sailing yacht charter caribbean

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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

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:-

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:-

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

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:-

SOUTH. Get ready for adventure when you step on board the 180' mega yacht South. You and your guests will find plenty to do, as she offers plentiful spaces for lying out to enjoy the sun, enjoying a movie or game in the sky lounge, working out in the Techno gym with an amazing view, or enjoying the on deck Jacuzzi and watersports. See SOUTH:-

IMPULSE. The beautifully maintained motor yacht Impulse offers 87 feet of opulence at sea. She features three well-appointed cabins, a main salon, a bow with sunpads, flybridge with Jacuzzi, and a full complement of watersports including water skis, wakeboard, standup paddleboards, fishing gear, and the list goes on. See IMPULSE:-

LIQUID SKY. The 67' sailing catamaran Liquid Sky was launched in 2024 by Fountaine Pajot. With four cabins, she accommodates as many as eight guests, and offers a number of places for you to hang out and enjoy the journey, including on the bow soaking in the in deck Jacuzzi, up on the flybridge taking in the views, or on the aft deck with al fresco dining. See LIQUID SKY:-

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:-

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:-

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:

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:

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 ?

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 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.

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797  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.

• 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.

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.

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.

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.

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.

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.

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

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

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

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

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.

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

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.

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

Guide to Bahamas

Guide to Virgin Islands

Guide to Leeward Islands

Guide to Windward Islands

Guide to Greater Antilles

Guide to Turks & Caicos Islands

Guide to Barbados

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.

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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92m   Neorion

from $1,094,000 p/week ♦︎

115m Lurssen

115m   2021

from $2,874,000 p/w eek ♦︎

Black Pearl 14

105m Oceanco

105m   2018

Christina O 34

99m Canadian Vickers

99m   1943/2020

from $774,000 p/w eek ♦︎

Carinthia VII 12

97m Lurssen

97m   2002/2023

from $1,547,000 p/w eek ♦︎

97m Feadship

97m   2017/2022

from $1,775,000 p/w eek ♦︎

CC-Summer 12

95m Lurssen

from $1,769,000 p/w eek ♦︎

from $1,327,000 p/w eek ♦︎

93m Feadship

from $1,556,000 p/w eek ♦︎

Aquarius 12

92m Feadship

from $1,500,000 p/w eek

Queen Miri 36

92m Neorion

92m   2004/2023

from $1,094,000 p/w eek ♦︎

Lady Lara 12

91m Lurssen

91m   2015/2023

from $1,400,000 p/w eek

90m Corsair Yachts

90m   2007/2021

from $497,000 p/w eek

90m Oceanco

90m   2018/2024

from $1,334,000 p/w eek ♦︎

89m Oceanco

from $1,100,000 p/w eek

89m   2015/2023

Maltese Falcon 12

88m Perini Navi

88m   2006/2023

from $490,000 p/w eek

86m Scheepswerf Gebr. van der Werf

86m   1998/2024

from $531,000 p/w eek ♦︎

Man of Steel 12

86m Oceanco

86m   2010/2023

from $1,000,000 p/w eek

86m Abeking & Rasmussen

86m   2009/2024

from $939,000 p/w eek ♦︎

O'Ptasia 12

85m Golden Yachts

85m   2018/2024

from $1,001,000 p/w eek ♦︎

Victorious 12

85m Ak Yachts

from $890,000 p/w eek ♦︎

Le Ponant 32

84m   1990/2022

from $506,000 p/w eek ♦︎

Savannah 12

83m Feadship

83m   2015/2024

from $1,113,000 p/w eek ♦︎

Alfa Nero 12

81m Oceanco

81m   2007/2024

from $812,500 p/w eek *

Elements 12

80m Yachtley

from $891,000 p/w eek ♦︎

Excellence 12

80m Abeking & Rasmussen

from $1,150,000 p/w eek

Amaryllis 12

78m Abeking & Rasmussen

78m   2011/2022

from $770,000 p/w eek

78m Golden Yachts

78m   2023/2024

from $811,000 p/w eek ♦︎

from $480,000 p/w eek

Huntress 12

76m Lurssen

76m   2009/2022

from $725,000 p/w eek

75m Admiral Yachts

from $998,000 p/w eek ♦︎

75m Feadship

from $900,000 p/w eek *

75m Abeking & Rasmussen

from $880,000 p/w eek

Starburst IV 12

from $1,010,000 p/w eek ♦︎

74m Nobiskrug

74m   2008/2013

from $561,000 p/w eek ♦︎

73m Delta Marine

73m   2006/2015

from $525,000 p/w eek

Nautilus 12

73m Picchiotti

from $834,000 p/w eek ♦︎

73m Lurssen

73m   2006/2020

from $615,000 p/w eek

Quantum of Solace 12

73m Turquoise Yachts

73m   2012/2022

from $574,000 p/w eek

Game Changer 17

72m Damen Yachting

72m   2017/2020

from $450,000 p/w eek

72m   2010/2023

from $600,000 p/w eek

72m Dunya Yachts

72m   2013/2020

from $660,000 p/w eek

Talisman C 12

71m Turquoise Yachts

71m   2011/2020

from $567,000 p/w eek

70m Feadship

from $650,000 p/w eek

Sherakhan 26

70m Vuijk Scheepswerven

70m   2005/2022

from $594,000 p/w eek ♦︎

69m Feadship

69m   2012/2019

from $610,000 p/w eek ♦︎

Sycara V 12

68m Nobiskrug

68m   2010/2024

Wayfinder 12

68m Astilleros Armon

from $375,000 p/w eek

67m Icon Yachts

67m   2010/2020

from $540,000 p/w eek

67m Alloy Yachts

67m   2011/2019

from $361,000 p/w eek ♦︎

67m Benetti

from $680,000 p/w eek

67m Shadow Marine

67m   2007/2008

from $120,000 p/w eek

66m   2014/2023

66m Rossinavi

from $637,000 p/w eek *

Invictus 12

66m Delta Marine

66m   2013/2020

from $650,000 p/w eek *

65m Benetti

Ventum Maris 12

66m   2011/2021

from $530,000 p/w eek

Eternity 17 7 12

65m Codecasa

65m   2010/2022

from $390,000 p/w eek

Illusion 12

65m   2013/2019

from $462,000 p/w eek

Resilience 12

65m   2011/2021

Silver Angel 12

64m Benetti

64m   2009/2015

from $425,000 p/w eek

64m   2016/2021

from $475,000 p/w eek

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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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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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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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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162ft / 48m

Sweet Escape

130ft / 39m

116ft / 34m

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105ft / 31m

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Caribbean Crewed Sailing Yacht Charters

Area Guide: Caribbean Charter Destinations

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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LUXURY YACHT CHARTERS & SAILING VACATIONS

All-Inclusive Yacht Charters

All-Inclusive Yacht Charters are with a captain and your own personal chef they tailor your charter for a needs and requests. allows you enjoy sailing in beautiful large vessels such as; Catamarans, Monohulls and Power Yachts designed for comfort.

Kayak, snorkel, sail, scuba dive, paddle-board, fish, island hop, or simply relax aboard a Caribbean yacht charter. We’ve listed just a few reasons below:

Fully Crewed, Catered & Private Sailing Yacht Charters Tailored for You & Your Guests

• Private Sailing Vacation
• Create Your Own Custom Itinerary
• Visit Untouched Islands
• Different Caribbean Destinations
• Unforgettable Memories
• Fully Prepared Meals by Your Own Private Chef
• Underwater Adventures with Sea Life

We Look Forward to Welcoming You Aboard!

Explore Destinations like the British Virgin Islands, St. John, Grenadines, Bahamas, and St. Marten!

All-Inclusive Yacht Charters are with a captain and your own personal chef they tailor your charter for a needs and requests. allows you enjoy sailing in beautiful large vessels such as; Catamarans, Monohulls and Power Yachts designed for comfort.  For more information, please visit our: Frequently Asked Questions.

Choose a vessel from our inventory:

FEATURED YACHT CHARTERS

• Sleeps 12 Guests
• 7 Kings, 1 Twin

• 157′ Mega Yacht
• 2 Kings, 2 Queens,
• 2 Doubles, 2 Twins, 2 pullman

• Sleeps 8 Guests
• 3 Queens, 1 Twin

BLUE HORIZON

• Sleeps 6 Guests
• 2 Kings, 1 Queen

POPULAR YACHT DESTINATIONS

Other Yacht Charter Destinations

• Florida Key’s
• St. Thomas, USVI
• British Virgin Islands

DAY CHARTER BOAT RENTALS

Scout in the Virgin Islands

Full-day charters 9:30 – 4:30 PM. US Virgin Islands or the British Virgin Islands $1800. Bar hop or visit exclusive beaches while you stop and snorkel along the way!

Our 38′ Scout comfortably holds 6+ passengers, allowing plenty of room to lay out on the sun deck or relax in the shade while enjoying a drink and listening to your favorite music.

1/2 Day or Full Day Charters

• Captain and Crew
• Complementary snorkel equipment and fins
• Coolers stocked with Ice, water and assorted beer.
• Abundance of cushioned seating and lounging areas in shade or sun.
• Dry storage for your personal items and gear.
• Full size restroom
• All required USCG approved safety equipment, and extra features not required by law.
• Food, Liquor, Fuel and Crew Gratuity is NOT included.

Fishing in the Virgin Islands

Everyday is a great day to book a fishing excursion. We can give you the fishing trip of a lifetime. Whether you are an experienced fisherman or just getting started the  mahi-mahi, tuna, wahoo, and big marlin await.

We have all the latest and best fishing gear, outriggers, navigation and sonar, along with some of the best and most experienced captains in the islands. Whether you choose a half day (3.5 hours) or a full day (7 hours) off shore trip, you’re guaranteed to have a good time.

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Sail the Caribbean

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Color and Contrast: the Complete Sailboat Vacation

Simply the perfect place to take a bareboat or skippered sailing holiday. Such a diverse collection of islands dotting the clear blue sea, each with its own unique appeal. Local cultures that fascinate and entertain, offering a welcome that keeps charterers returning to these waters year after year. With its 7,000 Islands and 28 Island nations, reliable trade winds and long sailing season, the Caribbean is a region that offers an endless amount of holiday enjoyment.

At Sail Connections, we work with all the best charter operators in the Caribbean, sorting through all the available boats and presenting all the best options to suit your vacation plans. Some of our operators offer extra services that are unique to their destinations. We personalize your proposal and give you the benefit of our knowledge and local contacts, to deliver a fabulous sailing holiday wherever there's a boat to charter in the Caribbean. 

Charter Sailing in the Caribbean

The Caribbean's numerous islands give you so many fabulous places to explore, so many diverse cultures to experience, that the permutations for planning a sailing charter are simply too numerous to list. The sailing distances between territories can be very short, and there are countless yacht charter bases scattered across the region. That opens the door to all manner of opportunities – from a seven-day sail around one distinct island nation to a multi-week one-way charter that takes in a wide variety of cultures and geographical features.

The Caribbean yacht charter season is busy from November through July. The peak season is mid-December to March, when winter escapees from North America and Europe arrive in their greatest numbers.

The hurricane season arrives late July and can last until early October, although storms here are rare and tend to deflect northwards towards the USA rather than hit the Caribbean. These months have their advantages in that they are the least costly for chartering, particularly in the British Virgin Islands. At that time of year it is in fact more likely to encounter light winds than it is storms.

As with many yacht charter locations, the shoulder season can be the best time to charter a yacht. In the Carribean that's from April to July. There are less shore-based visitors then, yet you can expect settled and sunny weather with warm, steady breezes prevailing.

We have access to over 30 charter bases in the region, from where you can take a sailboat vacation like no other. We select from the best boats available and guide you into the ideal sailing adventure that matches your interests and level of experience. The sailing options here are just about endless. Hopefully these pages will help you on your way to your much-anticipated Caribbean sailing holiday.

Regional Map of the Main Charter Sailing Areas

A one-way cruise: martinique to grenada, there are quite simply countless itinerary options for sailing the caribbean. for many charterers a downwind cruise offers the crew conditions for maximum enjoyment. so here's a sample north to south course plan that gives you the prevailing breeze abaft. .

Waterfront at Fort de France, Martinique's largest town

Sailing from Martinique to Grenanda you can expect winds primarily from the northeast, especially around peak season either side of Christmas. Sailing this course involves short stretches of open water, with a stiff and steady breeze on your aft quarter. That makes for quick passages with most enjoyable sailing to a choice of Islands, whether it be for a lunch stop and a snorkel, or an overnight stay.

The eastern Caribbean islands that form a distinctive arc on the map are collectively the Lesser Antilles, a mixture of soverign states and territories governed by various powers. A trip along some of this chain exposes the voyager to a wide variety of cultures and customs in places that all sit in the idyllic picture-postcard surroundings of the movies and travel brochures. 

Starting in Martinique and sailing south, you are exploring the Windward Island group of the Antilles.

Wildlife viewing at its finest in the Tobago Cays

Like most of this group, Martinique was orginally colonised by France, and French flair is still in evidence there today. Martinique offers excellent on-shore facilities for the visitor, and is a popular base for boat charters. The island is mountainous, but with plenty of white sandy beaches to enjoy, especially in the south.

The next island is St Lucia. It's some 30 nautical miles to Rodney Bay on St Lucia's northwest, so to get there requires an early start. There are several top spots to visit down the island's sheltered western coast. Take time out to investigate Les Deux Pitons.

Another long but relaxing sail to St Vincent and the Grenadines, so-named because of their joint French and British colonial history. St Vincent has its Blue Lagoon that you'll probably overnight in, while the Grenadines island group, some of which confusingly belong to Grenada, provide numerous anchoring options.

Happy charterers enjoying their time ashore in the Grenadines

The Grenadines stretch all the way to Grenada, your final port of call, making this part of the voyage very convenient for a leisurely sail. Call in at one of the uninhabited Tobago cays for a real taste of desert island living, if only for a few hours.

Once offshore Carriacou you are in Grenadan territory. Grenada, like St Lucia & St Vincent and the Grenadines, is now an independent member of the British Commonwealth, but with historical French influence. This is the 'Island of Spice' where nutmeg and mace production are important to the economy. As is tourism, and there is plenty to entertain you before concluding your vacation and departing these fabulous sailing waters.

Once you have experienced all the pleasures of sailing the Caribbean, chances are you'll be back one day for more.

The Best Caribbean Charter Sailing Destinations

British Virgin Islands

US Virgin Islands

Puerto Rico & Spanish Virgin islands

Cayman Islands

St Martin, St Barts, Anguilla, St Kitts & Nevis

Antigua & Barbuda

Martinique, St Lucia & The Grenadines

Latest Blog Posts

Sailing charter versus resort stay: comparing the costs

A sailing holiday frequently combines with a land-based resort stay. How many nights aboard charter boat and how many nights onshore, or foregoing one or the other due to cost, is often a discussion point. So we did an exercise on the price comparisons between boat and resort. The cost benefits of a sailing holiday are clear

Charter catamarans for modest sailing holiday budgets

Here we highlight some smaller catamarans finding favour with our charterers in the Mediterranean and elsewhere. Robert is our expert evaluator when it comes to helping you select the right boat for your sailing charter, and the following is his personal take on recent introductions to the charter boat market.

The popular Bali Catamaran in all its variations

The Bali catamaran, designed and built specifically with chartering in mind, has become so popular that it’s been hard to keep up with all the new models, hard to spot which one has just the right size and amenities to perfectly fit your group's sailing holiday charter needs. We can help you there.

The value of after-charter destination and boat reviews

At Sail Connections we offer a personal service based on long experience in the business and close attention to what's happening in the destinations we offer. We have also sailed a large number of those places, and can often speak from personal experience.  But we can't be everywhere.

Chartering in Turkiye: feedback we just have to share

Turkey is one of those charter destinations that doesn't fail to pleasantly surprise. We're always delighted when we receive such good reports as we did recently from a New Zealand client.

The Sail Connections Guarantee

One contact - every option - advice you can trust.

• Matching any competitive offer
• Sourcing boats with discounts available
• Personalising our proposal just for you
• Qualifying the operator as well as the boat
• Advising without bias based on 25+ years of experience
• We do more than just book yachts!

We will match any discount website offer on charter boat price, and still provide our customary high level of service.

The Essential Guide to Sailing Holiday Charters

The Sail Connections Essential Guide to Bareboat and Crewed Sailing Holiday Charters is packed full of useful tips for getting the most out of your next boat charter. And it is FREE to download.

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What does 'All Inclusive' mean?

All inclusive rates typically include: all your breakfasts, lunches, dinners, snacks and Standard Ship's Bar, which includes your alcoholic and non alcoholic beverages. Excluded are airport transfers costs, onshore excursions and tours, as well as any food or beverages purchased ashore. Although optional, crew gratuity is customary at 15% - 20% of the charter rate for the Caribbean and 10% - 15% for the Mediterranean. *Inclusions and exclusions vary by yacht, as each offers unique terms. Please contact us for a custom proposal that details the yacht’s availability, pricing, as well as the list of the inclusions and exclusions for that particular yacht.

What does 'Plus Expenses' mean?

Included are the Yacht and its onboard equipment as well as the Captain, Chef and Crew’s services.Excluded are food and beverages, fuel for the yacht and its tender, any dockage, airport transfers costs, onshore excursions and tours, as well as any cruising permits, licenses and other charter related expenses. Crew gratuity, although optional is customary at 15% - 20% of the charter rate for the Caribbean and 10% - 15% for the Mediterranean. *Inclusions and exclusions vary by yacht, as each offers unique terms. Please contact us for a custom proposal that details the yacht’s availability, pricing, as well as the list of the inclusions and exclusions for that particular yacht.

The Best Crewed Yachts ‍ For Your Perfect Vacation.

Plan Your Next Adventure

Book an unforgettable yacht charter vacation.

Sail Play Dine Yacht Charters is here to help you plan a trip you’ll never forget. Experience the vacation of a lifetime aboard a luxury, all-inclusive, professionally crewed charter yacht in the US and British Virgin Islands, Bahamas, and beyond! We take care of your every need to match you with the right boat and crew at the best rate guaranteed. We offer a large range of boats that suit every budget and our trusted service comes at no extra cost to you!

How it Works

Tell us about your perfect vacation. Destination, preferences, budget, who will be joining you, and what you would like to see and do.

Our team will be in touch with an initial proposal that we’ll refine together. The yacht charter vacation proposal will include our top recommendations tailor-made to match your interests.

Once you decide on your preferred yacht, we can put a complementary hold to secure your dates while you finalize your travel plans. Complete your reservation by paying a deposit fee.

Featured Yachts

The best crewed yachts carefully vetted by our team.

Special Offer

Plus Expenses

Plus Expenses Charters generally don't include food and beverages as well as fuel for the yacht. Inclusions and exclusions vary by yacht, please contact us for a custom proposal.

All Inclusive

All Inclusive Charters typically include food and beverages you consume in the yacht. Inclusions and exclusions vary by yacht, please contact us for a custom proposal.

Book with Confidence.

This was one of the very best trips we’ve ever taken and by far the best vacation we’ve taken in the Caribbean.  We have been to many islands and resorts over the last 30 years; all wonderful experiences, but pale in comparison to this vacation.

Beatriz was great in assisting us to choose the right catamaran for 8 of us including two kids on relative short notice and very helpful In answering all kinds of question about the boat, the crew , contract and the possible route.Definitely recommend you use their expertise in choosing your boat and crew  as I will also do the next time I do a charter in the islands .

Jorge Canellas

Fabiola took all the time I needed to choose the perfect yacht vacation for my friends and I for my special birthday.  In the end, all of my needs were met and we had the vacation of a lifetime.  She was extremely patient in explaining all the ins and outs and what to look for as I was choosing the perfect yacht and I so appreciate that.  She also made all the paperwork and pre-vacation planning a breeze.  Thank you Sail Play Dine Yacht Charters!

Esther Kuznetz

Beatriz & Sail Play Dine was wonderful to work with. Top notch service and answered my endless questions regarding this type of vacation that was completely new to me. I highly recommend them!

Karen Skayhan

Why Choose Sail Play Dine?

Our trusted service comes at no extra cost to you! Our commission is paid by the yacht owner and there is no additional cost to you.

Our recommendations are personalized and hand selected. We look forward to working with you to make the right choice.

We are with you every step of the way. Before, during and after your vacation, to make sure it is unforgettable. We are available 24/7 by phone, text, whatsapp, social media or email. Or you could send us a message in a bottle, and we’d respond to that.

Where would you like to go

Incredible destinations, tailored to your dream vacation.

Download the ultimate all-inclusive yacht charter vacation guide.

Discover the top tips for planning your perfect dream vacation

Frequently Asked Questions

Absolutely! In fact, we recommend it. This type of vacation is typically booked 12-18 months in advance, especially when booking during school vacation (Spring Break) and holidays (Christmas and NYE).

Yes, you can! While most charter yacht pricing is based on a weeklong charter, some yachts offer daily rates, allowing you to customize the duration of your trip. However, please note that some yachts may apply a surcharge for charters shorter than 6 nights. The flexibility of charter durations varies by yacht. We’ll discuss your specific needs and give you recommendations.

The Caribbean is a great destination year-round. Temperatures range from around 79°F in December to March to around 84°F from May to October. Winds are slightly higher in winter, and rates may be higher during holiday weeks, particularly from Thanksgiving through Easter. Christmas and New Year's charters are often booked well in advance.

It's unlikely. The rates on Sail Play Dine are provided directly by the charter yacht management. We are promptly informed of any discounts or special offers. Our team at Sail Play Dine maintains strong relationships with all yacht agents. If you're looking for a better rate, contact us, and we'll work with the agents on your behalf to explore available options.

Crewed yacht charters range from $20,000 to $100,000 per week, depending on the yacht's size, age, and capacity. Fees may be all-inclusive or include additional running expenses and APA (Advanced Provisioning Allowance) for luxury motor yachts.

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Book an unforgettable crewed yacht charter vacation.

View available yachts:.

Book with the Caribbean specialists. For over 19 years we have been a leading yacht charter brokerage connecting groups like yours with the best crewed yachts available for charter in the Caribbean including the Virgin Islands / BVIs / USVIs, Leewards, Grenadines and Bahamas.

Utilize out firsthand knowledge about available charter yachts, crews and locations to book the best yacht and crew for your budget and travel style.

Start planning your vacation today!

Sail away to white sand beaches, consistent Caribbean trade winds, clear blue water, sheltered island bays great for cruising, world-class dive sites, award winning yachts and crew, and sunshine every day of the year.

Power Yachts

Specials and last minute discounts:.

These crewed catamaran charter specials are available for new reservations sailing from St Thomas or Tortola in the Virgin Islands, or elsewhere in the Caribbean. Contact us now for further information and a no-obligation quote.

See all of the current crewed yacht charter specials and discounts.

Our customers say it best. Check out their feedback.

Stephen M, aboard Catamaran Salty Dog , February 2024  sailing the Virgin Islands

Max M, aboard Catamaran Moon Shadow , February 2024  sailing the British Virgin Islands

Mackie M, aboard Catamaran Gambit , January 2024  sailing the British Virgin Islands

> See all of our crewed yacht charter reviews

Caribbean Yacht Charter Vacations

A crewed Caribbean yacht charter offers you the freedom to explore this tropical paradise without limits and at your own pace.

With accommodation, a professional captain, a personal chef, all meals, cocktails, wine, beer, snacks, fuel, equipment, and water toys included, few other vacations offer such an extraordinary experience and value.

Itineraries are completely flexible within your cruising area. Sail the diverse US and British Virgin Islands, the undeveloped and resort islands of the Caribbean Grenadines, or charter a luxury power yacht to cruise St. Martin, St. Barts, and Antigua in the Caribbean Leeward Islands.

Sailing Direction's charter brokers help you book a private crewed yacht in the Caribbean for any group size and budget. Whether you're looking for a family sailing vacation, a couple's adventure holiday, a BVI yacht charter, or a honeymoon or anniversary celebration - we've got you covered for an unforgettable crewed yacht charter experience.

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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
• Avelo Is Launching More Nonstop Flights to Puerto Rico
• Delta Is Adding More Flights to St Thomas
• American Airlines is adding more flights to the British Virgin Islands
• Air Canada Adding More Flights to St Vincent

Caribbean yacht charters

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

Getting there

Caribbean charter bucket list

Caribbean Islands - discover the best by yacht

Party time!

The best Caribbean honeymoon islands

Cruising St Kitts and Nevis

Events in the caribbean.

St Barths Bucket

BVI Spring Regatta

Gourmet Festival

New Year’s Eve

Independence Day Carnival

International rolex cup regatta.

Crucian Christmas Festival

BVI Food Fete

Explore the 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.

RENAISSANCE

Rate from USD 3,000,000 per week

• Length: 112m (367.4ft)
• 36 guests in 19 cabins
• Built: 2023, Freire Shipyard, Spain

Please enquire

• Length: 96.6m (316.8ft)
• 12 guests in 7 cabins
• Built: 2017 (refitted 2022), Feadship, De Vries Makkum, The Netherlands

Rate from USD 497,000† per week

• Length: 90.1m (295.6ft)
• 12 guests in 6 cabins
• Built: 2007 (refitted 2021), Corsair Yachts, China

Rate from USD 1,100,000† per week

• Length: 88.5m (290.4ft)
• 12 guests in 8 cabins
• Built: 2017, Oceanco, The Netherlands

Rate from USD 945,000† per week

• Length: 85.6m (280.9ft)
• Built: 2010 (refitted 2016), Derecktor Shipyard, United States Of America

Rate from USD 1,150,000† per week

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

STARBURST IV

Rate from USD 870,000† per week

• Length: 74m (242.7ft)
• Built: 2017, CRN Ancona, Italy

Rate from EUR 520,000† per week

• Length: 73.5m (241.2ft)
• Built: 2008 (refitted 2013), Nobiskrug, Germany

Rate from USD 615,000† per week

• Length: 73m (239.4ft)
• Built: 2006 (refitted 2018), Lurssen-Werft, Germany

Rate from USD 567,000 per week

• Length: 70.6m (231.6ft)
• Built: 2011, Proteksan Turquoise, Turkey

New to charter?

Planning the perfect charter requires specialist knowledge, trusted contacts on board and on the ground, as well as first-hand knowledge of yachts, crews and locations, as well as legal contracts and local regulations to build an experience that suits you perfectly. Another reason to choose a broker is that sometimes there can be unforeseen issues with yachts or destinations and having an experienced broker to protect your interests and build a plan B is hugely reassuring. 

Creating the unforgettable is what we do at Burgess. It’s what our knowledge, experience and passion are all about. We take all the hassle out of the planning so you can just turn up and have the best holiday ever. 

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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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Best Caribbean Sailing Charters for Luxury

Welcome to my guide to Caribbean sailing charters. With years of experience in the Caribbean,...

Table of Contents

Welcome to my guide to Caribbean sailing charters. With years of experience in the Caribbean, I understand what makes a great sailing charter. I will provide all the information you need to decide if a Caribbean sailing charter is right for you. I’ll cover everything you need to know about exploring beautiful islands, enjoying crystal-clear waters, and relaxing on luxurious yachts.

Let’s start your journey toward a memorable sailing vacation.

Understanding Caribbean Sailing Charters

Caribbean sailing charters offer a unique way to explore the beautiful islands of the Caribbean. Charterers can escape to enjoy adventure, relaxation, and nature.

• Motor Yachts : Engines power these yachts, offering speed and luxury. They are ideal for those who want to travel quickly between islands.
• Power Catamarans : Known for stability and speed, these catamarans are great for families and groups.
• Sailing Catamarans : These provide a smooth sailing experience and are perfect for those who enjoy traditional sailing.
• Trimarans : With three hulls, these boats offer superior stability and space.
• Sailboat : Classic sailboats offer an authentic sailing experience and attract traditional sailors.

Sailing in the Caribbean is great. You can visit many islands, experience the local culture, and admire the crystal waters. The trade winds can be consistent, making the sailing fun.

Moreover, many yachts fit every budget and preference. This provides a unique way to explore the world.

Benefits of Caribbean Sailing Charters

Why choose a private yacht for your caribbean sailing charters here are some benefits:.

• Privacy : Enjoy your own space without the crowds.
• Flexibility : Plan your schedule and explore at your own pace.
• Exclusive Destinations : Access secluded beaches and hidden coves.
• Luxury : Experience top-notch amenities and services.
• Local Culture : Immerse yourself in the rich culture of the Caribbean islands.

Essential Considerations for Choosing a Private Yacht Charter in the Caribbean

When selecting a yacht charter, consider the following factors:

• What type of yacht do you prefer?
• Budget : Determine how much you’re willing to spend.
• Destination : Choose the sailing destinations that interest you.
• Group Size : Consider the number of people in your group.
• Amenities : Decide what amenities are important to you.

Choosing the Right Yacht: How to Select the Perfect Yacht ?

Selecting the right yacht is crucial for a memorable sailing experience. Here’s how to evaluate your options:

• Size : Choose a yacht that accommodates your group comfortably.
• Layout : Consider the yacht’s layout for functionality and comfort.
• Features : Look for features that match your preferences, such as luxury amenities.
• Crew Services : Decide if you need a crewed yacht, a skippered charter, or prefer a bareboat charter.

Best Islands to Visit for Caribbean Sailing Charters

Explore the best islands in the caribbean for sailing charters:, the british virgin islands.

The British Virgin Islands are famous for their beautiful beaches, marine life, sailing, and nightlife. The largest island in this volcanic chain, Tortola, offers beautiful beaches, natural preserves, peaceful moorings, and the ruins of old forts and mines. The locals are also incredibly welcoming. In addition to eating seafood, Jost Van Dyke Island offers shopping and surfing opportunities.

While sunseekers head to Virgin Gorda’s serene beaches, snorkelers may explore Anegada’s breathtaking caves and coral reefs. Moreover, sailors use line-of-sight navigation for most of the journey.

St. Lucia :

St. Lucia St. offers the Pitons and beautiful scenery. It provides great opportunities for hiking, snorkeling, and staying at luxury resorts.

On one island, you can enjoy a mix of Dutch and French cultures, beautiful beaches, and gourmet dining options.

Choosing the Best Models for Caribbean Sailing Charters

Savarona sailboat.

The SAVARONA sailboat offers a blend of size, layout, and capabilities perfect for various voyages.

• Size and Layout : Designers created this 93-foot sailboat to accommodate a comfortable number of guests.
• Features: Serious sailors will enjoy luxury sailing on Savarona.

Max of 7 selections

6 2 28.00 m

ARROW OF AYR Sailboat

ARROW OF AYR offers a spacious design and comfort.

• Size and Layout : This 80-foot sailboat is perfect for larger groups with ample space.
• Features : stability and luxury; also ideal for relaxed cruising.

ELVIS MAGIC Sailboat

Designers created ELVIS MAGIC for those seeking adventure and comfort.

• Size and Layout : This 66-foot sailboat offers much space, focusing on comfort.
• Features : Speed and luxury amenities for a thrilling voyage.

ELVIS MAGIC

6 1 66.00 Ft

THE DOVE Sailboat

THE DOVE is perfect for intimate groups seeking a tranquil sailing experience.

• Size and Layout : This 54-foot sailboat is compact and cozy for small groups.
• Features : Traditional sailing experience with essential amenities.

4 2 54.00 Ft

SUMMERWIND Sailboat

SUMMERWIND offers a blend of speed, comfort, and luxury.

• Size and Layout : This 50-foot monohull sailing yacht is ideal for various group sizes with a spacious design.
• Features : Luxury amenities with a focus on speed and stability.

4 1 50.00 Ft

Navigating the Caribbean Sailing Charters Booking Process

Booking a Caribbean yacht charter involves several steps to ensure a smooth and enjoyable experience. Here’s a straightforward guide to help you navigate the process:

• Initial Inquiry : Contact us to express your interest and provide basic trip details.
• Personal Consultation : Discuss your preferences, budget, and any special requirements.
• Yacht Selection : Choose from our wide variety of yachts based on your needs and preferences.
• Contracts and Terms : Review and sign the charter agreement, including terms and conditions.
• Preparation for Your Journey : Plan your schedule, pack essentials, and finalize travel arrangements.
• Boarding and Setting Sail : Arrive at the marina, meet the crew, and embark on your Caribbean sailing adventure.

Expert Tips for a Perfect Yacht Charter Experience

Make the most of your Caribbean sailing charters with these expert tips:

• Packing Essentials : Bring lightweight clothing, sun protection, and any personal items you need.
• Planning Activities : Plan your activities to make the most of your time on the water.
• Communicating Preferences : Communicate your preferences and needs with the crew to ensure a tailored experience.

Pitfalls to Dodge When Choosing a Yacht Charter

Avoid these common mistakes when selecting a yacht charter:

• Overlooking Budget : Ensure the charter fits within your budget, including additional costs.
• Ignoring Crew Needs : Choose a yacht with the right crew size and expertise for your trip.
• Neglecting Amenities : Make sure the yacht has the amenities you need for comfort and enjoyment.
• Not Checking Reviews : Read reviews to gauge the quality of the charter service.

FAQS | Caribbean Sailing Charters

What is the best time of year to charter a yacht in the caribbean.

The Caribbean is a year-round charter destination. Hurricane season is from the beginning of June through to the end of November. September and October can generally see more hurricane activity. Windy conditions can be encountered during winter, with calmer conditions during April – June. However, the weather changes and is unpredictable.

What types of yachts are available for charter in the Caribbean?

You can choose from motor yachts, motor sailers, catamarans, and sailboats.

What level of service can I expect?

Your professional crew is proactive and will handle all your luxury yacht charter details. You can relax and unwind. The chef will plan each meal based on your specific preferences. Your captain will guide you to your preferred destination- the quietest beaches, the secluded anchorages, or the liveliest entertainment spots.

What is a private yacht charter?

A private yacht charter combines the best features of a cruise ship and a luxury resort. Travel to a different destination each day with a high degree of pampering and personal attention. Say goodbye to crowds, waiting in lines, and fixed itineraries. Your private yacht has a dedicated crew, various amenities, water toys to enjoy at will, and a tender to take you ashore whenever you please.

Do I need Travel Protection?

We recommend that you protect your vacation investment against various possible losses over which you have no control by purchasing travel protection. We will provide travel protection quotes based on the households on the charter and each person’s date of birth. It is necessary to send us this information.

Please Note: To be eligible for the waiver of pre-existing medical condition exclusion, the protection plan must be purchased within 15 days (Travel Basic) or 21 days (Travel Select) from when you make your initial trip deposit. However, the plan can be purchased anytime before departure.

The product descriptions are only summaries and may be changed without notice. The full coverage terms and details, including limitations and exclusions, are contained in the insurance policy.

Are pets allowed on board?

It depends on the yacht and owner’s policies. Some yachts may allow pets, while others may not. If you wish to bring a pet, kindly inform us, and we’ll check with the yacht owner to see if it’s possible.

Are children allowed on yacht charters?

Many yacht charters are family-friendly and offer amenities and activities suitable for children of all ages, but it’s always best to check with the charter company beforehand.

Choosing the right Caribbean sailing charters involves understanding the booking process, selecting the best yacht, and avoiding common mistakes. Here are three key takeaways to help guide you:

• Understand the Process : Know the steps, from initial inquiry to boarding.
• Select the Right Yacht : Choose a yacht that fits your budget, group size, and desired amenities.
• Avoid common pitfalls: plan your budget, check reviews, and ensure the yacht meets your needs.

This guide gives you all the info you need to decide on your Caribbean sailing charters. Enjoy your journey and the beautiful Caribbean waters!

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Contact us to start a conversation about your dream vacation, and let us show you how we can help bring your vision to life through our exceptional yacht charter services.

Caribbean Sailing Charters

This stunning cruising ground is everything you would imagine and so much more. In the British Virgin Islands (BVIs), Caribbean sailing yacht charter guests can spend their days snorkelling vibrant coral reefs before visiting the famous Soggy Dollar Bar - known for its intoxicating Painkiller cocktail - for a night you’ll never forget.

Caribbean sailing charters.

A sailing holiday in the Windward Islands makes for a bounty of wild experiences; allow the scent of exotic spice to enchant you as splash in Grenada’s crystal-clear waters, or discover real island living in Barbados.

In the Leeward Islands, St Kitts promises rugged adventure while  Caribbean sailing holidays  to Antigua offer a chic escape complete with Michelin-Star cuisine. The unspoiled Grenadines are the place to come if you seek undisturbed relaxation, the most untouched of all the Caribbean island groups.

Oyster offers sailing yacht charters exploring every one of these blissful regions. Read on to learn more.

CRUISING GUIDE: CARIBBEAN SAILING YACHT CHARTERS

The best time to visit the Caribbean by sailing yacht charter is between December and April. Although the region is known for having a permanently glorious climate, averaging between 24-29°C/75.2-84.2°F all year round, a visit during these months offers lower humidity and less chance of rainfall. It also falls outside of the June-November hurricane season. You can expect temperatures of around 26°C/78.8°F and blissfully calm waters, perfect for bathing away your troubles or getting your heart racing with some exhilarating watersports.

Some of the most popular times for crewed Caribbean sailing yacht charters include the Christmas and New Year’s period and the Easter weekend when the islands fill up with festivities. You will discover more secluded sailing destinations and deserted beaches outside of these peak holidays, but the festive magic is hard to beat. The choice is yours...

Maximising your island-hopping experience onboard a Carribean sailing yacht charter allows you to explore every little bay that takes your fancy. Drop anchor by tiny secluded coves and discover deserted islands where you really can get away from it all.

For skippered Caribbean sailing holidays, look no further than Oyster. Our beautiful boats are light and spacious with luxurious furnishings that prioritise comfort without compromising on practicality. Large windows below decks mean you’ll be able to spot every single palm tree that dots the horizon, while our highly-professional crew come equipped with a local’s knowledge of every part of the Caribbean.

Explore this stunning region on one of our  luxury sailing yachts , or read on to learn about sailing the beautiful island groups of the Caribbean.

Sailing in the British Virgin Islands

An iconic cruising ground for Carribean sailing holidays, the BVIs are not to be missed. With nightlife that will have you dancing until dawn, seafood restaurants with fresh tuna and gin-clear waters offering perfect conditions for snorkelling and diving, this is the epitome of island living. Sail out to the caves at Norman Island to swim amongst exotic sea life and marvel at the vibrant colours. For charter guests who want nothing more than to lie on the sand and relax, cruise over to Anguilla, where the island’s flat topography makes for some truly phenomenal beaches. As the sun begins to set, head to The Rum Bar at Cooper Island, or for those who want to party all night, why not hop between the many lively bars on Jost Van Dyke.

The BVIs provide a delightful climate throughout the peak charter season: a perfect escape from the colder weather of the Northern Hemisphere.

Sailing in the Windward Islands

The Windward Islands deliver surprise after surprise on any Carribean sailing holiday, with each island full of its own unique character. St Lucia promises a vibrant history and rugged landscape - hike the Pitons for some truly incredible views across the islands and out to sea. Bequia is considered by some as the perfect Caribbean island, its difficult to get to by aeroplane meaning it has been protected from mass tourism, preserving all of its natural beauty. Glamourous Mustique is the favourite holiday spot of A-List celebrities and supermodels. However, despite its famous visitors, this three-mile haven is surprisingly low-key, with only one (extremely elegant) hotel on the island.

Authentic Caribbean living and jaw-dropping natural beauty await in the Grenadines - a 35-island region that lies within the Windwards. Snorkel in the Tobago Cays to meet friendly marine turtles and revel in the untouched landscape. Head to Mayreau for the wild nightlife and swim at best-kept-secret beach Salt Whistle Bay. Try your hand at kiteboarding on Union Island, and hang out with the locals in this laid-back set of villages. Caribbean sailing yacht charterers will love the variety of experiences that await in this cruising ground.

Head to the Windward Islands from December through to April to experience them at their best, with a multitude of fantastic events across all the islands. Look out for the Barbados Film Festival, now in its third edition and normally held in late January, or the lively Carriacou Carnival in mid-February. Also, visit in February to experience the yearly St. Vincent Yacht Club Regatta, or in March for the Saint Vincent’s Blues and Rhythms Festival.

Sailing in the Leeward islands

The Leeward Islands are famous for their good sailing winds, making them a must-visit destination for experienced sailors or those on skippered Caribbean sailing holidays, where the crew will guide your vessel while you simply relax. Head to Antigua, one of the most important superyacht hubs in the Caribbean, for unmatched glamour and a rich history. Don’t leave without touring Nelson’s Dockyard, the preserved 18th-century base of the British Fleet in the West Indies.

As the smallest landmass ever to be divided between two nations, St Martin/St Maarten offers a chance to experience both French and Dutch culture while revelling in the island’s majestic green peaks and crystal-clear waters. Heavenly St Barts has not one but fourteen gorgeous beaches at which to stretch out and do nothing or to get your pulse racing with some exhilarating water sports. Meanwhile, on St Kitts and Nevis, lose yourself in sugar plantation history at the UNESCO-protected Brimstone Hill Fortress National Park. This is an island group for those with an adventurous spirit, but it wouldn’t be a Caribbean sailing yacht charter destination without also being packed full of amazing beaches upon which you can soak up the sun.

In peak sailing season, the Leeward Islands offer the lowest humidity of all the Caribbean islands - perfect for keeping cool during those more challenging hikes - and temperatures average between 27°C/81°F and 35°C/95°F, ideal for lazy days on the beach.

Learn more about how to charter a sailing yacht in the Caribbean with Oyster. Discover  Oyster luxury sailing yachts for charter  or contact Oyster Charter Manager, Fiona McCarthy to begin planning your trip.

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Beginner's Guide to Yacht Charters: Choose a 2024 Award-Winning Destination

What appears in this article .

• Beginner’s Guide to Yacht Charters: Choose a 2024 Award-Winning Destination
• Navigare Yachting: Award-Winning Charter Company

Overview of Top Yacht Charter Destinations

What makes each destination ideal for island-hopping.

• Summary: Making the Right Choice

Beginner's Guide to Yacht Charters: Choose a 2024 Award-Winning Destination

Every sailor and island-hopping enthusiast can find their slice of paradise with our wide selection of destinations. Whether you prefer the stunning coastal landscapes of the Mediterranean or the white sandy beaches and vibrant culture of the Caribbean, it’s all within reach on a Navigare Yachting sailing getaway. 

Our 12 stunning yacht charter destinations are handpicked for their excellent sailing conditions and ideal weather suitable for beginners and seasoned sailors alike. In this article, we will focus on our 2024 Tripadvisor Travelers’ Choice Award-winning destinations in the Bahamas , the British Virgin Islands , Greece , and Croatia ( Trogir and Dubrovnik ).

Whether you are interested in a carefree bareboat charter with maximum freedom to explore the destination on your own or a skippered charter where you are guided to the most stunning locations by our professional crew, the choice is yours. Are you ready to explore some of the world’s highest-ranking yacht charter destinations to help you choose the best destination for your perfect island-hopping vacation? Let’s dive in! The list presented in this article is in no particular order. 

Navigare Yachting: Winner of Five 2024 Tripadvisor Travelers’ Choice Awards

This summer, we received the announcement that five of our destinations received the 2024 TripAdvisor’s Traveler’s Choice Award for the 5th consecutive year, thanks to our award-winning concepts and the hard work and dedicated service of our staff and crew members resulting in countless raving 5-star reviews.

Navigare Yachting offers an extensive fleet and exceptional service across these top yacht charter destinations. Whether you prefer a bareboat charter, a skippered yacht, or an all-inclusive luxury crewed experience , Navigare ensures a memorable, award-winning sailing vacation tailored to your needs. At the destinations listed below, Navigare has been consistently recognized for excellence and outstanding customer satisfaction year after year. 

Navigare Yachting’s 2024 Award-Winning Destinations:

• The Bahamas (Marsh Harbour)
• British Virgin Islands (Nanny Cay)
• Greece (Athens)
• Croatia (Trogir)
• Croatia (Dubrovnik)

The Bahamas

The Bahamas are renowned for their crystal-clear waters and stunning beaches, making them a top destination for yacht charters. With over 700 islands to explore, you can find secluded spots for relaxation or lively areas for activities. Some highlights include remote sandbars and the colorful, historic settlements in the Abacos. The close proximity to the US and affordable direct flights from the mainland makes it an easily accessible paradise for North American travelers.

The British Virgin Islands

Known as a sailing paradise, the British Virgin Islands offer easy navigation, consistent trade winds, and numerous anchorages, perfect for both experienced sailors and novices. The pristine beaches, vibrant marine life, and lively Caribbean culture create an idyllic setting for an unforgettable island-hopping experience. While the winter is considered the high season, BVI’s subtropical climate, moderated by trade winds, makes it an ideal sailing destination year-round. 

Croatia’s Adriatic coastline is dotted with historic towns like Dubrovnik and Split, offering a mix of ancient history and modern amenities. The calm seas and numerous islands make it a great destination for beginners. Navigare Yachting’s bases in Dubrovnik and Trogir provide easy access to different parts of this beautiful region. A one-way charter with Navigare, made possible by our dual charter bases, is an incredible way to maximize your sailing itinerary and explore a larger part of the Dalmatian Coast. 

Greece combines stunning scenery, ancient history, and vibrant culture, making it a fantastic yacht charter destination. Sail through the Aegean Sea to explore dramatic coastlines, crystal-clear waters, and charming villages. Whether you choose to explore the Cyclades or the Saronic Gulf, the Greek coastal landscapes won’t disappoint. Enjoy Greek local cuisine, hospitality, breathtaking nature, and ancient ruins as you island-hop your way through this historic land.

Each of these destinations offers unique experiences, scenic beauty, and a variety of activities that make them ideal for a yacht charter vacation. Let’s dive into what makes each of these destinations great for island-hopping, along with some things to keep in mind to help you decide your perfect sailing getaway. Note that these are only a few hand-picked reasons that make these destinations stand out as excellent sailing locations, but it’s far from an exhaustive list. 

What Makes It a Great Sailing Destination:

• Clear, Turquoise Water and Beautiful Beaches: The Bahamas are renowned for their crystal-clear waters and stunning beaches, including some of the most photographed sand bars and beaches in the world.
• Easily Accessible: Its close proximity to Florida, makes the Bahamas easily accessible for North American travelers. Flights are usually direct, inexpensive, and offered by almost all major North American airlines.
• Variety of Islands: With over 700 islands, the Bahamas is an island-hopping paradise. From the colorful, historic villages in the Abacos to the remote natural wonders of the Exumas, there is no shortage of islands to explore.
• Vibrant Marine Life: The Bahamas’ diverse marine life makes it an excellent destination for snorkeling and scuba diving. Marine explorers and vacationers have the opportunity to spot colorful fish, including clown fish, and other marine species such as conch, lobster, sea turtles, dolphins, sharks, barracudas, starfish, and a range of coral varieties.  
• Friendly Locals and Laid-Back Culture: The relaxed vibes, population of friendly locals, and laid-back Caribbean culture create the perfect setting for a stress-free getaway.
• Rich History: North America may not boast as many historical sites as Europe, but the Bahamas stands out from the crowd as a surprisingly historical destination. From the world-famous Elbow Reef Lighthouse, the only still standing lighthouse in the world run with kerosene, to the family-owned sail shop in Man-O-War Cay reflecting the island’s boat-building heritage, Bahamas will easily satisfy any history-loving traveler.

Getaway Planning Notes:

• The Bahamas can be crowded during peak season (Dec-March).
• Far away for European travelers

• A Sailing Paradise: Hands down one of the best sailing destinations in the world thanks to its ideal sailing conditions, low risk of extreme weather, and a subtropical climate that boasts warm temperatures year-round, the British Virgin Islands stands out as a sailing gem even next to its Caribbean neighbors.  
• Easy Navigation: Short distances between islands and protected waters make it ideal for beginner sailors. With consistent trade winds that keep the humidity low, a calm sea state, and overall predictable weather, the British Virgin Islands is a pleasant sailing destination that is well-suitable for both beginners and experienced sailors.
• Natural Beauty: Pristine beaches, vibrant marine life, and lush landscapes combine to create one of the most stunning Caribbean destinations.
• Plenty of anchorages and mooring spots: Whether you are looking for a secluded anchorage to spend a few hours swimming and snorkeling or a mooring ball to enjoy dinner onshore, you won’t have any trouble finding it. The BVI is full of beautiful anchorages and there is no shortage of mooring places, which reflects the islands’ rich boating culture.
• Vibrant Caribbean Culture: From vibrant carnivals and joyful festivals to the lively full moon parties at Trellis Bay, the people in the BVI know how to have fun! The BVI’s vibrant Caribbean culture is evident in the many celebrations throughout the year, such as Christmas in July and the Emancipation Festival, yet offers an easy-going and laid-back atmosphere ideal for a relaxing vacation.
• Authentic Cuisine: Watch the sunset paint the sky in a vibrant display of colors as the Caribbean spices fill the air. Try a freshly caught lobster at one of the seaside restaurants in Anegada. Seafood, such as Caribbean conch fritters and the Catch of the Day are dishes commonly served at restaurants throughout the BVI, but it is also easy to find classics such as pizzas, burgers, salads, and steaks with a Caribbean touch.  
• World-Famous Destinations: The BVI offers some world-famous must-see attractions, like The Baths, a beach where impressive rock formations form a maze and tidewater pools, or the famous dive sites the RMS Rhone, the Indians, and the Caves. Don’t forget to pay a visit to the Soggy Dollar Bar in White Bay and try the original Painkiller drink.
• The BVI can be crowded during the high season between December and March. During this time it can be challenging to find/reserve mooring balls.
• There is more seasonal likelihood of adverse weather in the late summer and early fall.
• Not as easily accessible as the Bahamas, but flights to the nearby USVI are affordable and the St. Thomas airport is only a short ferry ride away from the BVI. 

• Historic Coastal Towns: Croatia is so rich with history that no matter what town or island you visit, there will always be historical sites and museums to explore. Two of the most remarkable cities when it comes to history are the ancient cities of Split and Dubrovnik, whose history stretches back over a thousand years. The cities feature UNESCO World Heritage sites, ancient buildings, old cobblestone streets, fascinating museums, and more.
• Diverse Landscapes: Croatia's coastline is a breathtaking mix of diverse landscapes. Sail through the turquoise waters of the Adriatic Sea, and you’ll find yourself surrounded by secluded coves, dramatic cliffs, and pristine beaches perfect for swimming and sunbathing. Venture inland and you’ll discover lush green hills, rolling vineyards, and picturesque villages.
• Rich Culture: Croatian culture is a vibrant tapestry of Mediterranean, Central European, and Balkan influences, and this rich heritage is reflected in every aspect of life here. The local cuisine is a highlight, with fresh seafood, olive oil, and locally grown wines renowned worldwide. Traditional dishes like "peka" and "pašticada" offer a taste of the authentic flavors of the region. Croatian hospitality is another cornerstone of the culture—locals are known for their warmth and generosity, ensuring visitors feel welcome wherever they go.
• Diverse Experiences: The contrast between the peaceful, remote islands and the bustling port cities like Split and Hvar makes Croatia a truly dynamic destination where different types of travelers can find exactly what they are looking for. Whether you're seeking a peaceful escape or vibrant nightlife, Croatia offers it all.
• One-Way Charters: Since Navigare has two award-winning charter bases in Croatia, one in Trogir (Split) and the other one in Dubrovnik, we are able to offer charter guests the rare and incredible opportunity to charter one-way, meaning that you check in at one base and checkout at the other. With this setup, charter guests are able to explore a much larger portion of the Dalmatian Coast. Without the need to turn around and go back halfway through their trip, charter guests are able to visit almost twice as many islands during a one-way charter as they would on a traditional charter. 
• Some tourist locations in Croatia, and all around Europe, can be crowded during the summer. Finding a spot in the popular marinas can be more challenging during peak season.
• The Med sailing season runs from late April through early November.

• Ancient History: Greece is a paradise for history buffs, where every island you sail to has a tale rooted in ancient times. Imagine dropping anchor and stepping ashore in old coastal towns like Hydra where the absence of cars still makes donkey-drawn carriages one of the main means of transportation. The echoes of the past are everywhere, from the ruins of temples dedicated to gods of old to ancient theaters still standing proudly against the passage of time. Each destination offers a glimpse into a world that shaped Western civilization, making every stop on your journey a step back in time.
• Stunning Scenery: Besides a rich history, Greece is also famous for its breathtaking landscapes where dramatic coastlines meet crystal-clear water. Picture yourself sailing past towering cliffs that plunge into the deep blue sea, or anchoring in a secluded bay surrounded by rugged mountains and olive groves. The Aegean Sea offers a variety of stunning backdrops, from the white-washed buildings in Mykonos to the lush green hills above Kyparissi.
• Vibrant Culture: Greek culture is a lively blend of ancient traditions and modern hospitality, making every visit a rich and immersive experience. Whether you’re savoring a meal at a seaside taverna or joining in the festivities of a local festival, you’ll be welcomed with open arms. The Greeks are known for their friendliness towards visitors and this hospitality is evident in the warmth with which they approach people.
• Delicious Cuisine: Greek cuisine is a true reflection of the country’s rich cultural heritage, with dishes that are as varied as they are flavorful. Imagine dining on fresh seafood grilled to perfection, or indulging in traditional dishes like moussaka, souvlaki, and spanakopita. The Mediterranean diet, with its emphasis on fresh, local ingredients, is at its finest here. Don’t miss out on the chance to sample local delicacies like feta cheese, olives, and honey, all of which are integral to the Greek culinary experience. And of course, a meal in Greece isn’t complete without a glass of locally produced wine or a shot of ouzo to toast the day.
• Diverse Experiences: Similar to Croatia, Greece offers a wealth of experiences that cater to every type of traveler, making it a versatile destination that can be as relaxing or as adventurous as you wish. Whether you’re exploring the lively nightlife of Mykonos, discovering hidden coves on the quieter islands of the Cyclades, or hiking through the rugged terrain of the Peloponnese, Greece has something for everyone.
• Seasonal Meltemi winds in the Aegean can be challenging for beginner sailors.
• Popular islands can be crowded during the summer months, which can make it difficult to find docking spots in the marinas.
• Limited sailing season (May through October).

Choose Your Ideal Sailing Getaway

Choosing the right yacht charter destination for your ideal getaway depends on your preferences, sailing experience, and the type of vacation you envision. Here’s a quick summary to help you decide:

• The Bahamas: Famous for clear blue waters, excellent snorkeling, and close travel proximity to the US.
• British Virgin Islands: Perfect for easy navigation and smooth sailing. A boating paradise combined with a vibrant Caribbean culture.
• Croatia: Famous for historic coastal towns, calm seas, and stunning landscapes along the Dalmatian archipelago.
• Greece: A breathtaking Mediterrannean destination with ancient history, warm Aegean culture, delicious cuisine, and varied sailing routes.

Start Planning Your Sailing Adventure

Navigare Yachting offers yacht charters for all lifestyles and skill levels, ensuring an unforgettable experience tailored to your desires. Contact our team of charter experts today and start planning your perfect sailing adventure!

Navigare Yachting is a five-time 2024 Tripadvisor Travelers’ Choice Award winner . Since 2001, over 400,000+ charter guests have set sail with Navigare - it’s safe to say that your yachting adventure will be in capable hands. With 12 exotic locations worldwide, the possibilities are endless! Whether you're an experienced sailor or a first-time adventurer, Navigare Yachting opens up a world of exploration, discovery, and sailing that comes with complete peace of mind.

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