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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.

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Robertson caine 51 pc power boat charter (2015).

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Sailboat Dufour 412 GL (2018) for rent in Antigua


Dufour 412 GL sailboat charter (2018)


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Sailboat Dufour 460 GL (2018) for rent in Guadeloupe


Dufour 460 GL sailboat charter (2018)


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Caribbean Yacht Charter Reviews with 12knots

Patrick Oliver

United States

“Great experience”

Booking with 12 Knots was a great experience, they helped answer all our questions ahead of time. Would use them again to find a bareboat charter. Looking forward to many more travels using them.


“Everyone had a very nice time”

Thank you - it was a really nice experience. You were very helpful during our departure and arrival. The boat was amazing, well outfitted, and everyone had a very nice time. I'll be sure to send you some photos over the weekend. We also have some dro…

“Our trip was fantastic!”

Our trip was fantastic, beyond expectations. Our skipper, Peter Papageorgiou, was the best, also.

“Excellent charter”

Excellent charter - I recommend them!

Ilya Tsiperfal

“I have chartered sailboats through 12 Knots”

I have chartered sailboats through 12 Knots over the past 10 years in many different locations throughout French Polynesia, Caribbean islands, Southeast Asia and Europe. All the service and support I received from 12 knots has been consistently excel…

“Everything was fine”

Every time I ordered a boat using 12 knots everything was fine. Every question was answered, support provided.

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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 .

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769  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

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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.

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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.

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Queen Miri Yacht Charter in Caribbean

92m   Neorion

from $1,075,000 p/week ♦︎

Whisper Yacht Charter in Caribbean

115m Lurssen

115m   2021

from $2,823,000 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 $760,000 p/w eek ♦︎

Carinthia VII Yacht Charter in Caribbean

Carinthia VII 12

97m Lurssen

97m   2002/2023

from $1,520,000 p/w eek ♦︎

Faith Yacht Charter in Caribbean

97m Feadship

97m   2017/2022

from $1,737,000 p/w eek ♦︎

Madsummer Yacht Charter in Caribbean

Madsummer 12

95m Lurssen

Whisper Yacht Charter in Caribbean

from $1,303,000 p/w eek ♦︎

Lady S Yacht Charter in Caribbean

93m Feadship

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 $1,075,000 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 $537,000 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 $977,000 p/w eek ♦︎

Victorious Yacht Charter in Caribbean

Victorious 12

85m Ak Yachts

from $869,000 p/w eek ♦︎

Le Ponant Yacht Charter in Caribbean

Le Ponant 32

84m   1990/2022

from $494,000 p/w eek ♦︎

Savannah Yacht Charter in Caribbean

Savannah 12

84m Feadship

84m   2015/2020

from $1,086,000 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 $597,000 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 $814,000 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 $988,000 p/w eek ♦︎

Siren Yacht Charter in Caribbean

74m Nobiskrug

74m   2008/2013

from $565,000 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 $813,000 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 $592,000 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

67m Icon Yachts

67m   2010/2020

from $540,000 p/w eek

Vertigo Yacht Charter in Caribbean

67m Alloy Yachts

67m   2011/2019

from $353,000 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

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

Resilience Yacht Charter in Caribbean

Resilience 12

from $648,000 p/w eek ♦︎

Seanna 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 *

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Crewed Luxury Yachts in the Caribbean

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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.

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Sailboat rental Caribbean


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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. Information about Exumas sailing or boat rental in Exumas

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. Information about Eleuthera sailing , or boat rental in EleutheraMore about Bahamas sailing tours, or Bahamas yacht 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. Information about sailing in Tortola , or boat hire in Tortola

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. Information about Virgin Gorda sailing , or Virgin Gorda boat chartersMore about BVI sailing routes , or BVI boat rental

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 sailing routes in the Caribbean .

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

Read about sailing to the BVI , BVI sailing itineraries , or BVI sailing routes..

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.

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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...

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Dubrovnik - Croatia

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

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Mykonos - Greece

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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 949 € /day  

View details

Oceanis 40.1 - 3 cab. (2023)

Caribbean, Grenada (Sailing yacht)

from 653 € /day  

Dufour 470 - 5 + 1 cab. (2023)

Caribbean, Guadeloupe (Sailing yacht)

from 560 € /day  

Dufour 430 GL (2023)

from 729 € /day  

Dufour 390 GL (2023)

British Virgin Islands, Tortola (Sailing yacht)

from 631 € /day  

Sun Odyssey 410 - 3 cab. (2023)

from 6 454 € /day  

Sun Odyssey 410 - 3 cab. (2022)

Bahamas, Nassau (Sailing yacht)

from 824 € /day  

Sun Odyssey 440 - 3 cab. (2022)

from 761 € /day  

Jeanneau 54 - 5 + 1 cab. (2021)

from 786 € /day  

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

from 664 € /day  

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Enjoy a Snorkeling Sail on this Beautiful Morgan

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:

  • 1206 boat rentals in South Florida, FL
  • 1084 boat rentals in Pompano Beach, FL
  • 1051 boat rentals in South Fort Lauderdale, Fort Lauderdale, FL
  • 1051 boat rentals in Edgewood, Fort Lauderdale, FL
  • 1051 boat rentals in Fort Lauderdale, FL
  • 1051 boat rentals in Margate, FL
  • 1050 boat rentals in Plantation, FL
  • 1050 boat rentals in Melrose Manors, Fort Lauderdale, FL
  • 1049 boat rentals in Coconut Creek, FL
  • 1049 boat rentals in Dania Beach, FL

Rent a Sailboat Charter in the Caribbean Islands on Sailo!

Choosing a sailboat charter for a sailing vacation in the Caribbean Islands? Enjoy a one-of-a kind experience on the water with your own private sailboat rental in Caribbean with Sailo! Whatever your sailing style; from experienced skipper, fishing fanatic or thrill seeker, to those who just want to relax on deck with your family or friends, you’ll be spoiled for choice. 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 with or without captain. Take your family or friends on an amazing trip in Caribbean to enjoy the coastal landscape or watch a sunset, practice watersports, go fishing or simply relax and make the best of your staying outdoors.

How to find the ideal Caribbean sailboat rental for unforgettable yachting experiences

Sailo offers beautiful sailboat rentals in Caribbean 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, catamaran) 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 sailboat 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 sailing charter in Caribbean?

You can charter a sailboat in the Caribbean Islands for a day, for an average of $1100. The average price for a weekly sailboat rental in Caribbean region is $13930. Your total budget for a sailing 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 Caribbean sailing vacation plans? You can place a free reservation for 24 hrs, no credit card required, for most of our weekly 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.

Guidelines to responsible yachting

If you’re looking to explore our beautiful planet, a Caribbean sailboat charter is a great place to start. Explore coral reefs with your snorkel, discover hidden bays and islands and generally enjoy the view of nature. Remember, that sailing motto:  'Take only photos, leave only wake'  (OK, so we paraphrased). To be a responsible sailor, remember:

  • Don’t disturb coral or sealife
  • Take your trash home (and don’t throw anything in the sea)
  • Respect the locals and their customs wherever you go

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 rental in St. John, USVI
  • Tortola boat rentals

Popular boat types among renters in the Caribbean Islands:

  • Caribbean catamaran charters
  • BVI catamaran charters
  • Sailboat charters in BVI
  • Catamaran rentals in St. Thomas
  • U.S. Virgin Islands sailboat charters
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Find Your Perfect Yacht


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

caribbean sailboat rental

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:-

caribbean sailboat rental

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:-

caribbean sailboat rental

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

caribbean sailboat rental

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 :-

caribbean sailboat rental

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 :-

caribbean sailboat rental

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:-

caribbean sailboat rental

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:-

caribbean sailboat rental

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:-

caribbean sailboat rental

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:


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 ?

caribbean sailboat rental

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

caribbean sailboat rental

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.

caribbean sailboat rental

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:

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caribbean sailboat rental

Barefoot Yacht Charters

Discover Paradise in St Vincent & the Grenadines

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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.

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Viewfinder 2020 Bali 4.1

caribbean sailboat rental

Ulysses Lagoon 42

caribbean sailboat rental

Sonhos Bali 4.4

caribbean sailboat rental

Sonder Seawind 1260

caribbean sailboat rental

Hearts Desire Lagoon 46

caribbean sailboat rental

Catara NEEL 43

caribbean sailboat rental

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.

caribbean sailboat rental

Willow Dew Lagoon 39

caribbean sailboat rental

Pelican Pete Sun Odyssey 34

caribbean sailboat rental

Lady Di Oceanis 41

caribbean sailboat rental

Inordinate Venezia 42

caribbean sailboat rental

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.

caribbean sailboat rental

Splendido Beneteau 57

caribbean sailboat rental

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.

caribbean sailboat rental


caribbean sailboat rental

HAPPY Melges 20

caribbean sailboat rental

SMILE (#212) Melges 20

caribbean sailboat rental


caribbean sailboat rental

SEAPLANE Melges 32

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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

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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

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Horizon Yacht Charters


British Virgin Islands

St Vincent & The Grenadines

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Recent news.

  • Spirit Airlines Has More New Nonstop Flights to San Juan, Puerto Rico
  • American Airlines Is Adding More Daily Flights to St Thomas, USVI
  • Avelo Airlines Just Kicked Off Two New Nonstop Routes to Puerto Rico
  • United Just Launched New Daily Nonstop Flights to Puerto Rico
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Rent a yacht in the Caribbean

  • Nautal  / 
  • Rent a boat in Caribbean

caribbean sailboat rental

Azimut - Azimut 58 | 12 people (17.7m)

From $3,917 per day.

caribbean sailboat rental

Sea Ray - Sun Dancer | 12 people (18.29m)

From $3,805 per day.

caribbean sailboat rental

Sunseeker - 82 Predator | 12 people (24.99m)

From $7,554 per day.

caribbean sailboat rental

COUACH yachts - 2100 Open | 12 people (21.34m)

From $8,953 per day.

caribbean sailboat rental

Majesty - Majesty 56 | 18 people (17.67m)

From $4,253 per day.

caribbean sailboat rental

Aicon - 60 | 16 people (17m)

From $351 per day.

caribbean sailboat rental

MAJESTY - 56 | 16 people (17m)

From $4,277 per day.

caribbean sailboat rental

Azimut - 86 | 16 people (26m)

From $10,285 per day.

caribbean sailboat rental

maiora - 103 | 25 people (24m)

From $20,703 per day.

caribbean sailboat rental

Azimut - 86 | 16 people (26.21m)

From $10,941 per day.

caribbean sailboat rental

Princess - 60 | 14 people (18.3m)

From $4,734 per day.

caribbean sailboat rental

Alena - 56 | 16 people (17m)

From $4,219 per day.

caribbean sailboat rental

Pacific Mariner - 70 | 20 people (21.34m)

From $2,604 per day.

caribbean sailboat rental

Ferretti - 96 | 16 people (29m)

From $19,430 per day.

caribbean sailboat rental

Azimut - 62' | 14 people (19m)

From $6,902 per day.

caribbean sailboat rental

Sunseeker - Manhattan 82 | 22 people (25m)

From $10,803 per day.

caribbean sailboat rental

Sunseeker - 64 Predator | 18 people (19.5m)

caribbean sailboat rental

Azimut - Fly Bridge 62 | 25 people (19m)

From $6,840 per day, boat rental caribbean.

You can find your dream boat rental in the Caribbean with or without a skipper on the Nautal website. Search for catamarans, motorboats, yacht and sailboat rental in the Caribbean and/or in the world. Flexible cancellation or date changes up to 15 days before check-in is allowed on selected boats. The Caribbean is quite simply one of the best sailing destinations in the world. Check out our offers for sailboat rentals in the Caribbean!

Renowned for its paradisaical, clear, crystalline waters, its idyllic beaches and palm trees, the region makes a once-in-a-lifetime romantic getaway, an unforgettable family holiday and a thrilling sailing adventure. The Caribbean region is vast and varied, so it's best to pick a particular area and dedicate a full week-long boat rental to soak in the sunshine and seascapes. If you dream of sunbathing in the Caribbean while contemplating the turquoise water scenery and stunning islands, we recommend sailing in Martinique, Saint Martin, Guadeloupe, Cancun and the British Virgin Islands, among others.

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

The price of Caribbean boat rentals varies greatly depending on a number of different factors.  A few of these factors include whereabouts you want to charter a boat in the Caribbean, the size and model of the boat, the intended season and duration of your Caribbean sailing holiday, and the number of people aboard.  Whether you want a bareboat charter in the Caribbean or to rent with a skipper will also affect the price.  Furthermore, we have a wide range of different boat types, so whether you want a luxurious yacht charter or a sailboat rental in the Caribbean will also affect the price.

  • 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.
  • Motorboat charter prices normally start at $202 per day and $1417 per week.
  • Sailboat rental in the Caribbean typically costs at least $363 for a day or $2539 for a week in high season, but will drop down to around $186 for a day or $1302 for a week in low season.
  • Trimaran hire costs usually start at around $3788 per week in low season, but will rise to around $4616 per week in high season.
  • To rent a yacht in the Caribbean, you should expect to pay anywhere from around $1475 a day or $10325 a week.

Is it possible to find a bareboat charter in the Caribbean or do you need to rent with a skipper? 

Yes, it is possible to find a boat rental in the Caribbean either with or without a skipper.

Sailing in the Caribbean with a skipper is ideal if you want to be guided through the best places in the area and get the most out of your Caribbean sailing holiday. There will always be an additional price for boat charter in the Caribbean with a skipper, and this will usually start from around $140 per day. 

You can rent a boat in the Caribbean without a skipper if you have the appropriate licence or if there are boats available to rent that do not require a licence. It is without a doubt a great idea to be the captain of your own boat if you are an experienced sailor.  For sailing the Caribbean without a skipper, a sailing resume is considered.  A bareboat charter in the Caribbean is a great way to feel like a sailor onboard! Large yachts, however, are usually chartered with crew and captain. 

The most common types of boats for rent in the Caribbean are sailboats, catamarans, motorboats and yachts. Choose the one that best suits your needs and go sailing in the Caribbean or one of our other charter destinations.

What to do during Caribbean sailing vacations?

What could be more relaxing than a boat rental in the Caribbean? A tranquil tropical climate with breathtaking views of snow-white beaches inhabited by wildlife and natural beauty. Swim with the friendly water pigs in the Bahamas or kayak across the psychedelic lagoon in Bahía Mosquito in Puerto Rico as you admire the fluorescent water and tropical fish below; the peculiar delights on offer during a Caribbean boat charter are truly out-of-this-world. So what are you waiting for? Cruise the Caribbean on a boat rental and discover raw nature wild at heart.

Our Caribbean boat rentals are based on several islands in different areas. Ranging from the Bahamas in the north, stretching all the way down to islands such as Grenada and Saint Lucia in the South Caribbean. 

The Caribbean is in itself the perfect sailing destination. Many will find a Caribbean boat charter for a week with a skipper to explore this variegated region, circumnavigating islands or hopping between islets and beaches on awe-inspiring cruises.

There is not a "best" Caribbean sailing experience, as all are intriguing and invigorating, but there are many highlights.

For instance, if you take your boat rental in the Caribbean to St. Lucia, you can enjoy incredible views of the Pitons and easy half-day island-hopping adventures.  Many people are also drawn to St Lucia for its diving waters and soft sailing. In the Bahamas, you're spoilt for choice, with the Abaco Islands, New Providence and Grand Bahama offering a glimpse into one of the world's great island lifestyles. Antigua is the perfect place for boat rental in the Caribbean for wildlife enthusiasts, owing to its Hawksbill sea turtle nesting areas. Martinique is perfect for Caribbean boat hire for those interested in hiking and French-Caribbean cuisine, whilst the British Virgin Islands encourages fantastic sailing with port bars and easy anchorage near coves, bays and beaches. 

Boat charters in the Caribbean are great whether you want a sailing vacation full of snorkelling in coral reefs or island hopping to the different islands. A Caribbean boat rental vacation is one of a kind, with a moving home to relax in and enjoy the area. 

All our Caribbean boat hire areas are listed below:

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

Don't miss out on a sailboat rental in the Caribbean!

What weather and sailing conditions can you expect for a boat rental in the Caribbean?

Caribbean sailing season typically runs from mid-December until mid-April but between March and June, the Caribbean is also an absolute pleasure to sail. Although in general, the Caribbean is nice almost all year round, we don’t advise you to sail in hurricane season during August and September. 

Sailing the Eastern Caribbean in early summer (March - June) is perfect. Not only are there fewer tourists, but the weather is calmer and tranquil with flowers blooming all around. In addition, anchoring and exploring the gorgeous bays of the islands is effortless, as the trade winds are ideal for holiday sailing. 

We recommend sailing the East Coast and lagoons on a boat rental in Martinique during this time of year.

Although it’s windier and cooler, Christmas time is a very popular time for sailing the Caribbean, as well. Bookings are taken fairly early in advance (up to a year) though, so book in advance to avoid disappointment! 

Similar to Christmas, Thanksgiving is also very popular for sailing holidays in the Caribbean. Whenever you choose to go, you can’t miss out on charter boats in the Caribbean. 

What are the most popular ports to stop off at when you charter a boat in the Caribbean?

  • Yacht Haven Marina
  • Palm Cay Marina
  • Marsh Harbour Marina 

British Virgin Islands:

  • Nanny Cay Marina
  • Scrub Island Resort


  • Marina Pointe du Bout
  • Port du Marin
  • Marina de Cohe

How to get to your boat charter in the Caribbean?

However, there are other ways of getting to Caribbean boat rentals. For example, flying to Miami is a good option for getting to the Bahamas. You can rent a boat in Miami and sail to the Bahamas, or you can simply change at the airport and catch a local flight to your desired island. 

Don’t miss out on your Caribbean sailing holiday! 

Charter another boat type in Caribbean

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

  • Inquire Now
  • Motor Yachts
  • Sailing Yachts
  • $1 – $25,000 Yachts
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  • $50,000 – $100,000 Yachts
  • $101,000 – $200,000 Yachts
  • $200,000 – ∞ Yachts
  • Turks and Caicos
  • Virgin Islands
  • Spain & Balearic Islands
  • New England
  • Tahiti & South Pacific
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  • Charter Advice


Find Caribbean Crewed Yachts for the Vacation of a Lifetime

The Caribbean is one of the most popular destinations for yacht charters in the world, featuring crystal-blue waters, white-sand beaches, and more than 5,000 islands and cays to explore. With so many islands to choose from, your Caribbean yacht charter itinerary can be tailored to your preferences, giving you the perfect opportunity to island-hop and explore everything the tropical islands have to offer while comfortably kicking back inside luxurious accommodations on the water.

On your private yacht charter , you will be able to explore lively harbors, secluded beaches, tropical rainforests, world-class dive sites, and much more. The possibilities are endless!

Caribbean Yacht Charter Highlights

  • More than 5,000 islands and cays to explore
  • A great winter destination
  • Crystal-clear, sparkling blue waters
  • Long stretches of white-sand beaches
  • Luxury hotels, five-star restaurants, and spas
  • Islands with their own unique cultures and cuisines
  • A large selection of crewed yachts for charter

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Chakra Profile

282.2ft / 84m

More info

239.6ft / 71m

Sherakhan Yacht

228.6ft / 68m

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223.7ft / 67m

Caribbean Yachting Season

The Caribbean high season for yacht charters runs from mid-December to early May, with Christmas and New Year’s the most popular and busiest times of the year. But due to the islands’ locations near the equator, temperatures remain ideal throughout the year, making off-season charters just as enjoyable.

Keep in mind, however, that there is an increased chance for storms and hurricanes during the summer season, mainly from mid-August to mid-November. Most charter yachts leave the area during that time.

Caribbean Crewed Motor Yacht Charters

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Remember When

162ft / 48m

More info

Sweet Escape

130ft / 39m

unbridled main

116ft / 34m

Caribbean Catamaran Charters

Yacht Bella Vita Front View

105ft / 31m

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Serenity Now

Karma catamaran

Caribbean Crewed Sailing Yacht Charters

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Area Guide: Caribbean Charter Destinations

A girl snorkeling in the BVI

Are you ready to explore all that the Caribbean has to offer? There are three main island areas in the Caribbean, all fantastic destinations for Caribbean charter yacht vacations.

The Grenadines

The Grenadines are untouched by mass tourism and industry, and they are the perfect charter destination if you are looking for solitude and you enjoy exploring remote areas. A great combination of lush rain forests and sandy beaches awaits!

This is a great summer charter destination because the islands aren’t usually affected by hurricanes.

The Leeward Islands

Leeward Islands yacht rentals offer the perfect combination of luxury and solitude. You can visit the glitzy islands of St. Maarten and St. Barts one day and get lost in the remoteness and tranquility of Anguilla the next day.

These islands are rich in history and offer great restaurants, upscale resorts, and trendy harbors.

The Virgin Islands

The Virgin Islands are the perfect location for first-time charterers and families because of their calm waters, protected natural anchorages, and short distances between the islands.

The BVI are a great destination for a catamaran or sailing yacht charter. Caribbean locations here have constant yet mild trade winds year round, and the area offers fantastic diving and snorkeling.

Where Can I Charter a Yacht?

When you choose Worldwide Boat as your Caribbean yacht charter broker, we can help you charter a luxury boat anywhere in the Caribbean or anywhere else you’d like to go, from the Mediterranean to Alaska to the Galapagos Islands.

How Do I Book a Private Yacht?

The best Caribbean yacht charters can be booked in just a few easy steps:

  • Choose our experienced yacht charter specialists to assist you through the process of booking a yacht.
  • Search by destination or by boat, or use our advanced search tool to filter your options by the number of guests, yacht type, destination, and/or your budget.
  • Pick the option that best fits your needs and your dream vacation.
  • Reserve your yacht by signing a contract with the yacht owner.
  • Enjoy your vacation!

How Much Does it Cost to Charter a Yacht in the Caribbean?

Weekly rates for Caribbean boat charters are dependent on a number of factors, including the type of yacht, the season, and your destination. Motor yachts, for example, typically range from $15,000 (yachts up to 80 feet) to $150,000 or more (yachts over 150 feet) per week.

During the Caribbean high season (Christmas, New Year’s, and January/February), yacht charter Caribbean prices tend to increase slightly. Areas with large charter fleets, like St. Martin, tend to have more competitive pricing than areas with smaller fleets.

How Much Does it Cost to Charter a Catamaran in the Caribbean?

Most catamarans offer all-inclusive rates, which start at $10,000 for catamarans under 50 feet and run up to $50,000 or more for catamarans of 80 feet or more. The Caribbean is an ideal destination for a catamaran charter, and across the region, you’ll find a variety of sailing and power cats available for charter.

Ultimately, the cost of a catamaran charter is dependent on the time you visit, where you go, local taxes, and the number of ports you visit. A luxury yacht charter in the Caribbean’s high season (New Year’s or Christmas) will cost significantly more than a catamaran charter in summer.

Can I Rent a Yacht for a Day?

Rates for yacht rentals are usually weekly, but when you talk to a Caribbean yacht charter broker at Worldwide Boat, we can look at your budget, plans, and interests to help you get the best experience possible.

Caribbean Yachting Hotspots

Caribbean sailing charters give you access to white-sand beaches and laid-back island vibes, but they can also offer action-packed itineraries. From island-hopping and hiking to snorkeling and cliff-jumping, adventure awaits on a Caribbean yacht charter!

Some of the region’s must-see destinations include:

  • St. Martin : Known for its upscale eateries and amazing cuisine, as well as high-end spas, shopping and casinos, St. Martin is the yachting capital of the Caribbean. This island is part French and part Dutch, and it’s close to islands like St. Barts and Anguilla, making it a favorite jumping-off point for island-hopping adventures.
  • St. Barts : St. Barts (sometimes called St. Barths) beckons A-listers to its posh beach clubs, fashionable shops, and five-star eateries. Visitors will find a collection of truly spectacular powdery beaches, Michelin-starred restaurants, and excellent shoreside amenities, all within cruising distance of St. Martin.
  • Antigua : Antigua epitomizes the relaxation and bliss of the Caribbean. Known for its 365 beaches (one for every day of the year), the tiny island is a sailor’s dream, offering warm waters, steady winds, safe anchorages, and a lively regatta calendar.
  • Grenada : Grenada is revered for its beautiful beaches, abundant marine wildlife, and vibrant cuisine (spiced with local nutmeg, mace, and allspice). Spend a day relaxing on Grand Anse Beach, which is consistently ranked one of the best in the world. Island-hop to neighboring isles like Petite Martinique, or spend a day snorkeling one of Grenada’s famous reefs.
  • Anguilla : Anguilla is one of the most tranquil Leeward islands. Escape to Dream Bay or one of the numerous nearby coral cays for some supreme R&R. A diving and snorkeling mecca, Anguilla is home to some of the Caribbean’s best shipwreck dives. Plus, the island boasts a calendar of must-see festivals and events, including a jazz festival in November and Carnival in August.

Why Charter a Yacht in the Caribbean?

The best Caribbean yacht charters offer a bit of everything: Relaxation, sun-soaked beaches, delicious culinary treats, refreshing rum-infused cocktails, and calm waters for cruising. Here are some highlights:

The Inescapable Beauty of White-Sand Beaches

Caribbean beaches have almost a mythical quality to them. It’s no wonder explorers were once willing to board wooden ships and travel thousands of miles just to see them in person.

Every island offers a selection of untouched and charming beaches for you to explore. From one-of-a-kind places like “Pig Beach” in the Bahamas to the cosmopolitan Great Bay Beach in Philipsburg, St. Martin, the beaches across the Caribbean offer legendary sights and attractions.

Colorful Celebrations and Friendly Faces

The Caribbean is known for its parades, bars, nightclubs, and parties, not to mention world-famous cocktails. When you want to step off of your luxury yacht charter, Caribbean shores and islands offer a world of fun to immerse yourself in.

A few must-see events include the St. Barth’s Bucket (if you’re into superyacht racing), the annual Carnival celebration, and the St. Lucia Jazz & Arts Festival .

Amazing Wildlife and Adventure

If snorkeling in vibrant and colorful coral reefs, diving into underwater museums, or parasailing over clear waters are some of the items on your bucket list, you can certainly get it all done during your visit to the Caribbean.

You’ll find a variety of unique adventures, from the underwater sculpture park of the Grenadines to the natural seaside baths in Virgin Gorda and hiking the Pitons in St. Lucia. The Caribbean gives you to plenty of chances to get outside and enjoy yourself.

Nonstop Relaxation

Because the area is so close to the equator, the Caribbean offers warm weather to lounge in all year round. Feel pampered aboard a luxury crewed rental yacht, and then feel calm while sinking your toes into soft, powdery white sand. Enjoy the spas, rum cocktails, and quiet, isolated beaches: Charter guests can experience supreme relaxation in the Caribbean.

Book Your Caribbean Charter With Worldwide Boat

Discover the beauty of the Caribbean with a luxury crewed yacht charter. Contact a broker with Worldwide Boat today to learn more about available yachts and itineraries for the Caribbean.

Last edited by Katja Kukovic

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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.

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Sailing Yacht Charter Caribbean Sailboat Charters & Rentals

Top-rated yacht charters in caribbean - preselected yacht rentals:.

Sailing boat Dufour 460 Grand Large for rent in Le Marin

Sailing boat Dufour 460 Grand Large for rent in Le Marin

  • Dufour 460 Grand Large [Yacht Price incl. Taxes]
  • Cockpit cushion
  • Yacht Insurance
  • Bahamas charter tax
  • VAT or sales tax
  • Charter certificate
  • Cruising tax
  • Administration fee
  • Fuel (for dinghy engine)
  • Charter package (Final cleaning, Bed linen, Towels, Kitchen gas, Dinghy with engine, Starter package, Damage Waiver)

Yacht Sun Odyssey 419 for charter in Road Town

Yacht Sun Odyssey 419 for charter in Road Town

  • Sun Odyssey 419 [Yacht Price incl. Taxes]
  • Barbeque Grill
  • Outboard engine for dinghy
  • Final cleaning
  • Virgin Islands Search and Rescue (VISAR)
  • Fuel (for outboarder)

Yacht Sun Odyssey 389 for hire in Road Town

Yacht Sun Odyssey 389 for hire in Road Town

  • Sun Odyssey 389 [Yacht Price incl. Taxes]
  • Dinghy with engine

Sailboat Dufour 390 Grand Large available for charter in Le Marin

Sailboat Dufour 390 Grand Large available for charter in Le Marin

  • Dufour 390 Grand Large [Yacht Price incl. Taxes]

Yacht Sun Odyssey 419 for charter in Road Town

Sailing yacht Sun Odyssey 349 for rent in Joma Marina

  • Sun Odyssey 349 [Yacht Price incl. Taxes]

Yacht Sun Odyssey 410 available for charter in Road Town

Yacht Sun Odyssey 410 available for charter in Road Town

  • Sun Odyssey 410 [Yacht Price incl. Taxes]

Sailing yacht Dufour 460 Grand Large available for charter in Marina Bas du Fort

Sailing yacht Dufour 460 Grand Large available for charter in Marina Bas du Fort

Sailing boat Oceanis 54 for hire in Marina Le Marin

Sailing boat Oceanis 54 for hire in Marina Le Marin

  • Oceanis 54 [Yacht Price incl. Taxes]
  • Snorkeling equipment

Sailing yacht Dufour 430 Grand Large available for charter in Le Marin

Sailing yacht Dufour 430 Grand Large available for charter in Le Marin

  • Dufour 430 Grand Large [Yacht Price incl. Taxes]

Sailing yacht Sun Loft 47 for charter in Pointe a Pitre

Sailing yacht Sun Loft 47 for charter in Pointe a Pitre

  • Sun Loft 47 [Yacht Price incl. Taxes]

Yacht Pogo 44 for charter in Le Marin

Yacht Pogo 44 for charter in Le Marin

  • Pogo 44 [Yacht Price incl. Taxes]
  • Charter package (Kitchen gas, Full water tank, Fuel for outboarder)
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Sailboat Charter Caribbean - Sailing in the Caribbean

With 1400 sailboats in the Caribbean available to book online, you are certain to find the right one for your sailing trip. The most common sailing yacht for hire is called a sloop, which has one mast and two sails. The sailboats in the Caribbean through can sleep between 4 and eleven people, so you will surely be able to find one to accommodate the number of people you wish to travel with.

The Caribbean Sea is without a doubt, the best place for a sailor to enjoy her or his sport. With plenty of open sea plus dozens of breathtakingly beautiful islands to stop at, the Caribbean is a fantasy setting for a sailing holiday. Rent a sailing boat in the Caribbean through to experience this dream for yourself.

With so much open sea around you, a sailboat will be the perfect way to spend a Caribbean holiday . To rent one of the hundreds of beautiful sailing yachts available in the Caribbean, book online today and begin the sailing holiday of your lifetime as soon as possible.

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caribbean sailboat rental

Sailboat in Caribbean Rental

101 boats available

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Sailboat Bavaria Cruiser 46 · 2018

Nanny cay resort & marina, sea cows bay, virgin islands (british).

  • 3 bathrooms
  • 14.27 m long
  • Captain optional
  • Full batten mainsail

Sailboat Bavaria 41 · 2018 (0)

Sailboat Bavaria 41 · 2018

  • 2 bathrooms
  • 12.35 m long

Sailboat Jeanneau Sun Odyssey 509 · 2014 (0)

Sailboat Jeanneau Sun Odyssey 509 · 2014

  • 15.38 m long

Can't find what you want? Talk to our holiday planners today.

Sailboat Bavaria 37 · 2017 (0)

Sailboat Bavaria 37 · 2017

  • 11.3 m long

Sailboat Bavaria 34 · 2017 (0)

Sailboat Bavaria 34 · 2017

  • 9.99 m long

Sailboat Beneteau Oceanis 40.1 · 2020 (0)

Sailboat Beneteau Oceanis 40.1 · 2020

Marina du marin, le marin, martinique.

  • 12.87 m long
  • Furling mainsail

Sailboat Jeanneau Sun Odyssey 419 · 2017 (0)

Sailboat Jeanneau Sun Odyssey 419 · 2017

Bvi yacht charters, road town, virgin islands (british).

Sailboat Beneteau Oceanis 48 · 2018 (0)

Sailboat Beneteau Oceanis 48 · 2018

Fort burt marina, road town, virgin islands (british).

  • 4 bathrooms
  • 14.6 m long

Sailboat Beneteau Oceanis 48 · 2017 (0)

Sailboat Beneteau Oceanis 48 · 2017

Sailboat Beneteau Oceanis 48 · 2017 (0)

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Sailboat Jeanneau Sun Kiss 47 · 1989 (0)

Sailboat Jeanneau Sun Kiss 47 · 1989

  • 14.33 m long
  • Captain provided

Sailboat Beneteau Oceanis 41 · 2000 (0)

Sailboat Beneteau Oceanis 41 · 2000

Blue lagoon marina, calliaqua, saint vincent and the grenadines.

  • 12.38 m long

Sailboat Beneteau Oceanis 41.1 · 2019 (0)

Sailboat Beneteau Oceanis 41.1 · 2019

  • 12.43 m long

Sailboat Bavaria 37 · 2018 (0)

Sailboat Bavaria 37 · 2018

Sailboat Dufour 430 · 2021 (0)

Sailboat Dufour 430 · 2021

  • 13.24 m long

Sailing on a sailboat in the Caribbean

Charter a sailboat in the Caribbean for the most exciting adventure. Admire secluded islands full of white sandy beaches, palm trees and surrounded by clear turquoise waters. A sailboat gives you the freedom to explore the islands you want to see at your own pace.

The pros of renting a sailboat in the Caribbean

Renting a sailboat in the Caribbean provides you with the freedom to explore the stunning Caribbean islands at your own pace. You decide where you go, sail along secluded islands and beaches, as well as discover hidden gems that are often inaccessible by other means of transportation. After all, there are no airplanes heading to the most secluded beaches.

A sailing yacht charter in the Caribbean allows you to explore this beautiful place on earth more sustainably. Sailboats solely run on wind, making them one of the most sustainable options when it comes to boat holidays in the Caribbean . They don’t produce additional CO2-emissions and don’t disturb the environment with noise pollution.

Sailing in the Caribbean comes with even more advantages than you might think. You can sail quite autonomously, because you don’t need to return to the marinas frequently in order to refuel your tank. In fact, you can go a whole week or more without going back to a marina - if you stocked up on enough food that is.

The cons of renting a sailboat in the Caribbean

While there are very many advantages to sailing in the Caribbean , there are also some things to keep in mind when doing so. Sailboats solely run on wind, which certainly makes them more sustainable, but also highly dependent on mother nature. You might get stuck in the middle of the sea or you might not even be able to leave the port when the winds are too strong and the ocean too dangerous.

Another thing to keep in mind when chartering a sailboat in the Caribbean is the fact that the cabins probably won’t be the most comfortable and biggest you have ever slept in. They certainly can’t keep up with the level of comfort you get when sleeping on board a catamaran, but comfort probably isn’t the main reason you would book a sailboat in the Caribbean, is it?

How many people can go on a sailboat in the Caribbean?

Most sailboats in the Caribbean offer enough space for 7 to 13 people to sleep on board the boat, but the majority of sailboats you can charter here offer space for eight people. This allows for an intimate sailing experience with your closest friends or family. The bedrooms might be small, but you probably won’t spend much time under deck anyway.

When is the best time to sail on a sailboat in the Caribbean?

The best time to sail in the Caribbean on a sailboat is between December and May. It’s dry, you get plenty of sunshine and the winds are reliable, but not too strong. During these months the winds are strongest in December and January, due to the Easterly Trade Winds, making for ideal sailing conditions. In general you can expect wind strengths of around 10-25 knots. You should definitely avoid sailing in late summer during hurricane season, as this could potentially catapult you into a life threatening situation.

Sailboat rental prices in Caribbean

A boat holiday in the Caribbean is certainly not something you would do when traveling on a budget, but a sailboat charter in the Caribbean is definitely one of the more affordable options when it comes to vacationing here. You can expect to pay between 3.500 $ and 30.000 $ per week. It’s all up to your budget. If you don’t want to sail the sailboat yourself, you can always hire a skipper in addition to your sailboat charter in the Caribbean . This will cost you extra, but you can lean back and simply enjoy your sailing vacation in the Caribbean .

What kind of boat license do I need when renting a sailboat in the Caribbean?

Good news: Anyone who wants to sail in the Caribbean can do so without a boat license. The charter will certainly give you instructions upon arrival on how to operate the sailboat and other useful information, but then it’s up to you. However, as sailboats are much harder to operate than motorboats, you will need some prior sailing experience in order to safely maneuver them across the water.

The best routes for sailboats in the Caribbean

The Caribbean offers numerous breathtaking routes for sailboats, each with its own highlights and attractions. Here are some of the best routes to consider when sailing on a sailboat in the Caribbean :

The Virgin Islands Route: This route explores the British Virgin Islands and the U.S. Virgin Islands . It is renowned for its pristine beaches, crystal-clear waters, and vibrant marine life. You can visit popular destinations such as Tortola, Jost Van Dyke, Virgin Gorda, and St. Thomas, while also discovering hidden coves and secluded anchorages. There are also quite a few beaches that you can only reach by boat. White Bay on Jost van Dyke will be a dream come true and you can safely anchor with plenty of other boats around. Loblolly Bay on Anegada is a white sandy beach surrounded by the clearest turquoise waters you can imagine. You will truly feel like you have arrived in paradise!

The Grenadines Route: This route takes you through the picturesque Grenadine Islands , including St. Vincent, Bequia, Mustique, Tobago Cays, and Grenada . The Grenadines offer stunning coral reefs, white sandy beaches, and a laid-back island atmosphere. It's a paradise for snorkeling, diving, and exploring charming fishing villages. The main island, St Vincent, offers plenty of amazing opportunities to go diving. Wallilabou Bay is one of the most popular spots here.

The Bahamas Route: While technically not part of the Caribbean Se a, the Bahamas are still considered a popular sailing destination in the Caribbean . This route takes you through the stunning Exumas, Abacos, and to its beautiful capital Nassau. The Bahamas offer pristine turquoise waters, countless secluded cays, and some of the best diving and snorkeling spots in the world. If you don’t just want to spend your days sunbathing and admiring the nature of the Bahamas, you should definitely explore Nassau’s vibrant nightlife.

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Fellow sailors share their amazing experiences


It was a pleasure to be the host of Pierre and his family! It was an amazing time with such great guests here in the San Blas Islands. They were always super friendly, pleasant and clean. We had great contact and we look forward to having them stay with us on LibertéSailing again!


We really enjoyed being with this fantastic family from the USA. They were excellent customers and were very well throughout the day. We visited the caves and were also at the Albufeira Marina. It was fantastic!


Andres and his friends were really very nice, friendly, and kind. Andres and his friends were really very nice, friendly, and kind.I highly recommend Andres and his friends as exemplary guests and look forward to welcoming them aboard again in the future. Best Regards, from Vincenzo and Domenico.


Dmitry was a fantastic person, friendly and kind to the onboard staff. His tour of the Amalfi Coast was a truly positive experience. I highly recommend Dmitry as a guest onboard and look forward to being able to host him again in the future to discover the unique beauties of the Amalfi Coast and Capri.

The journey of Kristina and her friends along the Amalfi Coast, Capri, Ischia, and Procida was a truly positive experience. I highly recommend Kristina and her friends as exemplary guests and look forward to welcoming them aboard again in the future.

M. Hakan

Many thanks for joined our motor yacht cruise. I wish you had a good day on the board and enjoyed with nice wether. You always welcome anytime you want. Enjoy rest of your holiday. Hope to see you again. Thanks & Best regards.

Corie and team, I hope this message finds you well. We wanted to extend our heartfelt thanks for choosing Skipper Portugal for your recent adventure to Ria Formosa, aboard our RIB. The entire experience, from the scenic beauty of Ria Formosa to the peaceful stops at Culatra, was made even more memorable by your enthusiasm and wonderful company. We are thrilled to know that everything went beautifully and hope the trip left you with lasting memories to cherish. Your decision to book with us through Click and Boat is greatly appreciated, and it was our honor to provide you with a service that met your expectations. We aim to create unique and enjoyable experiences for all our guests, and feedback from clients like you helps us to continuously improve and excel. We would love to have the opportunity to welcome you aboard again in the future for another adventure. If you have any further feedback, questions, or if you're planning your next visit, please don't hesitate to reach out. Thank you once again for your support and for being such a delightful group. Wishing you all the best until we meet again.


Ben and his group who were celebrating a stag party were great guests, swiming, music, dancing with his fantastic DJ friend. See you next time and enjoy the weekend in Barcelona. TOP TOP TOP

Boat Rental in Greece

Our favorite destinations

Yacht Charter Athens

I discovered Click&Boat surfing the Internet. I am a naturally curious person, and your website caught my attention right away. I started reading about your general terms and conditions, where I quickly found a phone number. After talking to the client service, which was very pleasing, I decided to try out the platform.

At the age of 16, I was volunteering for the Red Cross of the Sea, where our goal was to assure sailing regattas. It is during that period that I learned to navigate on small boats for the first time. After 30 years, I finally got to own my first fishing boat bigger than 8 meters in length. Five years ago, a friend of mine who made his fishing boat available for charter, invited me to come aboard with him and some clients. It is then that I saw how much people appreciated the sea. So, I decided to pass my professional license to be able to take people out on the water in Mallorca.

The service that I offer is simple charters without skipper, because many people own a boat license, and our vessels are easy to handle. We are starting private excursions where we can take people on the boats to places they could not go to by themselves.

Most of the profits we make are spent on fleet upgrades. I always like to remember how thankful renters are when they are satisfied with our service. 

Maribel and I would like to thank Click & Boat for their trust and service.

Regards to the entire Click & Boat team,

boat maintenance tips

Winter is a crucial period to practice boat maintenance so that you can go full speed ahead with a healthy boat into the next sailing season. View Post

balearic islands

Best hot spots to visit in the Balearic Islands You don’t need to go to the other side of the world to see stunning scenery, because in the heart of… View Post

boat safety life ring

No matter how experienced you are it is always useful to do a quick review of boat safety procedures before setting out to sea. To navigate safely be sure to monitor the weather, the traffic around you and make checklists to ensure you’ve packed everything. Here are our top boat safety tips. View Post

Boat renter

  • See all of our listings via the search engine. Find a motorboat or a sailboat for rent near me or in your desired destination, at the best price. Take advantage of our all inclusive insurance so you can rent and navigate peacefully and in complete security.
  • Contact boat owners free of charge and ask them all your practical questions about the boat via our integrated messaging service: its equipment, its availability, etc.
  • Book directly and safely online in just a few clicks and rent the boat of your dreams. You will only be charged if your rental request is accepted by the owner of the boat. 100% secured payment. Click&Boat is your trustworthy third party.
  • Create a free listing to make your boat available for rental to other people. Yachts, RIBs, motorboats, sailboats, party boats, fishing boats, catamarans - all are welcome on Click&Boat!
  • Charter to whomever you want, whenever you want, and at whatever price you want. Click&Boat allows you to monetise your boat and helps you cover the costs related to its maintenance and use.
  • Optional comprehensive insurance plan covering up to 8 million euros and a security deposit. Trust us with the rental of your motorboat, sailboat, or catamaran.

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Home | Vacation rentals | Boat rentals | Choose a vacation boat rental for a unique break

Choose a vacation boat rental for a unique break

  • Things To Know
  • Vacation Boats
  • Cost To Rent
  • Top Destinations

Choose a vacation boat rental for a unique break

Searching for a unique vacation idea? Put a vacation boat rental at the top of your list and you’re all but guaranteed to earn some serious brownie points from family and friends. This is a vacation that serves up an ideal pace and tempting opportunities to either kick back and enjoy the scenery or “drop anchor” and head to shore for a while. Tempted? Here’s what you need to know about vacation boat rentals, along with a few handy hints as to the best destinations for on-the-water escapes.

Things to know about vacation boat rentals

The inviting interior living space on a modern houseboat

If you’ve decided to enjoy your next vacation on the water, there are a few things to know first. Read on for some top tips to ensure smooth sailing and a memorable experience.

What are vacation boats like?

Many vacation boats to rent in the USA fall into the category of houseboats – these floating vacation home rentals offering ample living and sleeping spaces, along with sun-drenched decks, full kitchens, and a water slide, of course. If you decide to go a little more upmarket, you’ll be able to enjoy amenities like hot tubs and jet skis, too. Floating homes and yacht charters can also be considered when planning a getaway on the water.

Are captain’s credentials needed?

If you opt for a traditional houseboat for your next boating vacation, then you won’t need any prior experience to take on the captain’s duties. On the contrary, a quick boating lesson is more than enough to see you navigating in confidence. On the other hand, if you decide to rent a yacht, then you’ll need to prove you have the necessary qualifications from the American Sailing Association – either that or rent a skippered yacht.

How much does it cost to rent a vacation boat?

The cost to rent a boat varies according to several factors, not least where and when you plan to enjoy your getaway but also how long you want the boat for. An overnight boat rental is going to set you back a lot less than a weekly boat rental, for example. Similarly, the cost of boating vacations also depends on how luxurious you want to go – the superyachts of this world commanding a hefty price even for an overnight rental.

Top destinations for vacation boat rentals

A houseboat enclave in the California city of Sausalito

The US is not exactly short of places to enjoy a boating vacation, though there are some firm favorites. Here are three of the top spots for boating vacations around the country.

Vacation boat rentals in California

The Golden State boasts oodles of exciting destinations for boating vacations you won’t forget in a hurry. Head first for Sausalito, home to some of the oldest houseboat enclaves in the country. Most of the boats here are permanently docked, though that just leaves plenty of room for checking out the city’s studios, shops, and galleries. If you’d prefer to do your exploring on the water, Shasta Lake , with its 400 miles of sumptuous shoreline, makes an excellent choice for boating breaks.

Vacation boat rentals in Kentucky

Heading to the Bluegrass State for your next boating vacation? The double delight served up by Kentucky Lake and Lake Barkley ensures you won’t be disappointed. The former is known for its rewarding sports fishing and exciting lineup of water sports, while the water park in the latter makes it an equally popular pick for summer rentals. In between the two, the Land Between the Lakes Recreation Area offers plenty of reasons to explore on land too.

Vacation boat rentals in Florida

Boat rentals in Florida are a tried-and-tested way to discover the Sunshine State – and, whether it’s a charming houseboat on the wildlife-rich St. John’s River or a sleek yacht in sultry Miami, there are countless options on the menu. Cocoa boat rentals, as well as those from Fort Lauderdale, are ideal for exploring Florida’s east coast, while a yacht rental from either of those launch spots gives you enough oomph to get to the Florida Keys and beyond.

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LGS Recreation

Vasona Boating opening weekend TBD

Opening weekend delayed due to lake conditions

Boathouse & Rental Information

The entrance to Vasona Lake Park is located on Blossom Hill Road in Los Gatos. From southbound Highway 17, exit at Lark Avenue and travel east. Turn right on Los Gatos Boulevard and right again onto Blossom Hill Road. Walk-in entrances are located on Garden Hill Drive and University Avenue. Public transit is available to Vasona County Park.

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LGS Recreation manages the Boating rentals at Santa Clara County Parks & Recreation’s beautiful Vasona Lake. Come join us for great family fun for all ages, there's nothing like enjoying the nature and boating on a lake! We offer kayaks, stand up paddleboards, pedal boat, canoe, and sailboat rentals.

While on the lake, children 0-12 must wear a life jacket at all times (provided with boat rental). Children 12-15 years old may rent a boat and ride without an adult if we have a parent's signature.

Online reservations optional.  Limited walk-ins will be available. Credit card only.


Rental Rates


Pedal Boats

Maximum of 4 persons Pets up to 50 pounds

Maximum of 3 persons No Pets allowed

Single $22; Double $27/hour

1 or 2 person Single Kayak - Ages 12 and up Pets up to 35 pounds

Stand Up Paddle Boards

1 person per board Ages 12 years and older Pets up to 40 pounds

Adaptive Kayaking - beginning July 14th!

$21 for 90 minutes 2 Persons only

8 years and older

No pets allowed

Prior to registering, read to understand the rental offering's description

$45/hour, $70/2 hours Maximum of 4 persons No pets allowed

Must show proof of certification (U.S. Sailing or ASA Certification) or present LGS issued Sailboat Rental Card obtained through our sailing programs

Boating Camps

Campers will be kayaking and learning how to stand up paddle board throughout the week. They will learn paddle-stroke techniques on both vessels. When campers are taking a break from boating, they will hike to the creek, play land games, or just relax under the trees.

Kids in a kayak on vasona lake

Youth Sailing Classes/Camps

We offer four hour Parent/Child Sailing classes and week-long Teen Sailing camps. Students will learn to sail in a safe and structured manner while learning new skills that promote teamwork and leadership. Campers will be sailing on Capri and Catalina sailboats that accommodate 2-3 students where they will work together as a crew to harness the wind as they learn to sail their sailboats across the lake.

Leaders in Training Camp

Campers will get an opportunity to learn how to work with co-workers while helping the boat attendants at the boat docks and gain experience planning and leading activities in a day camp setting. LIT’s will be able to enjoy the full Boat Camp experience while being challenged to build their skills and confidence.

Leaders in training logo

Adult Sailing Classes

Participants will get hands on training for three hours on the water on a Catalina sailboat. One hour will be spent on land, learning knots and terminology before putting your skills to the test on the water. While on the water, individuals will learn how to dock, boating safety, right of way between sailboats, and more.

Bike rental

*Closed for the season*

Enjoy Vasona on land! Rent a bike to explore the many trails!

bike at vasona lake


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    We offer kayaks, stand up paddleboards, pedal boat, canoe, and sailboat rentals. While on the lake, children 0-12 must wear a life jacket at all times (provided with boat rental). Children 12-15 years old may rent a boat and ride without an adult if we have a parent's signature. Online reservations optional. Limited walk-ins will be available.

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