Caribbean
Yacht Charter & Sailing Vacations

Where to go • When to go • What you should know • How to Book

A Caribbean yacht charter is a sailor’s paradise: beautiful weather, turquoise waters, perfect beaches (and many coves and caves), an abundance of coral reefs, a diverse mix of nationalities and cultures, and for us sailors – consistent winds. The”Wider Caribbean” covers over 1.06 million square miles, including 13 states, 17 territories, over 7,000 islands, and approximately 9% of the world’s coral reefs. A lifetime of sailing exploration exists in the Caribbean. The Caribbean is truly a year-round sailing destination with average temperatures ranging between 75 and 85 degrees F.  Contact us for more information regarding the best times to go to specific locations (including the charter options and pricing available).

  • High season:  December – March $$$$
  • Shoulder seasons: October – November and April -May $$$
  • Hot and humid evenings exist June – September $$. Air conditioning is recommended for sleep comfort.

Caribbean Yacht Charter Bases and Top Sailing Destinations

Where to go on a Caribbean sailing vacation?

NauticEd are Caribbean yacht charter agents who’ve sailed extensively in the Caribbean – and we can book a sailing vacation for you in any of these locations. The “where to go” answer begins with: out of the only 100 or so inhabited islands, there are 12 charter bases scattered around the Caribbean.  The majority (10) are in the Lesser Antilles, a string of islands that follow a mostly volcanic island arc beginning with Virgin Islands (Spanish, US, and British) to South America. Additional charter bases include the Bahamas and Belize.

Scroll below for location information or use the map to jump to a yacht charter base.

Scroll below for Caribbean yacht charter locations.

Bahamas

Discover your inner pirate as you explore the Bahamas.  Gorgeous beaches that go for miles and miles with not a sole on them (except you).  Uninhabited isles.  Picture perfect tropical paradise.  Nature and wildlife.   Swimming Pigs. Fishing and snorkeling.  Discover the Exuma archipelago or opt for the Abaco Out Islands as you island-hop in crystal clear water.

Bahamas - Exumas Sailing Vacation Guide

Bahamas – Exumas Sailing Vacation Guide

A complete guide for discovering the “Cruising Uptopia” on a sailing vacation and charter in the Bahamas and Exuma Islands.  Sailing requirements, weather, must see & do, and more…

Go to Bahamas & Exumas Sailing Vacation Guide ›

Abacos Bahamas yacht charter

Bahamas – Abacos Sailing Vacation Guide

A complete guide for discovering the “Boating Capital of the Bahamas” on a sailing vacation and charter in the Bahamas and Abacos Islands.  Sailing requirements, weather, must see & do, and more…

Go to Bahamas – Abacos Sailing Vacation Guide ›

Spanish Virgin Islands (SVI)

The well-kept secret of the Spanish Virgin Islands provides unspoiled islands with beaches, marine life, and natural charm.  Sail to Vieques, Culebra, and Culebrita to enjoy ultimate relaxation while soaking in the sun and Spanish Caribbean culture. The SVI is like what you would imagine the BVI was 20 years ago.

Puerto Rico Yacht Charter and Sailing Vacation - Heart and Soul of the Caribbean

Spanish Virgin Islands – Puerto Rico Sailing Vacation Guide

A complete guide for discovering the “Heart and Soul of the Caribbean” on a sailing vacation and charter in the Puerto Rico and the Spanish Virgin Islands.  Sailing requirements, weather, must see & do, and more…

Go to Spanish Virgin Islands – Puerto Rico Sailing Vacation Guide ›

U.S. Virgin Islands (USVI)

With something to offer everyone onboard, the USVI is a popular sailing destination for good reason.  National parks, white beaches, fancy dining, colorful marine life, beach bars, and more…there’s plenty to do on land and on sea in the USVI.

US Virgin Islands Sailing Vacation Guide

A complete guide for discovering the “American Paradise” on a sailing vacation and charter in the US Virgin Islands.  Sailing requirements, weather, must see & do, and more…

Go to USVI Sailing Vacation Guide ›

British Virgin Islands (BVI)

The world’s premier sailing destination, the BVI, also known as “Nature’s Little Secret” offers perfect sailing conditions, laid-back Caribbean style, natural beauty and sights, and lively beach bars and restaurants.  Plenty to see and do, the BVI makes for a great first-time and family-friendly charter vacation.

British-Virgin-Islands-boat-anchored

British Virgin Islands (BVI) Sailing Vacation Guide

A complete guide for discovering the “Sailing Capital of the World” on a sailing vacation and charter in the British Virgin Islands (BVI).  Sailing requirements, weather, must see & do, and more…

Go to BVI Sailing Vacation Guide ›

Saint Martin

Explore two islands at once on a St. Martin Yacht Charter.  This French and Dutch island offers a blend of island hopping, secluded coves, lively bays, snorkeling, shopping, and fantastic cuisine.  A short sail away are the gorgeous and quaint islands of St. Barts, St Kitts, and Nevis. The best in Caribbean cruising with a European flair.

Saint Martin

St. Martin Sailing Vacation Guide

A complete guide for discovering the islands of St. Martin.  Sailing requirements, weather, must see & do, and more…

Go to St. Martin Vacation Guide ›

Antigua and Barbuda

With 365 beaches, one for every day of the year, Antigua (and its sister island Barbuda) makes for a fabulous yacht charter destination.

ANTIGUA 365 BEACHS

Antigua – Barbuda Sailing Vacation Guide

A complete guide for discovering Antigua and Barbuda.  Sailing requirements, weather, must see & do, and more…

Go to Antigua & Barbuda Sailing Vacation Guide ›

Guadaloupe

Chartering around the French butterfly island of Guadeloupe offers stunning bays, superb snorkeling, tropical rainforests, and volcanic scenery. With an abundance of anchorages and within short distance to other islands such as the quaint Iles Des Saintes, Guadeloupe makes for a fantastic family-friendly or romantic charter destination.

Guadeloupe yacht charter

Guadeloupe Sailing Vacation Guide

A complete guide for discovering the French Creole archipelago “Butterfly Island” of Guadeloupe.  Sailing requirements, weather, must see & do, and more…

Go to the Guadeloupe Sailing Vacation Guide ›

Martinique

The good life with French flair, Martinique provides plenty to do (or not do) on a sailing vacation. With its laid-back lifestyle, abundant nature, French shopping and cuisine, this “Island of Flowers” epitomizes Caribbean beauty. Oh, and the Croissants are to die for.

Martinique Sailing Vacation Guide

Martinique Sailing Vacation Guide

A complete guide for discovering “La Belle Vie” on a sailing vacation and charter in Martinique.  Sailing requirements, weather, must see & do, and more…

Go to Martinique Sailing Vacation Guide ›

Saint Lucia

St Lucia, also known as the  “Jewel of the Windwards” has been described with the headline “Simply Beautiful” for good cause. With breathtaking views, blended cultures, and the iconic twin peaks of the Pitons, St. Lucia makes an amazing stand-alone charter or a hub to head north towards the leeward islands or south towards the Grenadines.

St. Lucia

St. Lucia Sailing Vacation Guide

A complete guide for discovering “Jewel of the Windwards” on a sailing vacation and charter in Saint Lucia.  Sailing requirements, weather, must see & do, and more…

Go to St. Lucia Sailing Vacation Guide ›

Saint Vincent & the Grenadines

With over 32 islands and cays, St. Vincent and the Grenadines offers one of the most beautiful cruising grounds. From St. Vincent, sail to and stop at Bequia, Mustique, and Mayreau. Don’t miss Tobago Cays! Explore the diversity of marine life, culture, nature, and more in this often-isolated archipelago.

St. Vincent & Grenadines Vacation Guide

A complete guide for discovering islands and cays on a sailing vacation and charter in St. Vincent and the Grenadines.  Sailing requirements, weather, must see & do, and more…

Go to St. Vincent & Grenadines Vacation Guide ›

Grenada

The Spice Island of Grenada is the most southern of the Windward Islands. Whether you spend a week around Grenada or head north to the Grenadines, a yacht charter in Grenada is perfect for nature lovers and beach-goers. Enjoy the chocolate from locally grown cacao,  but for heaven’s sake don’t eat the Manchineel apples.

Grenada Grenada Yacht Charter and Grenada Sailing Vacations

Grenada Sailing Vacation Guide

A complete guide for discovering  the “Spice Island” on a sailing vacation and charter in Grenada.  Sailing requirements, weather, must see & do, and more…

Go to Grenada Sailing Vacation Guide ›

Belize

Belize us – Belize is heavenly! Located in the western Caribbean in Central America, Belize is home to the world’s second-largest coral reef.  A yacht charter in Belize offers an opportunity to explore a beautiful series of remote paradise islands loaded with white sandy beaches and surrounded by crystal clear warm Caribbean water.

Belize - South Water Blue Marlin beach resort

Belize Sailing Vacation Guide

A complete guide for discovering  the “Jewel” on a sailing vacation and charter in Belize.  Sailing requirements, weather, must see & do, and more…

Go to Belize Vacation Guide ›

A CARIBBEAN SAILING VACATION SOUNDS AMAZING!
I’D LIKE TO…

NauticEd are expert Caribbean yacht charter agents. We don’t charge you a fee and can more than likely save you money on all your sailing vacations. We search the world’s databases for over 8,000 yachts in 55 destinations. We give expert advice on where and when to go – likely, we’ve been there. Make an inquiry and book your sailing vacations through NauticEd Sailing Vacations.

Latest Caribbean Posts

St Martin Featured image

St. Martin Flotilla – March 2025

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Catamaran Vacation Training in Puerto Rico

Join NauticEd for an exclusive Catamaran Vacation Training event in the stunning waters of Puerto Rico, and discover a world of excitement and learning like never before.

Boat:  Saba 50.  This stunning large Fountaine Pajot Catamaran has plenty of space inside and out.  3 cabins (double occupancy) are reserved for students/guests; each guest cabin has its own ensuite bathroom.  One cabin is for the Instructional Skipper and one is reserved for the host/chef.

Participants:  Sailors looking to gain experience and informal training while on vacation as well as their significant others (or friends).  Those wanting to learn will have ample opportunity to learn the intricacies of catamaran chartering while those wanting to relax can easily find a relaxing space to kick back and enjoy and good book, cruise the waters via SUP, or simply enjoy a tasty libation on board.
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Kids swimming on best family-friendly charter destinations

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Whether the sailing adventure is bareboat or captained - everyone will have fun discovering the best family-friendly charter destinations.
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Sailing in the the US Virgin Islands provides a plethora of beaches with white sand and clear warm Caribbean water - explore the best USVI beaches.
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Image of a beautiful sandy beach and blue waters in the US Virgin Islands

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When you’re traveling around the US Virgin Islands (USVI) on a sailing charter, there’s a whole lot to enjoy.
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Yacht Charter in Saint Martin

Recently, our Client Michael L. and friends went a Yacht Charter Saint Martin for a 1-week yacht charter on a Lagoon 42 ft Catamaran. We asked Michael to do a write-up of the area and his vacation.
April 14, 2021/by Grant Headifen

US VIRGIN ISLANDS-THE NEW HOTSPOT FOR YACHT CHARTERS

We recently interviewed Jim and Kristi Query, the owners of Virgin Islands Yacht Charters. We wanted to talk about their under-recognized sailing destination - the US Virgin Islands.
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BVIChartBriefing

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The interactive maps are kept current and the British Virgin Islands Interactive Maps and Chart Briefing for yacht charterers gives a good round-up of information and what to expect down there when you go.
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Sailing Itinerary for Spanish Virgin Islands, Puerto Rico

Wow – I mean who would have thunk it? Why do people fly right…
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Last updated on March 27th, 2024