Sailing in the Caribbean

Your Caribbean Sailing Destination Guide

The Ultimate Caribbean Sailing Destination List

The Caribbean is made up of more than 700 islands. The tropical climate makes this region of the world a desirable sailing destination. In general, the Caribbean is a popular vacation, retirement and honeymoon destination and one seasoned and newbie sailors should not miss.

If you’re looking to set sail in the Caribbean we’ve outlined some of the most popular destinations below:

  • Anegada, British Virgin Islands
  • Antigua
  • Baliceaux,  Grenadines
  • Bettowia,  Grenadines
  • Barbuda
  • Bequia, Grenadines
  • Bonaire, Caribbean Netherlands
  • Carriacou, Grenadine
  • Cienfuegos, Cuba
  • Coral Bay, US Virgin Islands
  • Eleuthera, Bahamas
  • Fajardo, Puerto Rico
  • Grand Cayman, Cayman Islands
  • Great Guana Cay, Bahamas
  • Grenadines
  • Jose Van Dyke, British Virgin Islands
  • Le Marin, Martinique
  • Le Robert, Martinique
  • Luperon, Dominican Republic
  • Marsh Harbour, Bahamas
  • Mayaguana, Bahamas
  • Mustique, Grenadines
  • Nanny Cay, British Virgin Islands
  • Nassau, Bahamas
  • Nevis
  • Palm Island, Aruba
  • Petite Martinique,  Grenadines
  • Road Town, British Virgin Islands
  • Rock Sound, Bahamas
  • Savan, Grenadines
  • Saint Martin
  • Saint Vincent
  • Saline Island, Grenada
  • Tobago
  • Tortola, British Virgin Islands
  • Union Island, Grenadines
  • Virgin Gorda, British Virgin Islands

Newbie to sailing? No worries. We’ve got you covered. Check out our sailboat charter list for some key information. We recommend narrowing your sailing charter to one of these destinations below. Sailing at these locations is an important part of the economy. You’ll be in good company and can learn the ropes with the professionals.

The British Virgin Islands

The British Virgin Islands are a sailing starting point. The mountainous coast is a sight to be seen from the deck of your own boat rental or yacht charter. The British Virgin Islands offer a destination for every type of cruiser. Check out the islands of Jose Van Dyke, Nanny Cay and Road Town.

St. Vincent and the Grenadines (The Windward Islands)

A rich French-English-Creole heritage awaits for you on the islands of St. Vincent and the Grenadines. The most popular islands here are St. Lucia and St. Vincent. If the thought of being without the sight of land scares you, this is your destination. The proximity of the islands ensures land won’t ever be out of sight.

The Bahamas

There is a reason that the Bahamas are one of the top boating destinations in the world. Its climate is ideal and the culture is still in-tact. Don’t be turned off by the idea of tourists and cruise passengers. There are plenty of more secluded islands to meet your boat rental or yacht charter needs, including Rock Sound, Mayaguana and Marsh Harbour.


Bonaire is an island municipality of the Netherlands just off the coast of Venezuela. The small island is riddled with reefs and abundant wildlife, where Flamingos and donkeys are a common sight. The Bonaire National Marine Park is protected and allows visitors to get a taste of the unique desert-like atmosphere. It’s a great sailing spot of a unique adventure off the beaten path.

St. Thomas

Right next door to the British Virgin Islands, the U.S. Virgin Island of St. Thomas offers more of the beautiful Caribbean views. You’ll take in the green of the palm trees, the blue of the ocean (or, wait was that the cloudless sky?) and the white sandy beaches. St. Thomas is easily accessible by the mainland and is a popular world-wide sailing destination.

Plan Your Sailing Adventure with Boatsetter

Boatsetter makes access to the Caribbean easy. With just the click of a few buttons you can be on your way to confirming a boat rental or yacht charter in any one of the Caribbean sailing destinations above. At Boatsetter we know one thing: boats. We’re experts and can help you find and secure the sailing adventure of your dreams.

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