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The Best Caribbean Sailing Adventures

Our Top Choices of the Best Caribbean sailing adventures, a region where sailing enthusiasts head out to enjoy exploring many exotic islands on a short itinerary, either on a bare boat or crewed charter.

Caribbean sailing adventure

courtesy Virgin Island Sailing, Ltd.

Many of the Caribbean sailing adventures have successfully accommodated passengers from 4 to 80 years old, with no strenuous requirements for age or physical capacity. The most important thing is a passengers attitude and flexibility.

World's Best BeachesBest Beaches

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The recommendations and listing of sailing charter operators is provided for our viewers Information. We have no business relationship with any of the listings and do not receive any income from having their listing appear on our web site. Viewers are also advised to carefully check out their programs to ensure they are still viable entities and will meet your needs before contracting with them.

The Best Caribbean Sailing Adventures

Belize - Has the western hemisphere's largest barrier reef, second only to Australia's great barrier reef. This region is known for it's pristine beauty and diversity of marine life. Explore many of the famous cayes, atolls and old lighthouse lagoons.
Belize Sailing Charters
Placencia, Belize, C.A.
+ 501-523-3138
They have a wide variety of catamaran and mono hulled sailing ships from 30' to 65' with 3-5 day itineraries. Both bare boat and crewed charters are available with optional private sailing instruction.

Islands of British Virgin Islands, Bahamas, Belize, Canoaun & The Grenadines, St. Lucia, St. Martin and Grenada.
The Moorings
93 North Park Place Boulevard
Clearwater, FL 33759
They offer Bareboat Yacht Charters, Luxury Crewed Yacht Charters, and Powerboat Charters.

British Virgin Islands -
Footloose Yacht Charters
93 North Park Place Blvd City:
Clearwater, FL

Offers bareboat and captained sailboat vacations.

Where To Stay

Chabil Mar
Placencia, Belize
An full service, exclusive resort with a restaurant and Bar, two infinity pools, private beach and pier, full concierge services'

The Inn On The Bay
Marigot Bay, St. Lucia
located on top of a peninsula overlooking Marigot Bay and the Caribbean Sea, far away from fashionable boutique hotels and all-inclusive tourist resorts.

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Discover the world's top sailing destinations to experience an out of the ordinary vacation to exotic locations while enjoying the the thrill of a ship's surge as a fresh wind fills the sails.
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