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private yacht charter caribbean

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766  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.

related articles

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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 $1,061,000 p/week ♦︎

Whisper Yacht Charter in Caribbean

115m Lurssen

115m   2021

from $2,787,000 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 $750,000 p/w eek ♦︎

Carinthia VII Yacht Charter in Caribbean

Carinthia VII 12

97m Lurssen

97m   2002/2023

from $1,501,000 p/w eek ♦︎

Faith Yacht Charter in Caribbean

97m Feadship

97m   2017/2022

from $1,719,000 p/w eek ♦︎

CC-Summer Yacht Charter in Caribbean

CC-Summer 12

95m Lurssen

from $1,715,000 p/w eek ♦︎

Whisper Yacht Charter in Caribbean

from $1,287,000 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 $1,061,000 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

88m Oceanco

from $1,100,000 p/w eek

Samsara Yacht Charter in Caribbean

88m   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 $531,000 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 $965,000 p/w eek ♦︎

Victorious Yacht Charter in Caribbean

Victorious 12

85m Ak Yachts

from $858,000 p/w eek ♦︎

Le Ponant Yacht Charter in Caribbean

Le Ponant 32

84m   1990/2022

from $488,000 p/w eek ♦︎

Savannah Yacht Charter in Caribbean

Savannah 12

83m Feadship

83m   2015/2020

from $1,074,000 p/w eek ♦︎

Alfa Nero Yacht Charter in Caribbean

Alfa Nero 12

81m Oceanco

81m   2007/2021

from $728,000 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 $804,000 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

from $967,000 p/w eek ♦︎

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 $976,000 p/w eek ♦︎

Siren Yacht Charter in Caribbean

74m Nobiskrug

74m   2008/2013

from $557,000 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 $803,000 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

70m Turquoise Yachts

70m   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 $585,000 p/w eek ♦︎

Sycara V Yacht Charter in Caribbean

Sycara V 12

68m Nobiskrug

68m   2010/2017

Wayfinder Yacht Charter in Caribbean

Wayfinder 12

68m Astilleros Armon

from $375,000 p/w eek

Loon Yacht Charter in Caribbean

68m Icon Yachts

68m   2010/2020

from $540,000 p/w eek

Calex Yacht Charter in Caribbean

67m Benetti

from $680,000 p/w eek

Global Yacht Charter in Caribbean

67m Shadow Marine

67m   2007/2008

from $120,000 p/w eek

Vertigo Yacht Charter in Caribbean

67m Alloy Yachts

67m   2011/2019

from $348,000 p/w eek ♦︎

Okto Yacht Charter in Caribbean

66m   2014/2023

Alchemy Yacht Charter in Caribbean

66m Rossinavi

from $637,000 p/w eek *

Invictus Yacht Charter in Caribbean

Invictus 12

66m Delta Marine

66m   2013/2020

from $650,000 p/w eek *

Triumph Yacht Charter in Caribbean

65m Benetti

Ventum Maris Yacht Charter in Caribbean

Ventum Maris 12

66m   2011/2021

from $530,000 p/w eek

Eternity Yacht Charter in Caribbean

Eternity 17 7 12

65m Codecasa

65m   2010/2022

from $390,000 p/w eek

Illusion Yacht Charter in Caribbean

Illusion 12

65m   2013/2019

from $462,000 p/w eek

Seanna Yacht Charter in Caribbean

Resilience 12

from $643,000 p/w eek ♦︎

Silver Angel Yacht Charter in Caribbean

Silver Angel 12

65m   2009/2015

from $425,000 p/w eek

Moca Yacht Charter in Caribbean

64m Benetti

64m   2016/2021

from $475,000 p/w eek

SuRi Yacht Charter in Caribbean

63m Halter Marine

63m   1978/2022

from $350,000 p/w eek *

Lady Britt Yacht Charter in Caribbean

Lady Britt 12

63m Feadship

from $465,000 p/w eek *

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Our charter experts will:

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Crewed Luxury Yachts in the Caribbean

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Take a peek into private Bahamian paradise

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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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CARIBBEAN YACHT CHARTERS

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

Rent a Boat in Caribbean: 1279 Available

Oceanis 43 sailboat charter (2009).

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Rent a boat Dufour 412 GL (2018) in Guadeloupe

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Sailboat Dufour 390 GL (2019) for rent in Guadeloupe

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Dufour 425 GL sailboat charter (2012)

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Rent a boat Dufour 460 GL (2018) in Guadeloupe

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Sailboat Dufour 460 GL (2018) for rent in Guadeloupe

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Oceanis 41.1 sailboat charter (2018)

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Rent a boat Oceanis 41.1 (2018) in Antigua

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Sailboat Dufour 412 GL (2018) for rent in Antigua

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Dufour 390 GL sailboat charter (2019)

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Caribbean Yacht Charter Reviews with 12knots

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Matthew Gunnison

“Thanks for helping to coordinate!”

It was terrific, thanks. Sail Marine is a great outfit. Thanks for helping to coordinate! Best, Matt

Mark Etheridge

“We all enjoyed the vacation very much”

Hi Grigory, The boat was in great condition! and it really is a beautiful location. Thanks for all the organizing you’ve done to make the trip a success. Mark

Dave Vieregg

“Tahiti charter”

Julia and the team at 12 knots really came through for us with our Tahiti charter. They communicated regularly, were quick to respond to my many questions and made me feel confident in the booking. The Bali Catspace was exactly what we needed and wor…

Ann-Tyler Conradi

“Great customer service!”

We had a fantastic experience using 12 Knots to find the perfect long-term charter situation for our family during COVID. They were extremely fast in responding to our inquiries and patient with a million questions on our end. We worked closely with …

Jason Gefre

“I recommend 12 knots”

Helene was our representative and was very helpful with our charter in Tahiti. I recommend 12 knots and would use them again!

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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 .

private yacht charter caribbean

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Caribbean Charter Cruising

Private charter yacht vacation in the caribbean.

Covering a vast area, the Caribbean offers endless cruising possibilities. Dutch, French, British, Spanish and North American influences abound in the Caribbean. From the captivating Virgin Islands to the rocky coastline of the Leeward Islands, the pristine Grenadines or the Turks and Caicos, hundreds of islands in the Caribbean provide dramatic scenery, world-class cuisine, fantastic watersports and activities... making your dream vacation come to life.

Caribbean Charter Cruise Itineraries

Caribbean offers a variety of cruising itineraries including:

  • St. Thomas - St. Thomas (with cruising in Virgin Islands/BVI...St. Thomas is a very easy port for clients to fly in and out of)
  • St. Martin to St. Barths
  • Antigua to St. Martin
  • St. Lucia and Grenadines

Caribbean Charter Yacht Season

The Caribbean Charter Yacht Season is year round with peak season being mid-December through April.

March is a busy time for regattas

  • Antigua Classic Yacht Regatta
  • St. Barth’s Bucket
  • Heineken Regatta (St. Martin)

Caribbean Charter Vacation Activities

  • Watersports - sailing, kiteboarding, diving, snorkeling, paddleboarding, kayaking...

Questions, Comments, Inquiries?

Contact us today for more information.

Contact Us +1 401.849.0344

Popular Caribbean Charter Cruising Destinations

Virgin islands, british virgin islands, saint martin, abc islands, caribbean luxury charter yachts, contact nicholson yachts.

Questions? We're ready to help. Please just contact us today.

private yacht charter caribbean

Caribbean yacht charters

  • Best time to charter December - April
  • Getting there Princess Juliana International Airport and more

Getting there

private yacht charter caribbean

Caribbean charter bucket list

private yacht charter caribbean

Caribbean Islands - discover the best by yacht

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Party time!

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The best Caribbean honeymoon islands

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Cruising St Kitts and Nevis

Events in the caribbean.

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BVI Spring Regatta

private yacht charter caribbean

Gourmet Festival

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New Year’s Eve

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Independence Day Carnival

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St Barths Bucket

International rolex cup regatta.

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Crucian Christmas Festival

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BVI Food Fete

Explore the caribbean.

private yacht charter caribbean

Caribbean yachts available for charter

This is a small selection of the luxury motor and sailing yachts available to charter in the Caribbean. Please contact your Burgess broker for a personalised selection of Caribbean yachts for charter.

private yacht charter caribbean

Please enquire

  • Length: 96.6m (316.9ft)
  • Guests: 12 guests in 7 cabins
  • Built: 2017
  • Feadship, De Vries Makkum

private yacht charter caribbean

Rate from USD 497,000† per week

  • Length: 90.1m (295.6ft)
  • Guests: 12 guests in 6 cabins
  • Built: 2007
  • Corsair Yachts

private yacht charter caribbean

Rate from USD 1,100,000† per week

  • Length: 88.5m (290.4ft)
  • Guests: 12 guests in 8 cabins

private yacht charter caribbean

MALTESE FALCON

Rate from USD 490,000 per week

  • Length: 88m (288.7ft)
  • Built: 2006
  • Perini Navi

private yacht charter caribbean

Rate from USD 945,000† per week

  • Length: 85.6m (280.8ft)
  • Built: 2010
  • Derecktor Shipyard

private yacht charter caribbean

Rate from EUR 550,000 per week

  • Length: 81m (265.7ft)
  • Built: 2020
  • Royal Huisman Shipyard

private yacht charter caribbean

Rate from USD 1,150,000† per week

  • Length: 80m (262.5ft)
  • Built: 2019
  • Abeking & Rasmussen

private yacht charter caribbean

Rate from USD 900,000 per week

  • Length: 75m (246.1ft)
  • Feadship, De Vries

private yacht charter caribbean

Rate from EUR 910,000† per week

  • Length: 74m (242.8ft)

private yacht charter caribbean

Rate from EUR 520,000† per week

  • Length: 73.5m (241.1ft)
  • Built: 2008

New to charter?

The Advance Provisioning Allowance (APA) is due at the time of the final charter payment. Under MYBA terms, this sum is usually equivalent to 30 per cent of the total charter fee, but may be up to 40 per cent in some cases.

Intended to cover the operating expenses of a charter as explained under Charter Terms, such as fuel, food, drinks, port fees and ad hoc incidentals, the APA will be given to the captain before the start of your charter. The Captain will ensure that the yacht is fully fuelled and provisioned when you step on board. While an up-to-date summary of accounts can be requested at any time during your charter, a full set of accounts will normally be submitted by your captain at the end of the cruise. If, during the charter, the expenditure exceeds the sum already paid, additional cash funds will be required at once.

All outstanding bills from the yacht charter should be settled in cash or by bank transfer before your final disembarkation. Of course, any remaining credit at the end of your charter will be reimbursed to you in full. On request, transfer arrangements to and from the yacht can be made by Burgess or by the yacht’s captain, payment for which will be deducted from your APA.

Charter a yacht

Discover the Burgess difference

Charter a luxury yacht with Burgess. We are trusted for our expertise, and it is the first-hand insights of our charter brokers that raise the bar. Our collective knowledge serves to make your superyacht charter experience exceptional. Explore our stunning collection of luxury yachts for rent or hire and speak to our experts about chartering a private yacht to your dream destination.

Privileged access to the world’s finest charter yachts

Every charter yacht in the Burgess fleet is unique, from interior design and on board facilities, to watertoys and impeccable service. We rigorously inspect every yacht to ensure that when you find your ideal match, it exceeds every expectation.

A wealth of knowledge to enhance your experience

A superyacht charter offers life-affirming adventure and little can compare to a tailor-made experience orchestrated by your Burgess broker. By accommodating both your preferences and requirements, no detail is left to chance.

Personalised service that goes above and beyond

Burgess charter brokers are involved well beyond the booking stage. We share our intelligence on the best itineraries to suit you, organise private jet transfers, on board celebrations, luxury boat hire, restaurant bookings, spa treatments, fitness instruction and more.

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private yacht charter caribbean

Charter KADIMO'S

Available between 10 June - 10 July

Elevator serving lower to sun decks means the boat can accommodate all generations

private yacht charter caribbean

Charter BARBARA

Available 1-12 July and August onwards

Spa facilities including massage and beauty rooms, private master deck and indoor and outdoor cinemas

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