rent a sailboat in the caribbean

Motor Yachts

This category of Caribbean yachts include mega yachts, super yachts, and all sizes of power yachts. With the maximum space for guests, both inside and out, these types of yachts offer excellent vacations. You can choose from a fast, agile yacht, one that is high-end and luxurious, a yacht with a classic design, or one that is contemporary. This is one of the many choices you’ll have when you plan your vacation. See some yachts:-

how to rent a sailboat in the caribbean

Crewed Catamarans are very popular in the Caribbean , especially in the BVIs. Catamarans offer ample deck space that allows everyone to relax together during their charter, sharing the same views throughout the voyage. Caribbean catamarans can typically accommodate between 6 and 12 guests. See some yachts:-

how to rent a sailboat in the caribbean

Sailing Yachts

If you are looking for a winter getaway, there is no better place to charter a sailing yacht than the Caribbean! Feel the warm, tropical breeze on your face. Experience the exhilaration as the wind fills the sails and the yacht is suddenly moved along by just the wind. Savor the magnificent beauty of the Caribbean as you sail silently from one island to the next. Although typically offering smaller spaces for guests, sailboats deliver a truly unique caribbean charter vacations . See some yachts:-

Sample Charter Yachts in the Caribbean

how to rent a sailboat in the caribbean

ODYSSEA. The 59' sailing catamaran Odyssea is ready to take you and your guests on your next adventure. Throughout she offers relaxing areas to lounge and enjoy the voyage, while enjoying the company of others or absorbing the serenity of the sea. Her spacious cockpit area offers large dining table, sun pad across the back, and wet bar. See ODYSSEA :-

how to rent a sailboat in the caribbean

OKTO. Get ready for adventure when you step on board the 217' mega yacht Okto. You and your guests will find plenty to do, as she offers plentiful spaces for lying out to enjoy the sun, enjoying a movie in the circular cinema, working out in the indoor gym with an amazing view, or enjoying the on deck Jacuzzi. See OKTO :-

how to rent a sailboat in the caribbean

NAMASTE. The immaculately maintained mega yacht Namaste offers 121 feet of opulence at sea. She features five well-appointed cabins, both a main salon and sky lounge, sundeck with Jacuzzi, gym equipment, and a long list of watersports including jet skis, wakeboard, fishing gear, and the list goes on. See NAMASTE:-

how to rent a sailboat in the caribbean

NENNE. The 67' sailing catamaran Nenne was launched in 2017 by Fountaine Pajot, and was given a refit in 2020. With five cabins, she accommodates as many as ten guests, and has an impressive list of water toys that includes water skis for adults and children, wakeboard, standup paddleboards, fishing gear, snorkeling equipment, and the list goes on. See NENNE:-

how to rent a sailboat in the caribbean

MARIAH PRINCESS III. The 77' Lagoon built sailing cat Mariah Princess III was built in 2020. She offers two queen cabins and two king cabins, all en-suite. The master cabin has a private deck, the flybridge offers an on deck Jacuzzi, and she has a generous complement of watersports, including onboard SCUBA. See MARIAH PRINCESS III:-

how to rent a sailboat in the caribbean

TRUE STORY. The 67' sailing catamaran True Story is ready to give you and your guests a fun and exciting charter in the beautiful waters of the Caribbean. She offers a spacious main salon, large cockpit with al fresco dining and lounge, and flybridge with conversational area. You and your guests can also enjoy a long list of water toys throughout your journey. See TRUE STORY:-

Charter a yacht in the BVI's

The British Virgin Islands include Tortola, Jost Van Dyke, Virgin Gorda, and more. There’s no better way to experience the waters and beaches of the BVI's than on a private Caribbean charter with a full crew to pamper you. Of all the islands in the Caribbean, the Virgins are furthest north. This makes them very convenient due to the proximity to San Juan and due to their direct flights from the United States. Catamaran sailing vacations and crewed sailing charters are very popular in the islands, and their protected waters make them a favorite spot for guests that are taking their first private Caribbean yacht charter. To learn more about them:

Charter a yacht in the USVI

The U.S. Virgin Islands consist mainly of the three large islands of St. Thomas, St. Croix, and St. John. With lovely bays, long beaches, lush nature preserves, fabulous diving spots, and excellent, onshore evening entertainment, many choose to vacation in the USVI’s. Caribbean charters often visit both the BVI’s and USVI’s during the same week, as they are close to one another and the waters are generally calmer than in other parts of the Caribbean. They in general are also home to the largest fleet of crewed, all-inclusive, luxury catamarans. To find out more about them:

Charter a Caribbean yacht

The Leewards are situated in the middle of the Caribbean Island chain. The major airports are located on St. Maarten and Antigua. Due to the English, Dutch, and French influences everywhere you look, they exhibit the best example of cultural sophistication anywhere within the Caribbean. If you are looking to see where the rich and famous go on vacation, you will want to visit the island of St. Barts; for many this is a must stop for a Caribbean yacht charter. Many mega yachts are available for rental in St. Maarten, as it has become a popular mega yacht Caribbean base for the winter. To learn more about the Leewards:

Grenadines

The Grenadines are also called The Windward Islands. Oftentimes our guests will choose a sailing charter over a motor yacht when in the Grenadines, due to the more constant tropical breezes that occur. The islands are much less developed than the rest of the Caribbean, and the inhabitants live on their own time schedule, which enhances the feeling of getting away. The northern most island accessible by air is ST. Vincent, while the southern tip’s major airport is on Grenada. There are fewer Caribbean charter yachts based here; however, occasionally some charter yachts are happy to relocate in order to offer a vacation that happens a little off the beaten path. To find out more about the Grenadines:

What Type of Charter Yacht?

There are all types of Caribbean yacht charters available, including mega yachts, power yachts, catamarans, and sailboats. We have helped countless clients choose the right charter yacht, learning what features and amenities make a difference on caribbean charter yachts. Learn more about different types of Caribbean yachts.

Where Can You Go?

Typically you’ll choose between the Virgins, Leewards, and the Grenadines to charter your yacht. Beyond the region, it is your Caribbean to explore. It’s important for you to remember that there is no cruise ship itinerary to worry about! Your itinerary will be custom designed specifically for you, with you, and is flexible to changes during your charter. We have put together some samples for you to get an idea of what you might like to do while on vacation in the Caribbean. Interested in seeing a sample cruise itinerary ?

how to rent a sailboat in the caribbean

Find Your Perfect Yacht for a Caribbean yacht charter

To see the Caribbean yachts we have in our online database, please select a yacht type and your budget below. Please keep in mind that we do not have every available yacht online. There are many more yachts available for you to choose from when you contact one of our specialists.

For your personalized selection including yachts not online:- Email us now

how to rent a sailboat in the caribbean

Caribbean Charters - When To Go.

One of the lovely things about the Caribbean is that the temperatures remain consistent throughout the year; however, there are some other weather considerations that you will want to factor in when making your caribbean yachting vacation plans. Read More....

Vacations here are most popular between November and July.

If you are thinking of a megayacht, you will want to keep in mind that many of these private yachts which are Caribbean based in winter leave in the late spring and early summer months. They will return again in early winter; however, this does limit their availability. To charter a mega yacht, you will want to make sure that you do so well in advance.

Motor, sail, or catamaran yachts, on the other hand, often have selections available year round. Holidays like Christmas, New Year’s, and Easter do need to be planned for as early as possible as these are very popular charter times.

The availability for Caribbean charters can also be affected by the weather in other climates, for instance, when the severity of the weather is bad in the United States or Europe, especially between January and February, the charters are often booked. This is due to many clients looking for a break from the cold.

What Do Our Clients Say About The Caribbean?

Are you excited yet? You should be! Our clients have enjoyed fantastic Caribbean vacations. There is an endless number of places to visit in the Caribbean, from smaller islands to absolutely must be seen locations like St. Barts. Read some of our Caribbean charter reviews from clients who booked a Caribbean charter with us.

Ready to learn more about Caribbean charters?

We are specialists who will make your trip a reflection of our expertise! We know clients need to be confident in their charter vacation plans, so we encourage our clients to benefit from the knowledge base we’ve been building for years. You’ll speak to an authority on Caribbean charters without any obligation on your end.

Test our expertise with your questions!

Contact a specialist - available 7 days a week.

how to rent a sailboat in the caribbean

Yacht Name Search

Do you have a particular yacht in mind? We likely have it online and if not, email or call us for details. Search for it online by name here:

These may also be of interest:

  • Why is crewed charter so unique?
  • Why use a charter broker
  • Can one Broker have access to all yachts?
  • Why you should choose us

International Yacht Charter Group Inc. does not guarantee the accuracy of any information or images displayed. Both are subject to change and may not be current. All information contained herein is not contractual. Continue reading for more details: 2003 - 2023 © All Rights Reserved. Privacy Policy Site map

how to rent a sailboat in the caribbean

Sign up and

GET 20% OFF

Your first boat rental

Welcome to Sailo !

Your code is:

Enjoy 20% off

  • Explore boats
  • Text (910) 447-2456 Call (910) 447-2456

Departure date

Trip duration, multiple days (less than 1 week), weekly trip show boats that have weekly prices. most weekly boats outside of the us are available only saturday to saturday., boat length: 5ft -, manufacturer, boat build year: -, weekly trip, price: $ - $, caribbean yacht charters & luxury boat rentals.

Swim with the Pigs, Snorkel, & Beach Day   Nassau, The Bahamas!

In addition to the best offers we have for boat and yacht charters in Caribbean, see also options available for rent in these nearby locations:

  • 1197 boat rentals in South Florida, FL
  • 1076 boat rentals in Pompano Beach, FL
  • 1045 boat rentals in Margate, FL
  • 1044 boat rentals in South Fort Lauderdale, Fort Lauderdale, FL
  • 1044 boat rentals in Fort Lauderdale, FL
  • 1044 boat rentals in Edgewood, Fort Lauderdale, FL
  • 1043 boat rentals in Plantation, FL
  • 1043 boat rentals in Melrose Manors, Fort Lauderdale, FL
  • 1043 boat rentals in Coconut Creek, FL
  • 1042 boat rentals in Dania Beach, FL

Rent a Yacht Charter in the Caribbean Islands on Sailo!

Choosing a Caribbean yacht charter? Discover the thrill of the open water by a private boat rental in the Caribbean Islands from Sailo. Rent a boat in the Caribbean Islands for a day or a week (or as long as you want) and really get to know the beauty of this hot place. Experienced sailors, choose your bareboat and go explore! If you prefer to relax on deck, you’ll find plenty of crewed Caribbean yacht charters waiting to take you wherever you wish.

Our finest collection of Caribbean yacht charters

There are currently 1612 Caribbean yacht charters waiting for you on Sailo. Make a splash with a private boat rental, with one of our 192 sailboat charters in the Caribbean Islands . We also have 459 catamarans available in Caribbean. For those who prefer luxury on the water, browse our 839 Caribbean motor yachts . Want to make room for a big group, or perhaps even throw a memorable party? You’ll find a great selection of 121 party yacht rentals in the Caribbean Islands .

How to find the right Caribbean yacht charter?

Sailo offers beautiful yacht charters in the Caribbean Islands at various price points. Use our advanced filters to narrow your search by date, group size, and trip duration: 2 hrs, 4 hrs or full day charters. You can also choose the type of boat (sailboat, motorboat, Caribbean catamaran charters ) you want and go even further and look for a particular length, manufacturer and model. The price filter will help you see the available boats within your budget and the crew option is useful when you want to see boats with a skipper/captain included or only bareboats. Do you see a boat to rent in Caribbean that you would like? Click on it to go to the next page to read more about it, see more photos, send a direct message to the owner to ask more questions or start creating your booking request right away!

How much does it cost to rent a yacht in the Caribbean Islands?

You can charter a boat in the Caribbean Islands for a day for an average of $1100 per day. The average price for a weekly boat rental in the Caribbean Islands is $16316. Your total budget for a boating trip in Caribbean depends on many factors such as: trip duration, if captain and crew are included in the price or their cost have to be paid separately, fuel cost (which could be significantly higher on a motorboat compared to a sailboat) and other extras you choose to customize your experience in Caribbean.

What is Sailo FREE 24 hours Reservation?

Not sure if the boat you like suits your vacation plans? You can place a free reservation for 24 hrs, no credit card required, for most of our weekly Caribbean boat rentals, allowing you more time to discuss details with the boat owner, talk to your family or friends or customize your budget to suit your needs. Once you have placed the reservation, boat is blocked for 24 hours. During the 24 hours of your reservation, you can book the boat, cancel the reservation or ask for a one-time extension of 24 hours by contacting us at [email protected] . If you do nothing, your reservation will automatically expire and the boat will become available for other renters. Read more about free reservations.

Because we love the ocean

Caribbean sailing vacation is a great way to experience nature. So we like to remind everyone that keeping nature as beautiful as possible involves a little effort from all of us. Some of our tips for responsible boating include:

  • Don’t litter or throw waste overboard - take rubbish home and dispose of it responsibly
  • Eco-friendly sunblock can help prevent damage to marine life
  • buy local and sustainable food products

However long you’re sailing for, a little goes a long way. Read more about responsible boating.

Popular locations for renting the Caribbean yacht charters:

  • BVI yacht charters
  • U.S. Virgin Islands yacht charters
  • Boat rentals in St. Thomas, USVI
  • Boat charters in St. John, USVI
  • Tortola boat rentals

Popular boat types among renters in the Caribbean Islands:

  • BVI catamaran charters
  • Sailboat charters in BVI
  • Catamaran rentals in St. Thomas
  • U.S. Virgin Islands sailboat charters
  • USVI catamaran charters
  • Tortola catamaran rentals & charters
  • Tortola sailing charters
  • BVI motor yacht charters
  • FAQ and Policies
  • Accessibility Statement
  • Boat Rentals
  • Boat Calculator
  • Discover Boating
  • Community questions
  • Referral Program
  • Vivre: Furniture & home decor
  • British Virgin Islands
  • La Paz, Mexico
  • Cabo San Lucas, Mexico
  • Key Largo, FL
  • St. Vincent and Grenadines

Barefoot Yacht Charters

Discover Paradise in St Vincent & the Grenadines

'  itemprop=

Premier Sailing School offered weekly

'  itemprop=

Bareboat or with a Captain - the choice is yours !

'  itemprop=

Welcome to Barefoot Yacht Charters

Caribbean Bareboat Sailing Charters The Barefoot Lifestyle – No Shoes, No Stress, No Mess Ph: +1-784-456-9334

Neptune Fleet

Discover the epitome of seafaring indulgence with Barefoot Yachts’ Neptune fleet, meticulously outfitted and maintained for discerning adventurers. Our luxury comfort yachts redefine relaxation, boasting opulent amenities and spacious layouts, ensuring an unrivaled at-anchor experience. Immerse yourself in tranquility and luxury as you cruise the pristine waters of the Grenadines. On the other hand, our luxury performance fleet stands as a testament to superior sailing, designed to thrill and delight enthusiasts seeking exhilarating voyages. Sail with precision, power, and grace, embracing the wind and waves like never before, reveling in the exciting sailing conditions for which the Grenadines are famous. Barefoot Yachts, a boutique family-owned charter company, invites you to savor the finest in nautical luxury.

how to rent a sailboat in the caribbean

Viewfinder 2020 Bali 4.1

how to rent a sailboat in the caribbean

Ulysses Lagoon 42

how to rent a sailboat in the caribbean

Sonhos Bali 4.4

how to rent a sailboat in the caribbean

Sonder Seawind 1260

how to rent a sailboat in the caribbean

Hearts Desire Lagoon 46

how to rent a sailboat in the caribbean

Catara NEEL 43

how to rent a sailboat in the caribbean

AONYX O-Yacht 45

Navigator fleet.

Embark on a cost-effective voyage without compromising luxury aboard Barefoot Yachts’ Navigator fleet, featuring 5-year-old and older sailing yachts. Choose from our distinct categories: luxury comfort yachts, tailored for an idyllic at-anchor escape with opulent amenities, or luxury performance yachts, finely tuned to deliver thrilling and memorable sailing journeys. Experience the blend of affordability and elegance as you navigate the beautiful waters, soaking in the sunsets and salty breeze. Barefoot Yachts, a cherished boutique family-owned charter company, invites you to relish an unmatched balance of economy and indulgence on the high seas.

how to rent a sailboat in the caribbean

Willow Dew Lagoon 39

how to rent a sailboat in the caribbean

Pelican Pete Sun Odyssey 34

how to rent a sailboat in the caribbean

Lady Di Oceanis 41

how to rent a sailboat in the caribbean

Inordinate Venezia 42

how to rent a sailboat in the caribbean

Betty Blue Beneteau 50

Fully crewed yachts.

Experience unparalleled opulence aboard A Barefoot Yachts’ fully crewed private luxury yacht charter, where desires are effortlessly met by an attentive crew dedicated to pampering guests with first-class service. Indulge in delectable gourmet meals prepared by your private chef and revel in the freedom to sail on your schedule. With over 32 years of navigating the Grenadines, Barefoot Yachts offers a unique understanding of the region, ensuring an exclusive journey through these breathtaking waters, enriched by their expert insight into the cruising grounds and the vibrant local culture.

how to rent a sailboat in the caribbean

Splendido Beneteau 57

how to rent a sailboat in the caribbean

Rob Roy CATANA 531

Racing fleet.

Embark on a sailing adventure of a lifetime with Barefoot Yachts’ race charters in the Caribbean! Picture yourself on the tiller of a professionally maintained, high-performance sailboat, cutting through the azure waters of the Caribbean. Experience the exhilaration of competitive racing and join the ranks of international sailors, embracing the thrill of challenging race courses set amidst the incredible beautiful of these iconic islands. Revel in post-race festivities under starlit Caribbean skies, sipping fine local rums and dancing to the rhythm of this vibrant paradise. Unleash your inner competitive sailor and experience some of the best grand prix racing events in the world, with Barefoot Yachts.

how to rent a sailboat in the caribbean

SALT FISH J 24

how to rent a sailboat in the caribbean

HAPPY Melges 20

how to rent a sailboat in the caribbean

SMILE (#212) Melges 20

how to rent a sailboat in the caribbean

GONE C&C 30

how to rent a sailboat in the caribbean

SEAPLANE Melges 32

' title=

Kindly Scan/Click the QR code above to leave a review on Trip Advisor

star rating

The Barefoot Lifestyle

Caribbean Bareboat Sailing Charters

At Barefoot, our philosophy is simple and our lifestyle is sweet. Through our commitment to you experiencing your ultimate vacation, clean sailing, our use of locally produced organic provisioning and our responsible operating practices, we hope to protect and enhance your experience while improving the world we share with all living things.

Driftwood Restaurant/Bar

' title=

Driftwood Restaurant offers Mediterranean cuisine with a Caribbean flair, a stunning seaward view of Blue Lagoon and an intimate, air-conditioned lounge bar. We specialize in local, organically grown fruits and veggies.

Caribbean Bareboat Sailing Charter Videos

This site uses cookies. By continuing to browse the site, you are agreeing to our use of cookies.

Cookie and Privacy Settings

We may request cookies to be set on your device. We use cookies to let us know when you visit our websites, how you interact with us, to enrich your user experience, and to customize your relationship with our website.

Click on the different category headings to find out more. You can also change some of your preferences. Note that blocking some types of cookies may impact your experience on our websites and the services we are able to offer.

These cookies are strictly necessary to provide you with services available through our website and to use some of its features.

Because these cookies are strictly necessary to deliver the website, refusing them will have impact how our site functions. You always can block or delete cookies by changing your browser settings and force blocking all cookies on this website. But this will always prompt you to accept/refuse cookies when revisiting our site.

We fully respect if you want to refuse cookies but to avoid asking you again and again kindly allow us to store a cookie for that. You are free to opt out any time or opt in for other cookies to get a better experience. If you refuse cookies we will remove all set cookies in our domain.

We provide you with a list of stored cookies on your computer in our domain so you can check what we stored. Due to security reasons we are not able to show or modify cookies from other domains. You can check these in your browser security settings.

We also use different external services like Google Webfonts, Google Maps, and external Video providers. Since these providers may collect personal data like your IP address we allow you to block them here. Please be aware that this might heavily reduce the functionality and appearance of our site. Changes will take effect once you reload the page.

Google Webfont Settings:

Google Map Settings:

Google reCaptcha Settings:

Vimeo and Youtube video embeds:

Drop Your Anchor at the BVI

And take advantage of what british virgin islands offer: beautiful bays, reefs and coves, dive into bahamian waters, enjoy crystal clear waters providing excellent snorkeling and diving opportunities, the ultimate island hopping, embark on a fantastic journey through the greek islands, la dolce vita, experience the beauty of italy from a new perspective, fantastique martinique, take your time to explore culture, cuisine and stunning views of this french overseas territory, find your perfect yacht for charter, top yacht charter offers in the caribbean and mediterranean, popular questions.

  • Sailing yacht: $3,000 - $6,000
  • Catamaran: $6,000 - $15,000
  • Motor yacht: $10,000 - $20,000
  • Superyacht: $30,000 - $50,000+

Find a yacht using our Perfect Yacht search, go to the yacht page and click Request a Quote . Fill out the form and we'll take care of the rest. You can also request a personalized quote .

Alternatively, contact us via  Contact Us page or social networks, and we will help you find the perfect yacht.

Yacht charter is a fantastic way to explore the Caribbean or the Mediterranean in style and comfort. With a range of yachts available for rental, including exclusive charter boat rental, megayacht charter, and private luxury yacht charter, there is something for everyone. Whether you're looking for a charter boat for a romantic getaway or a fun-filled family holiday, yacht hire is the perfect option.

Private yacht hire allows you to experience the ultimate in luxury and privacy, with a crew dedicated to ensuring that your every need is met. From spacious living areas to onboard entertainment systems, private luxury yacht charter is the perfect way to unwind and relax.

Charter boat rentals are also available for those who prefer a more traditional experience. With a range of boats to choose from, including exclusive boat charters rental, you can explore the stunning coastlines and hidden coves of the Mediterranean or the Caribbean in style.

Overall, yacht charter rental is a fantastic way to create memories that will last a lifetime. Whether you're looking for exclusive boat charters rental or megayacht charter, there is a yacht hire option that is perfect for you. So why wait? Start planning your dream yacht charter today!

  • Request a Quote
  • Subscribe for Deals
  • Travel Tips

Sailboat & Yacht Charter in the Caribbean: The Best Companies

One of the world’s most desirable yachting destinations, the Caribbean captivates all who visit with its heady mix of natural beauty, calm waters and world class tourist amenities. For private yacht charter guests, the Caribbean is particularly well set up, with a vast number of charter companies offering yacht rental packages in the region.

how to rent a sailboat in the caribbean

Yachts anchored out in Salt Whistle Bay in the Grenadines (Photo: _dChris via Flickr / CC BY 2.0)

Whether you’re seeking a crewed yacht or a bareboat charter, a sailboat or a motorboat, there’s a huge choice of yachts available in the Caribbean. We’ve picked out 3 of the best companies currently operating that we’d recommend for Caribbean yacht charters.

Ritzy Charters

how to rent a sailboat in the caribbean

Charter with Sailo.com

how to rent a sailboat in the caribbean

Boat Bookings

Book at boatbookings.com

how to rent a sailboat in the caribbean

Latest Articles

  • Where to Book Transfer from Rome Airport to Your Hotel March 26, 2024
  • 3 of the Best Cycling Tours in the Loire Valley March 26, 2024
  • The 10 Coolest Flea Markets in Europe March 26, 2024
  • Editor Picks: Luxury and Boutique Hotels in Nantucket March 25, 2024
  • A Comparison of San Sebastian Hop on Hop Off Tours March 25, 2024

Customer service

  • {{ lang.name }}

{{ totalBoats }} boats available

No results found. please, try your search again.

Flash Deals

Save up to 40%

Manage cookie preferences

By clicking 'Accept' you agree with the use of analytical cookies (which are used to improve our site and services) and tracking cookies that help us to decide which product to show you on and off our site. By clicking here , you can manage your consent and find more information about the cookies we use.

  • Yachts for Sale
  • Sales Report 2024
  • FAQ – Luxury Crewed Yacht Charters
  • FAQ – Bareboat charters
  • FAQ – Sell your Boat
  • FAQ – Buying a Yacht
  • How Much does it Cost to Charter a Luxury Yacht?
  • All Blog Posts and News
  • Yachting for beginners
  • Indian Ocean
  • Mediterranean
  • Sales & New build
  • Motor Yacht
  • Event & News

Windward Islands Yachting Company

Caribbean Yacht Charter: the Full Price List

how to rent a sailboat in the caribbean

The Caribbean is one of the most popular destinations for yacht charters, and it’s easy to see why.

A yacht rental in the Caribbean  because of its lovely temperature and gorgeous beaches, is a true sailing playground that includes legendary superyacht locations like Antigua , St. Barts, or the Virgin Islands .

But renting a yacht in the Caribbean doesn’t come free. Here are the main factors that influence the price of a yacht charter in the Caribbean, along with the most common price ranges you can expect.

Summary of Yacht charter price ranges in the Caribbean (USD per week incl. food and beverage)

What factors influence the price of a yacht charter in the caribbean.

how to rent a sailboat in the caribbean

An individuals owner determines the price he wants to offer for his yacht while following the market. The pricing is based on metrics like the local demand, boat length,  category, crew number and the boat age. Along with this, there are several additional factors that might considerably affect pricing. These are as follows:

1.The yacht you want to charter: the main factor determining the cost of your Caribbean charter

The yacht is a significant component in defining the charter cost, although size is not the only determinant. A freshly introduced charter boat from a renowned builder with an experienced and well-liked charter crew will attract the highest pricing for its size class. Additionally, yachts with a renowned name or a legacy of famous ownership can charge a premium for their “fame.” And yachts with distinctive amenities like movies or unique water toys are also more expensive.

Furthermore, if a yacht has a space in its charter schedule, such as after an unexpected cancellation, certain brokers will sometimes provide a limited-time charter fee reduction.

Don’t make pricing the only factor when choosing a private yacht. It is essential to comprehend why prices are high or low for a particular yacht and accordingly make a decision.

2. The Caribbean destination itself: one of the factor influencing the price of a Caribbean yacht rental

In the Caribbean , there are over a thousand islands to select from, making it arguably the most excellent location for tropical yacht charters globally. You can charter in the Caribbean in three major regions: The Bahamas , the Greater Antilles, the Windward and the Leeward islands .

how to rent a sailboat in the caribbean

Depending on the charter type, the costs, amenities, and crew vary. As per your budget, comfort, and expectation, you may choose one that fulfills your idea of an ideal charter yacht. Here are some examples:

$2’000 USD is the minimum weekly price for a bareboat yacht rental

Bareboat charters are the most affordable alternative. You are responsible for fuel, food, and other expenditures, hiring the crew (or captaining the boat, if you’re licensed to do so), and paying the crew. Additionally, you may consider adding a skipper, hostess, or a mix of the two for bareboat charters. If you’re chartering a bareboat since you are licensed, you will be responsible for all aspects of navigating, sailing, mooring, and security.

Further, it is up to you to pick whether to cook or dine at local eateries along the road. Bareboat charters provide exceptional flexibility to explore whenever and wherever (weather permitting, of course), providing a unique vacation experience for the entire family.

At least one person in the group should be a seasoned sailor, or you may pre-arrange to have a captain on board if you’re visiting a new place for the first time and want to take it easy as a local guide down the coast.

$3’700 USD is the minimum weekly price for a skippered yacht charter

Skippered Yacht Charter is often a Bareboat Charter with the inclusion of a skilled, local Skipper who assumes full accountability for the safety of the boat, navigation, sailing, and anchoring. When floating, the skippers will gladly function as your guide and tour your various secluded harbors and anchorages that are often unfamiliar to most visitors. Subject to weather circumstances, he will pay heed to your desires of where you wish to travel and try his best to accommodate them.

Even if you are a novice, you will love learning to navigate the boat on your own with the assistance of a professional. It is a frequent assumption that a skippered yacht charter would cost significantly more than a bareboat hire. However, this is only sometimes the case.

$16’000 USD is the minimum weekly price for a crewed yacht charter

Crewed charter refers to a luxury charter rented with an entire crew. Generally, the crew onboard differs from charter to charter. Depending on their size, yachts may only have a captain and hostess/cook on board, or they may have a full complement of crew members, including a captain, engineer, deck assistant, experienced chef, and others.

Moreover, the bigger and more luxurious the yacht charter is, the better amenities you will experience. Fully crewed yacht rentals are ideal for individuals looking for an extraordinary and exclusive holiday of a lifetime. Onboard the fully crewed yacht rentals, and you will have a relaxing experience. You may make yourself as comfortable as you like. The personnel will give professional, five-star services while respecting your privacy and fulfilling your expectations.

Our tips to decrease the cost of a yacht charter in the Caribbean

how to rent a sailboat in the caribbean

A private yacht charter is a great experience, yet it can cost a fortune for some. What if we share a few tips to lower the costs of your yacht charter trip? Here are some:

Charter a yacht during the Caribbean shoulder season

Scheduling a yacht charter during the shoulder or off-season could save you up to half the price, even though sailing in the high season will guarantee the best weather. Yet, if you are a budget traveler or wish to experience charter at the best rates, consider booking at the shoulder reason.

Summer is the peak period in the Mediterranean, with the coldest months being January and February. If you want to save money, you should travel in the spring or fall, when the weather is milder and the water is warmer for swimming.

Excellent sailing conditions exist throughout the year in the Caribbean. However, hurricane season extends from June to November, with the peak of storm activity being between the middle of August and the middle of September.

Before making a reservation, evaluate your off-season location’s monthly mean temperature, rainfall, wind speed, and wind patterns. Stormy weather with high rainfall will not make a trip enjoyable. Hence, plan accordingly.

Pick a cheaper Caribbean destinations

The location, timing, and yacht charter firm you choose all have a significant impact on the cost. You can try and pick an island within the whole Caribbean easy for you to reach depending on where your departure country is. In fact it is easier to arrive in Saint Thomas than to Martinique from the USA, whereas from Europe it will be easy to reach Guadeloupe from France, or Saint Vincent or the United Kingdom with regular commercial flights. Be aware, that taxi planes exist, and can help in commuting between the islands. Popular Leeward islands like the Virgin Islands, Saint Barth or Antigua can be expensive to pick for. Yacht charter during the holidays season, and during popular events such as the Heineken Regatta. So you may want to choose to sail towards the grenadines in May for example, which is a wonderful cruise to do.

Choose a smaller yacht with a smaller crew

Small yachts may be inexpensive, straightforward, and seaworthy. Additionally, their small size makes them cost-effective sailboats. Pocket cruisers are frequently available at a low cost. Further, they don’t require a big crew to maintain and operate. Hence, a small sailboat makes globe travel much cheaper!

how to rent a sailboat in the caribbean

Nearly all crewed catamarans and most smaller sailing monohulls offer all-inclusive charter pricing. The charter fee often comprises:

  • Captain and Chef or Attendant
  • Three daily meals and snacks every day aboard the boat.
  • All beverages, including common wine, beer, liquor, and mixtures
  • Temperature-controlled accommodations
  • Watersports gear on board (scuba gear may be additional)
  • Permissions for navigation, fuel, limited Wi-Fi, and all deck facilities

Extra fees for all-inclusive ships may include the following:

  • Crew gratuities.
  • Additional communications.
  • Extra marina anchorages.
  • Any meals ashore.
  • Optional gear rental fees.
  • Activities like scuba diving.

Read also: Luxury Crewed Yacht Charters – Frequently asked questions

If you’re looking to set sail on an unforgettable Caribbean excursion but not sure where to look for the best deals, have no fear! With a little bit of research, savvy shoppers can find great discounts and great offers and service from WI Yachts . Armed with knowledge about all payment structures involved in your chosen yacht rental option, it’s easy to avoid unwelcome surprises during checkout – leaving only one thing: smooth sailing for your dream vacation!

RELATED ARTICLES MORE FROM AUTHOR

Our favorite power catamarans to charter in the bvi, christmas yacht charter: 3 reasons to pick the caribbean, british virgin islands vs us virgin islands.

  • Testimonials
  • Privacy Policy
  • Rent a boat in Caribbean at the best price
  • Boat rental

Caribbean Yacht Charter- An Adventure Awaits

Indulge in the tropical bliss of the Caribbean Islands. With over 7,000 diverse and beautiful islands to discover, it’s no wonder why the Caribbean is one of the most visited holiday destinations in the world! With warm waters on average around 27°C (80°F), these pristine beaches are the perfect getaway to leave the cold behind during the winter and escape the crowds in the summer.

With only 2% of the islands actually inhabited, book a sailing trip in the Caribbean to island hop at your own pace. Whether it be sailing the turquoise waters of the Bahamas or snorkeling in the stunning archipelago of the British Virgin Islands , there’s a reason why the Caribbean is a world-class sailing destination.

How much does it cost to charter a yacht in the Caribbean?

The average cost for a yacht rental in the Caribbean depends on several factors. For example, the duration of the charter, the age/model of the boat, if it's high or low season, the number of guests that it may accommodate, as well as if there are additional services such as skipper and crew. Be sure to take all these factors into account when booking your boat rental!

  • You can rent a motorboat for $240 per day and the prices for a RIB hire in the Caribbean start at $195 per day for 6 guests.
  • If you rather sail, a sailboat rental may range from $345 per day to $2,200 per day. However, expect to pay on average $2,600 per week for about 4 people.
  • Catamaran charters are a great way to get around the Caribbean. Prices may range from $450 per day to $3,600 per day for about 8 people.
  • A luxury yacht charter (sailing yachts and motor yachts) in the Caribbean may cost up to $18,000 per day for 12 guests.

Where to sail in the Caribbean?

There are a lot of options when it comes to a Caribbean charter so first start by narrowing down your options by focusing on a specific island groups like: Leeward Islands ( US Virgin Islands, British Virgin Islands, Guadeloupe, Saint Martin/St Maartens); Windward Islands (Martinique, St Lucia, the Grenadines, Grenada).

But Remember, no matter what island(s) you sail to, you are bound to fall in love with the small waterfront villages, secluded beaches, and hidden coves…

  • Cuba, home to Havana and its unique vintage charm. Sail around the island, enjoy the white powdery sands and get a feel for the Cuban way of life.
  • The Bahamas , the stunning islands that connect the United States to the rest of the Caribbean. From the Abacos Chain to Eleuthera and the Exumas, the numerous sand bars and glistening cays of unparalleled beauty are sights to see.
  • The  British Virgin Islands , definitely one of the best places to sail in the world from consistent trade winds to its relatively short distances between islands, Tortola and the BVIs are a true sailor’s delight.
  • Grenada , from the beautiful bays of Grand Anse to the white sands of Morne Rouge Beach, this is a can’t miss destination for charter vacations.
  • Saint Vincent and The Grenadines , welcome to paradise. At the Tobago Cays snorkel around the amazing coral reef, swim with sea turtles and simply enjoy the beautiful waters.
  • Guadeloupe , might just be the world’s best kept boating secrets! Try diving by Pigeon Island or take some time to visit Jacque Cousteau Reserve.
  • And of course you can’t go wrong with some of the smaller islands... like dropping an anchor at South Friars Beach in St. Kitts, or cruising the coasts of Martinique .

What is there to see and do in the Caribbean?

The Caribbean region is a massive 2.75 million km sq., so there are plenty of things to see and do:

  • Explore ‘The Baths’ - the beach’s awe-inspiring granite boulders (BVI)
  • Dive at the ‘Dean’s Blue Hole,’ one of the deepest blue holes in the world (The Bahamas)
  • Discover the US Virgin Islands National Park and swim with the sea turtles in Maho Bay (USVI)
  • Visit the Grand Cul-de-Sac Marin Natural Reserve (Guadeloupe)
  • Enjoy a day in the sun at Saint-Anne Beach and village (Martinique)
  • Sail to Salt Whistle Bay, one of the prettiest bays only accessible by boat (The Grenadines)
  • Walk around St. George’s, a colorful waterfront town (Grenada)

Can I rent a crewed yacht in the Caribbean?

Yes, with Click&Boat you can rent a boat in Caribbean with a skipper and/or crew. Forget the cruise ships, and set sail at a slower pace on board your own private boat with a crew.

Sit back and relax while the skipper and crew take care of everything from: docking and navigating to preparing meals on board! Let an experienced skipper show you all the best spots to explore, snorkel, swim, and relax. But remember, a crew usually comes at an additional cost to the rental that varies, depending on the number of crew members and the duration of the rental.

When is the Caribbean yacht charter season?

The Caribbean boat rental season tends to start mid-November and usually winds down in April. Yacht charters are always at their highest during the winter months, especially during the holiday season (December/January), when most people tend to come to the Caribbean to escape the cold weather.

Rent a boat in the Caribbean with Click&Boat

Whether you decide to rent with a professional or private owner, a boat charter in the Caribbean has never been so simple. Using Click&Boat, the world’s leading boat rental service, you can book your dream boat in just a few minutes!

With up-to-date prices and date availabilities, a messaging system between owners and renters, and an experienced team of advisors ready to help: we want to make your life easier!

Set sail on board private yachts, catamarans, sailboats, motorboats and RIBs whether they be bareboat rentals or with a skipper… and find the boat rental that will suit all your sailing needs and desires.

Good to know

Frequently asked questions about caribbean, what is the cost of renting a boat in the high season and the low season in caribbean.

The average cost of renting a boat in Caribbean in the high season is around $320 per day, while in the low season it is around $267 per day.

Is it possible to rent a boat with skipper in Caribbean?

It is possible to rent a boat with skipper in Caribbean. On Click&Boat, there are 5 boats in Caribbean where a skipper is available. However, please note that this comes at an additional cost, which is on average $180 per day.

What types of boats can I rent in Caribbean?

In Caribbean you can rent for example a Catamaran, Sailboat or even a Motor Yacht.

What are the most popular boat manufacturers in Caribbean?

The most popular boat manufacturers in Caribbean are Marinello and Dufour.

Can you rent a boat in Caribbean without a license?

In Caribbean there are 2 boats that you can rent without a license. You can also rent many boats with a skipper.

Rent another type of boat in Caribbean

If you want to rent something different from the boat in Caribbean? Check out other boats on our website

an image, when javascript is unavailable

  • Motorcycles
  • Car of the Month
  • Destinations
  • Men’s Fashion
  • Watch Collector
  • Art & Collectibles
  • Vacation Homes
  • Celebrity Homes
  • New Construction
  • Home Design
  • Electronics
  • Fine Dining
  • Baja Bay Club
  • Costa Palmas
  • Fairmont Doha
  • Four Seasons Private Residences Dominican Republic at Tropicalia
  • Reynolds Lake Oconee
  • Scott Dunn Travel
  • Wilson Audio
  • 672 Wine Club
  • Sports & Leisure
  • Health & Wellness
  • Best of the Best
  • The Ultimate Gift Guide

From Diving Shipwrecks to Kayaking Luminous Waters: 10 Caribbean Experiences You Can Only Access by Boat

These unforgettable experiences are worth the ride., claire volkman, claire volkman's most recent stories.

  • Share This Article

Best Charter Experience BVI

The Caribbean is a big place, with more than 700 islands and roughly 44.5 million people spread across 33 political entities—13 sovereign states, 12 dependencies, one historical disputed territory, and seven other overseas territories. While travelers tend to lump the region into “the Caribbean,” there’s a rich tapestry of cultures, cuisines, experiences, and waters across the 1.06 million square miles of the Caribbean Sea.

We decided that, instead of divvying this list by island, we’d select different experiences, accessible only by boat. They range from exploring sunken shipwrecks to getting a taco on a floating restaurant in the middle of turquoise waters to diving stunning ecosystems, to enjoying some of the best sportfishing in the world.

The list isn’t exhaustive by any means, but it does show the range of possibilities in this beautiful, and often remote region, even after the spring-breakers have left and it moves into the much-less crowded summer season—which is often the best time to visit.

Here are 10 of our favorite island experiences.

Best Snorkeling, Barrier Reef in Turks & Caicos

how to rent a sailboat in the caribbean

The third-largest coral reef in the world, the Turks and Caicos’ Barrier Reef is home to over 60 coral species and over 250 fish species. Spanning 65 miles along the eastern edge of the islands, the reef is only accessible by boat. On a good day, you can see up to 100 feet below the surface (thanks to the extremely clear, blue waters), offering a chance for snorkelers to spot stingrays, reef sharks, vibrant reef fish, eagle rays, and dolphins. Local vessel Lady Grace is a full-service catamaran with a picnic lunch, a full open bar, and even a slide off the back that provides direct access to the reef.

Best Surf Spots, Costa Rica

how to rent a sailboat in the caribbean

Hidden along Costa Rica’s captivating coastlines are some of the country’s best-kept surfing secrets, like Punta Uva, an unspoiled stretch of coastline offering consistent waves and nearby rain forests. Nearby, Playa Negra beckons with its volcanic black sand and powerful reef breaks, providing an exhilarating challenge for experienced surfers. Further south, the secluded shores of Playa Chiquita offer a tranquil escape and epic waves for all skill levels. For those craving a genuinely off-the-grid experience, head to the remote breaks of Manzanillo, home to crowd-free beaches and rugged wilderness.

Best Family Charters, British Virgin Islands

how to rent a sailboat in the caribbean

Combining breathtaking scenery with an array of activities accessible by boat, the British Virgin Islands (BVI) have long been a playground for families. The crystal-clear waters and untouched beaches are idyllic, with areas like Cane Garden Bay on Tortola offering white sand and picnics, and across Sir Francis Drake Channel, the boulders of the Baths on Virgin Gorda are the perfect destination for selfies. You can then cruise from the Baths to Devil’s Bay National Park to discover vibrant coral reefs and abundant marine life beneath the crystal-clear waters. Flamingo Pond offers up the pink, graceful beauty of these majestic birds in their natural habitat. The Moorings, Sunsail, MarineMax Vacations, and Kensington Yachts offer barebone or full-service charters.

Best Beachside Restaurant, Hemingway’s, Turks & Caicos

how to rent a sailboat in the caribbean

While just about every Caribbean island can claim top spot in this category, we chose an eatery named after our favorite writer of the sea. Located at the four-star Sands Resort at Grace Bay, Hemingway’s Restaurant sits on the white sandy beaches of Turks and Caicos’ most famous beach—Grace Bay. Inspired by the spirit of the legendary Ernest Hemingway, this beachfront gem offers a dining experience that becomes a Hemingwayesque journey into the heart and soul of Caribbean cuisine. Be sure to ask for the Old Man and the Sea special or choose an untitled fan favorite, like the curry lobster or grilled snapper. Call ahead to reserve your table during the golden hour to enjoy one of the best sunsets you’ll ever see. Local yacht  Red Hospitality offers a range of day charters.

Best Offshore Taco Stand, Lime Out, St. Johns, USVI

how to rent a sailboat in the caribbean

Only reachable by boat, Lime Out Taco Bar—located just off St. John’s, USVI—fulfills any cravings for the munchies, even when you’re far out to sea. Distinguished by its “lily pads,” these green, circular floating tables offer the chance to sit, eat and drink in the warm Caribbean waters. Since these tables are first-come, first-serve, many people order fresh Mahi Mahi or local shrimp tacos ahead to enjoy from their charter boats. Local vessels include the Flying Frenchman, Axopar 37, or VanDutch 40 for getting you to the best sights around St. Johns, and then out to this popular watering hole.

Best Fishing, Guna Yala and Isla Bastimentos, Panama

how to rent a sailboat in the caribbean

Some of the best fishing in the world can be found in Panama’s San Blas Islands, off the north coast of the Isthmus of Panama. The remote archipelago of 300 islands boasts exceptional fishing opportunities in turquoise waters and near coral reefs, including fly-fishing for bonefish and permit. When not fishing, a visit to the islands’ Guna Yala indigenous people is a fascinating experience. Closer to Bocas del Toro is Isla Bastimentos, where you can fish for snapper, grouper, and tarpon. YC Yachts Panama has a number of charter vessels that can show you the islands.

Best Wreck Diving, Cayman Islands

how to rent a sailboat in the caribbean

Besides being known as a tax haven, the Cayman Islands boast an impressive array of shipwrecks waiting to be explored. From the iconic Captain Keith Tibbets wreck to the USS Kittiwake, a former U.S. Navy submarine rescue vessel transformed to an artificial reef, an underwater trip is like diving through time. Another must-see is the Gamma, a 100-foot cargo ship that crashed during a storm in 1981. The wreck sits in only nine feet of water and is located at the southern end of Seven Mile Beach, letting snorkelers join scuba enthusiasts. Cayman Yacht Charters offers sailboats, catamarans, or crewed motoryachts to discover these wrecks.

Best Wildlife Viewing, St. Martin/St. Maarten National Reserve

how to rent a sailboat in the caribbean

Cradled at the island’s northernmost tip and encompassing nearly seven miles of coastline, St. Martin Nature Reserve is a haven for wildlife lovers. From December to April mating seasons, humpback whales seek this protected area to breech and feed. While snorkeling, other marine marvels include Great Barracudas and graceful leatherback turtles, to dozens of other fish. On land, a hike will reveal iguanas and red-billed tropicbirds living in the salt ponds and mangroves. St. Maarten boat charters provides day trips to access the National Reserve’s bounty.

Best Nighttime Activity, Bioluminescent Bays in Puerto Rico

how to rent a sailboat in the caribbean

There’s nothing quite like experiencing bioluminescent bays firsthand. These magical bays include Mosquito Bay in Vieques and Laguna Grande in Fajardo. They come alive after dark with the glow of microscopic organisms known as dinoflagellates. When these organisms are agitated, such as by movement in the water caused by passing boats, they emit a bright blue-green light, creating a surreal and magical glow in the water. As you paddle through the calm waters, every movement creates a stunning light display, transforming the bays into celestial spectacles. Best months to visit: December through May. Hook’d on Adventure organizes kayak trips into this otherworldly wonderland.

Best Untouched Beach, No Name Beach, Bonaire

how to rent a sailboat in the caribbean

No Name Beach in Bonaire earns its place on this list as the ultimate secluded beach for several reasons. Its name hints at exclusivity. But its remote location, reachable only by boat, is how it earned the name. You can take a water taxi for $25 or, if you want to time-manage the day, charter a private boat through Epic Tours Bonaire to explore the pristine haven.

Read More On:

  • British Virgin Islands
  • Puerto Rico

More Marine

Four Seasons Yacht

Four Seasons Just Unveiled the First Itineraries for Its Luxury Cruise Ship

Lexus LY680 Luxury Yacht

Lexus Just Unveiled a Speedy New 68-Foot Yacht

eD 32 c-ultra RIB

This New High-Performance Electric RIB Can Hit a Ferocious 50 Knots at Full Tilt

Azimut Grande 44M Superyacht

This New 144-Foot Superyacht Has a Glassed-In Dining Room With Ocean Views

magazine cover

Culinary Masters 2024

MAY 17 - 19 Join us for extraordinary meals from the nation’s brightest culinary minds.

Give the Gift of Luxury

Latest Galleries in Marine

Four Seasons Yacht

Four Seasons Yacht in Photos

Lexus LY680 Luxury Yacht

Lexus LY680 Yacht in Photos

More from our brands, halle berry recalls experience with perimenopause herpes symptoms, talks taboo women’s health topics with jill biden at a day of unreasonable conversation, new york liberty name barclays as jersey patch sponsor, ‘marvel rivals’ free-to-play game featuring rocket raccoon, spider-man, magneto, magik and 12 more characters to launch in may, richard serra dies, british museum sues curator for theft, titanic door that saved rose (but not jack) auctioned, and more: morning links for march 27, 2024, the best yoga blocks to support any practice, according to instructors.

Quantcast

The Best Places to Learn How to Sail, From the Greek Islands to the Florida Keys

By Hannah Towey

Image may contain Water Waterfront Nature Outdoors Scenery Landscape Architecture Building Cityscape and Urban

Sailing is one of the best ways to explore some of the most beautiful, untouched coastal destinations around the globe. But from the outside, learning how to sail might seem like an intimidating—and expensive—pursuit.

However, learning to sail isn’t as difficult as it might seem. And contrary to what some may believe, “sailing is for everyone,” Zeke Quezada, the Director of Communications at American Sailing (ASA) tells Condé Nast Traveler.

“It is important to understand that anyone can sail, and it is really easy to learn,” Quezada says. “Sailing is not just for the affluent; head into a community sailing club at your local marina, and you'll have options to get out on the water for little to no cost.”

While mastering the art of sailing takes consistent practice, hopeful captains looking for a crash-course to jumpstart their journey may consider a sailing vacation . These educational charters allow you to fully immerse yourself in the nautical lifestyle —and you can earn official certifications along the way. On these types of trips, “you have a qualified skipper on board who is offering instruction, as well as advice on how to become a safe and confident sailor,” Quezada explains. “The best part is that you can have your family onboard, and everyone is having a vacation while you check off the bucket list item of learning to sail.”

When planning your first sailing trip , look for trips and schools that offer credentialed schools and instructors; organizations such as ASA, US Sailing, and the Royal Yacht Association are internationally recognized. By following these certification tracks, you can become licensed to sail a charter without a captain on board, also known as a “bareboat charter.” Though not required in some places, a bareboat certification makes it much easier (and safer) to rent your own boat .

No matter which route you take, sailing is a lifelong skill that will open doors to a community of people passionate about getting out on the water and protecting the oceans. “Most importantly, you will learn how to sit back, turn off the phone, and feel the wind in your hair and the sun on your face,” says Quezada. “You might start listening to Jimmy Buffet as well.”

Below, we’ve rounded up the best places around the world for learning how to sail—including destinations in North America , Europe , Asia , and Australia —plus, the sailing courses and trips to book in 2024.

Image may contain Water Waterfront Nature Outdoors Scenery Landscape Harbor Pier Sea Sky Plant and Vegetation

The Virgin Islands

The British Virgin Islands and US Virgin Islands are some of the best training grounds for novice sailors “because of their line-of-sight sailing, predictable wind, and sailor-friendly destinations,” Quezada says. “In the BVI, you can learn to sail and have a beach vacation simultaneously.”

If you’re looking to get your bareboat license, there are several ASA-certified sailing schools in the BVI and US Virgin Islands. Offshore Sailing School , one of the world's preeminent sailing institutions, offers fast track courses for all levels of sailing. Alternatively, charter a captained catamaran, one of the most popular ways to explore the Caribbean.

Image may contain Land Nature Outdoors Sea Water Transportation Vehicle Yacht Coast Shoreline Boat and Sky

Florida Keys

Warm temperatures, calm turquoise waters, and consistent easterly winds make the Florida Keys one of the best places to learn to sail in the US. Stay at the Key Lime Sailing Club and cottages resort on Buttonwood Sound in Key Largo and take lessons at the American Sailing Academy , located onsite.

Alternatively, outdoor education organization Outward Bound, which offers program scholarships, is hosting a Florida Keys sailing excursion for adults in March/April 2025. Participants will live on a 30-foot open sailboat for slightly over a week learning beginner, intermediate, and advanced skills in chart and compass navigation, small boat seamanship, weather observation, and anchoring.

Image may contain Nature Outdoors Sea Water Boat Transportation Vehicle Coast Shoreline Architecture and Building

Greek Islands

With its calm, clear waters and warm Mediterranean climate, the Ionian sea offers ideal conditions for beginner sailors. Quezada recommends sailing down the western coast of Greece and the island of Corfu, where Fairwinds Sailing School offers “learn to sail” vacations from April to October. For a route closer to Athens, join a flotilla and hop between the Argo-Saronic Islands in the Aegean Sea, but be aware that the Meltemi winds, which are especially strong during July and August, can make for trickier sailing conditions in this region.

Image may contain Nature Outdoors Sea Water Shoreline Coast and Bay

Sea of Cortez, Mexico

Sail through crystal clear waters between a whopping 971 uninhabited islands in the Sea of Cortez, located between the Baja peninsula and mainland Mexico. Nautilus Sailing offers liveaboard courses on catamaran and monohull ships for sailors looking to earn their ASA 101, 103, 104, and 114 certifications from January–June and October–December. The curriculum covers sailboat terminology, engine operation, docking procedures, sail trimming, navigation rules, anchoring, weather, and maritime safety, among other skills. Plus, expect to encounter some stunning marine life, including sea turtles, whale sharks, dolphins, and humpback whales.

These New Airports Are Making Bucket-List Destinations More Accessible

Jessica Puckett

The Happiest Countries in the World in 2024

Sarah James

Four Seasons Unveils First Yacht Itineraries and Suite Interiors

Harrison Pierce

Image may contain Boat Sailboat Transportation Vehicle Nature Outdoors Scenery Sea Water Architecture and Building

New England

There’s no better way to experience a quintessential New England summer than by sailboat. The sailing season in the Northeast runs from April to October, with ASA and US Sailing accredited schools located in major metropolitans like New York City and Boston as well as coastal enclaves like Newport and Cape Cod .

For adults seeking a basic introduction to the sport, US Sailing offers “first sail” lessons in dozens of locations up and down the Eastern seaboard. Pull on a striped sweater, pack a bottle of rosé, and you’re good to go!

Image may contain Water Waterfront Nature Outdoors Sea Architecture Building Cityscape Urban and Boat

Croatia’s Adriatic Coast is home to a vibrant sailing community with picture-perfect weather conditions. Beginner sailors will appreciate the gentle winds of Dubrovnik, the Split Islands, and Kornati National Park , whose sheltered coves and bays supply calm and predictable winds. Enjoy incredible natural wonders only accessible by boat, like the famous Blue Cave.

Student sailors can earn beginner, intermediate, and advanced ASA certifications aboard 8-day learn to sail vacations in July, August, and September 2024. Hosted by American Sailing partner Sailing Virgins, the catamaran and monohull ships—each a minimum of 40 feet with 3-5 cabins—visit the Croatian islands of Brac, Korčula, Šćedro, Komiža, Vis, and Hvar.

Image may contain Nature Outdoors Sea Water Shoreline Coast Bay Boat Transportation and Vehicle

Gulf of Thailand

The Gulf of Thailand offers lovely year-round sailing conditions, making it an accessible and exciting destination for both beginner and advanced sailors. Most sailing schools and marinas in Thailand are based in Pattaya. Island Spirit Sailing Schoo l offers an eleven-day “zero to hero” course that combines crew and skipper training, including land-based and overnight sea lessons.

Image may contain Nature Outdoors Sea Water Land Coast Shoreline Boat Transportation Vehicle and Aerial View

Whitsunday Islands, Australia

Located in Northeast Australia, the Whitsunday Islands are a year-round sailing mecca and idyllic gateway to the Great Barrier Reef . Brisk southeast trade winds blow throughout the winter season, attracting sailors from across the country to annual sailing races hosted on Hamilton Island and Airlie Beach. For beginner sailors, Mainstay Sailing offers introductory courses certified by the internationally-recognized Royal Yacht Association out of the Coral Sea Marina.

By signing up you agree to our User Agreement (including the class action waiver and arbitration provisions ), our Privacy Policy & Cookie Statement and to receive marketing and account-related emails from Traveller. You can unsubscribe at any time. This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Catamaran rentals in the Caribbean

  • Catamaran rentals

Rental Catamaran Lagoon 420 Cozumel

Lagoon - 420 | 25 people  (3010)

From $4,456 per day.

Rental Catamaran Lagoon 14m Cozumel

Lagoon - 14m | 35 people  (2012)

From $3,487 per day.

Rental Catamaran Lagoon 11m Cozumel

Lagoon - 11m | 15 people  (2019)

From $4,234 per day.

Rental Catamaran Lagoon 12m Cozumel

Lagoon - 12m | 15 people  (2019)

From $5,640 per day.

Rental Catamaran Lagoon Lagoon 400 Cozumel

Lagoon - Lagoon 400 | 15 people  (2019)

From $2,451 per day.

Rental Catamaran Lagoon 39 Cozumel

Lagoon - 39 | 1 person  (2014)

From $2,364 per day.

Rental Catamaran Catamaran Edith Marie Catamaran Edith Marie Cozumel

Catamaran Edith Marie - Catamaran Edith Marie | 17 people  (1997)

From $1,592 per day.

Rental Catamaran Lagoon 400 Cozumel

Lagoon - 400 | 15 people  (2014)

From $2,689 per day.

Rental Catamaran PERFORMANCE GEMINI Isla Mujeres

PERFORMANCE - GEMINI | 15 people  (2009)

From $795 per day.

Rental Catamaran Lagoon Lagoon 450 Isla Mujeres

Lagoon - Lagoon 450 | 6 people  (2017)

From $1,003 per day.

Rental Catamaran Fountaine Pajot My 37 Isla Mujeres

Fountaine Pajot - My 37 | 15 people  (2016)

From $13,368 per day.

Rental Catamaran Lagoon Catamarans 550 Isla Mujeres

Lagoon Catamarans - 550 | 40 people  (2017)

From $4,978 per day.

Rental Catamaran Custom 46 Playa del Carmen

Custom - 46 | 15 people  (2018)

From $3,734 per day.

Rental Catamaran Leopard 38 Playa del Carmen

Leopard - 38 | 20 people  (2016)

From $5,237 per day.

Rental Catamaran Lagoon Lagoon 380 Playa del Carmen

Lagoon - Lagoon 380 | 15 people  (2011)

From $4,666 per day.

Rental Catamaran Power Cat 44 Playa del Carmen

Power Cat - 44 | 30 people  (2020)

From $5,124 per day.

Rental Catamaran Lagoon Lagoon 40 Playa del Carmen

Lagoon - Lagoon 40 | 12 people  (2018)

From $3,928 per day.

Rental Catamaran Leopard 44 Playa del Carmen

Leopard - 44 | 15 people  (2020)

From $4,694 per day, yacht rental in the caribbean .

You can find yacht rentals in the Caribbean and in different dream destinations around the world on the Nautal website. Flexible cancellation or changes up to 15 days before check in is allowed on selected boats. Check the conditions established with each boat owner. With over 7,000 islands — and more uninhabited islets — to explore by boat, a luxury yacht charter in the Caribbean is truly the best way to experience this fantastic area. From charming fishing villages to vibrant rum bars, a Caribbean yacht charter opens a world of sailing possibilities. Famed for its calm, warm waters, the best way to navigate the area is through an island-hopping expedition. Here, you can get a feel for island life as you meander from port to port, taking in the breath-taking sunsets and dream-like seascapes. If you're not familiar with how to rent a yacht, look no further. 

Where could possibly be more luxurious, more utopian, or more tranquil, than the Caribbean? Yacht rentals in the Caribbean are one of our most popular charter vessels in this area, and for good reason, too. Where else can you lie in paradise with wonderfully warm weather and picture-perfect panoramic views while discovering swimming pigs, colourful iguanas and reptiles, as well as a whole host of marine life swimming just beneath the surface of the transparent water.  

What Caribbean yacht charter prices can you expect? 

Caribbean yacht charter prices fluctuate greatly depending on a number of different factors, including the size, model, and capacity of the boat, the season when you plan to travel, the duration of your charter, whether or not you plan to travel with a skipper, and the part of the Caribbean you want to visit.  Yacht rentals in the Caribbean usually come with a captain, and the most luxurious vessels even come with a crew. 

In general, daily Caribbean yacht charters can cost anywhere from around $1475 in low season, or $2283 in high season.  If you want to rent a yacht for a week in the Caribbean, prices will start at around $10, 325.  Generally speaking, Curacao is one of the cheaper areas for yacht hire in the Caribbean, while the price of yacht charters in Puerto Rico will be considerably higher. 

Is it possible to rent a yacht in the Caribbean with or without a skipper? 

Yes, it is possible to hire a yacht in the Caribbean either with or without a skipper. However, to book a bareboat charter, you must make sure that you have the appropriate boating licence. If in doubt, check with the boat owner before booking the boat to ensure no nasty surprises when you get there. 

A skippered luxury yacht charter in the Caribbean is perfect for people who want to relax during their nautical adventure, without having to worry about the technicalities of sailing the boat. On the other hand, if you’re looking for a trip that’s full of adventure and spontaneity, or simply a more private yacht charter in the Caribbean, you should book up a bareboat charter to sail wherever you please, stopping off whenever you want, all in complete privacy. 

Sailing Areas in the Caribbean 

Most of our yacht rentals in the Caribbean are based in The Bahamas, but we also rent yachts on the islands and areas listed below: 

  • Saint Martin
  • British Virgin Islands
  • United States Virgin islands
  • Saint Lucia
  • Saint Vincent and the Grenadines
  • Antigua and Barbuda
  • Puerto Rico
  • Turks and Caicos
  • Saint Barthélemy
  • Bonaire 

What are some of the most popular ports in the Caribbean? 

Being an exceptionally popular sailing destination, there are a number of different ports throughout the Caribbean that are perfect for stopping off at with your boat rental.  Here are a list of some of the best: 

  • Prince George Wharf, Nassau, the Bahamas
  • Ocho Rios, Jamaica
  • Falmouth, Jamaica
  • San Juan, Puerto Rico
  • Philipsburg, St Maarten
  • Gustavia, St Barth
  • Charlotte Amalie, St Thomas
  • Basseterre, St Kitts
  • Fort-de-France, Martinique
  • Cozumel, Mexico

What can I do with a yacht rental in the Caribbean? 

 A luxury yacht charter in the Caribbean with a skipper allows you to sit back and relax as you sail from one contrasting island to another. You can plan your itinerary based entirely on your tastes, with everything from tranquil, secluded beaches allowing peace of mind to fast-paced water sports offering a true adrenaline rush. Whatever kind of holiday you decide on, you can adapt your Caribbean yacht charter to really make the most out of your trip. The pace and the route are completely up to you. 

And on land...  

The range of routes to choose from during your Caribbean yacht charter are very impressive! The Virgin Islands, Leeward Islands, Grenadines, St Lucia, St Martin, Antigua and — of course — the Bahamas all offer a varied landscape of pristine natural parks, lush, forested mountain landscapes and bustling marinas serving the world's best seafood. As a veritable yachting playground, you'll want to pick your base in the Caribbean and take it slow. A Caribbean yacht rental to the Lesser Antilles, for instance, may see you sailing from St Lucia to the Grenadines, stopping off at coral reefs, waterfalls and famed shipwrecks. The Bahamas, too, offers plenty of diving opportunities, with Abacos and Exumas containing some of the most beautiful marine parks in the world.  You especially shouldn’t miss the Ocean Atlas statue if you decide going diving or snorkelling here.  It is the world’s biggest underwater statue, so big that it had to be assembled underwater and is easily visible from the surface. 

If you’re still struggling for inspiration or fancy reading a bit about itinerary routes and sailing ideas, our blog is full of Caribbean yacht charter itineraries and sailing routes. Guadeloupe, The Windward Islands, the British Virgin Islands, you name it, we’ve got it. They tend to vary from a few days to a fortnight and some have various options, meaning you can tailor the route to suite the amount of time you have planned for your yacht charter.  

What weather and sailing conditions can be expected when you rent a yacht in the Caribbean? 

The weather conditions in the Caribbean are subject to much seasonal variation.  Although the temperatures remain fairly pleasant all year round, some periods see a significantly higher quantity of rain.  There is even a hurricane season, which runs from June until November, although hurricanes are most likely to occur from August to September.  During this period, the weather will be unpredictable and so it is best to avoid booking a boat within this time. 

When is the best time for a yacht rental in the Caribbean? 

Christmas and Thanksgiving are both popular times of the year for to go sailing in the Caribbean with family and friends. However, to us, the most preferable time of year is early summer in the months from March to June. The flowers and plants are in bloom, the wildlife is tranquil and content with the pleasant weather conditions and calm winds.  There will also be fewer tourists, meaning you are more likely to find better boat deals. 

The only time we would advise against hiring a yacht in the Caribbean is during the hurricane season.  Although there is a possibility that the hurricanes won’t hit the island where you are, there is also a possibility that the weather will be too poor some days to go out on the water. 

What are the best harbours and marinas to stop off at during your Caribbean yacht charter? 

While there are many great harbours and marinas in the Caribbean, we have compiled a list of our top ten: 

  • American Yacht Harbour, St Thomas, USVI
  • Bimini Bay Resorts and Marina, Bimini, the Bahamas
  • Isle de Sol, a small island near Anguilla
  • Jolly Harbour Marina, Antigua and Barbuda
  • Marina Casa de Campo, Dominican Republic
  • Leverick Bay Resort and Marina, Virgin Gorda, BVI
  • Rodney Bay Marina, St Lucia
  • The Yacht Club Palmas de Mar, Puerto Rico
  • Royal Jamaica Yacht Club and Marina, Jamaica 
  • Yacht Haven Grande, St Thomas, USVI 

This list is just a small taste of the fantastic marinas waiting for you in the Caribbean, but they are some of the best suited to accommodate the needs of all sailors, from novices to those with a little more experience. 

How to get to the Caribbean? 

You can fly directly to many of the island airports in the Caribbean. Lots of them are international airports and others are smaller local airports. Miami International Airport (MIA) is a large airport with many connections and is also close to the Bahamas if you would rather rent a yacht in Miami and sail over. 

Charter another boat type in Caribbean

Are you interested in other boats besides catamarans in Caribbean? Search for other boats to charter on our website

IMAGES

  1. 7 Top Places to Rent a Boat in the Caribbean For a Day

    how to rent a sailboat in the caribbean

  2. Rent a sailboat Caribbean

    how to rent a sailboat in the caribbean

  3. Crewed Sailboat Charters BVI and Caribbean

    how to rent a sailboat in the caribbean

  4. Caribbean Yacht Charter

    how to rent a sailboat in the caribbean

  5. Boat Rentals in Fajardo, Puerto Rico

    how to rent a sailboat in the caribbean

  6. Skippered Sailing Holidays in the Caribbean- Grenada Bluewater Sailing

    how to rent a sailboat in the caribbean

VIDEO

  1. Dive Boat Loses Scuba Divers at Sea! How would you react? #scubadiving #snorkeling #lostatsea

  2. Safe Boating Tips for Rental Customers

  3. We just bought a sailboat in the Caribbean!

  4. I Bought an Abandoned Sailboat in the Caribbean as a Newbie. FOOLISH! 😮⛵

  5. Rent a SpeedBoat in Santorini island with License or Skippered

  6. Catamaran Sailing Get in the Mood

COMMENTS

  1. Sailboat charter Caribbean

    Generally, the cost of renting a sailboat for a day in the Caribbean can range from $300 to $800, depending on the boat's size, features, and location. For a week-long rental, the cost can range from $2,800 to $4,200, on average. It's important to note that the cost of renting a sailboat in the Caribbean can vary significantly depending on the ...

  2. Sailboat Rentals the Caribbean

    Sailboat Rental in the Caribbean. The Caribbean is an idyllic island destination with a vibrant and authentic culture. With a warm tropical climate through winter, steady sailing winds and a range of some 7,000+ outstanding islands to hop between, you can choose everything from uninhabited and remote outcrops to bustling port towns with a swinging nightlife for your sailboat rental in the ...

  3. Sailboat rental Caribbean with or without a skipper

    12 pers. 5 cabins. Skipper optional. 2019. 50 ft. from 413 €. -29%. Ahoy! ⛵ Charter the sailboat you need in the Caribbean with or without a skipper. Compare listings in seconds and book the best deals at sea with SamBoat.⚓.

  4. Yacht Charters in the Caribbean

    A yacht charter in the Caribbean offers you the chance to make memories that will last a lifetime. The cost of your sailing vacation in the Caribbean will depend on a range of factors, such as: Where in the Caribbean you choose to visit. We have bases in Antigua, BVI, St Lucia, St Thomas, Grenada and St Martin.

  5. Caribbean Yacht Charters 2024

    Caribbean yacht rentals. 12 Knots offers eleven yacht charter bases in the Caribbean region, each with unique individual character, providing sailing experience for everyone, from a novice to an experienced sailor. This region comprises more than 700 hundred islands and islets, so you can choose Caribbean sailing vacations with shot and easy ...

  6. Caribbean Sailing Vacations: Sailboat Charters & Rentals

    Rent a sailboat in Caribbean with Sailo for a memorable day trip or a sailing vacation to remember. The best Caribbean private sailboat charters available on Sailo. Caribbean by a sailboat rental is the perfect destination to explore from Sailo! Following a thorough vetting process, we offer a total of 1553 charters in this location, available ...

  7. Caribbean Yacht Charters & Sailing Vacations USA

    Sailing in the Caribbean. On a Caribbean sailing vacation you'll experience your nautical dreams in a unique and thrilling way. Set sail aboard your private charter yacht from one of seven island bases, each with their distinct history, delicious cuisine and culture waiting to be discovered. Whether you want calm, protected waters and short ...

  8. Yacht rental Caribbean

    To hire a boat without a licence, you should expect to pay at least $2722 a week. Catamaran rental in the Caribbean will usually cost around $94 per day or $655 per week. For fishing boat charters, you will typically pay about $650 for a day and $3500 for a week. RIB hire can cost anywhere from around $260 a day or $1823 a week.

  9. Caribbean Yacht Charter

    For convenience we have listed the average prices for motor yacht and sailing yacht charters in the Caribbean below; For motor yacht rentals in the Caribbean, prices can range from $39,167 to $1.4m per week, plus expenses. For luxury sailing yacht rentals in the Caribbean, prices can go from $29,855 to $276,495 weekly, plus expenses.

  10. Sailboat rental Caribbean & Sailboat Charter

    In the Caribbean, the cost of a sailboat rental may range from €280/day to €1,780/day (depending on the factors mentioned above). However, on average, you can expect the price to be about €2,120/week for 4 guests on board. Luxury sailing yachts in the Caribbean may cost up to € 14,670/day for 12 people on board.

  11. Caribbean Yacht Charter

    Caribbean yacht charter prices vary according to the size, style and age of the yacht you rent. Our luxury superyacht charters rent from 30,000 USD to over 1,000,000 per week, plus expenses, in the form of an advanced provisioning allowance (APA). Conversely, smaller 'all inclusive' type vacations cost between USD 15,000 to 50,000 per week.

  12. Sailboat rental Caribbean: Wide selection, easy booking

    Sailing in the Caribbean is a dream of many sailors. The beautiful sea, the trade wind and the pleasant waters are ideal for a sailing vacation, not to mention the fact that navigating amongst the many islands here is quite exciting. ... Rent a sailboat in the Caribbean, and cruise around the Caribbean Puerto Rico sailing itineraries. Day 1 ...

  13. Caribbean Yacht Charters

    Catamarans. Crewed Catamarans are very popular in the Caribbean , especially in the BVIs. Catamarans offer ample deck space that allows everyone to relax together during their charter, sharing the same views throughout the voyage. Caribbean catamarans can typically accommodate between 6 and 12 guests. See some yachts:-.

  14. Caribbean Yacht Charters: Luxury Boat Rentals

    Rent a boat in the Caribbean Islands for a day or a week (or as long as you want) and really get to know the beauty of this hot place. Experienced sailors, choose your bareboat and go explore! If you prefer to relax on deck, you'll find plenty of crewed Caribbean yacht charters waiting to take you wherever you wish.

  15. Caribbean Bareboat Sailing Charters

    Racing Fleet. Embark on a sailing adventure of a lifetime with Barefoot Yachts' race charters in the Caribbean! Picture yourself on the tiller of a professionally maintained, high-performance sailboat, cutting through the azure waters of the Caribbean. Experience the exhilaration of competitive racing and join the ranks of international ...

  16. Rent a Yacht in the Caribbean or Mediterranean

    Charter boat rentals are also available for those who prefer a more traditional experience. With a range of boats to choose from, including exclusive boat charters rental, you can explore the stunning coastlines and hidden coves of the Mediterranean or the Caribbean in style. Overall, yacht charter rental is a fantastic way to create memories ...

  17. Sailboat & Yacht Charter in the Caribbean: The Best Companies

    Ritzy Charters are our number one recommendation for finding yacht charters in the Caribbean. They offer hundreds of yachts across the region, spanning motorboats, sailing boats and catamarans. Our searches pulled up several attractive deals, with the cheapest available boat currently listed for charter in the Caribbean priced at $1,500 per ...

  18. Yacht Charter and Boat Rental Caribbean

    Power catamaran charter in Caribbean. Chartering a power catamaran in Caribbean starts at around $240 per day. For instance, the rental price for a 6-berth power catamaran, such as the Aquila 44 costs $1,489 per day. Power Catamaran is the perfect choice for those looking to cover short distances quickly and without the hassle of a sailboat.

  19. Caribbean yacht charter: the full price list

    The Caribbean is one of the most popular destinations for yacht charters, and it's easy to see why. A yacht rental in the Caribbean because of its lovely temperature and gorgeous beaches, is a true sailing playground that includes legendary superyacht locations like Antigua, St. Barts, or the Virgin Islands.. But renting a yacht in the Caribbean doesn't come free.

  20. Yacht rental Caribbean

    Yacht rentals in the Caribbean usually come with a captain, and the most luxurious vessels even come with a crew. In general, daily Caribbean yacht charters can cost anywhere from around $1475 in low season, or $2283 in high season. If you want to rent a yacht for a week in the Caribbean, prices will start at around $10, 325.

  21. Boat Rental Caribbean & Yacht Charter

    You can rent a motorboat for $240 per day and the prices for a RIB hire in the Caribbean start at $195 per day for 6 guests. If you rather sail, a sailboat rental may range from $345 per day to $2,200 per day. However, expect to pay on average $2,600 per week for about 4 people. Catamaran charters are a great way to get around the Caribbean.

  22. The 10 Best Caribbean Experiences You Can Only Access by Boat

    Best Offshore Taco Stand, Lime Out, St. Johns, USVI. Only reachable by boat, Lime Out Taco Bar—located just off St. John's, USVI—fulfills any cravings for the munchies, even when you're ...

  23. The Best Places to Learn How to Sail, From the Greek Islands to the

    Hosted by American Sailing partner Sailing Virgins, the catamaran and monohull ships—each a minimum of 40 feet with 3-5 cabins—visit the Croatian islands of Brac, Korčula, Šćedro, Komiža ...

  24. Catamaran rentals in the Caribbean

    Yacht rentals in the Caribbean usually come with a captain, and the most luxurious vessels even come with a crew. In general, daily Caribbean yacht charters can cost anywhere from around $1475 in low season, or $2283 in high season. If you want to rent a yacht for a week in the Caribbean, prices will start at around $10, 325.