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Caribbean Boating and Sailing

Sailing in the Caribbean is more than a sport – boating is also a means of transportation and a way of life. Whether you're looking for a day charter, renting a Sunfish for the day, or setting sail for some adventurous island-hopping, you've tied up at the right dock for your vacation or holiday!

Charting a Course for the Best Sailing in the Caribbean

If you plan to go sailing in the Caribbean, you have an idyllic vacation ahead of you. Whether you choose to borrow a small boat from your hotel or plan to rent a fully-crewed yacht and explore for a week or two, this is a chance to move at your own pace, surrounded by sea and sky. You'll be able to enjoy beaches and coves that landlubbers can't reach and to see the islands as Columbus did hundreds of years ago. The following islands offer some of the best sailing in the Caribbean.

Sailing Charters in the Caribbean and Bahamas

How to choose a sailboat charter company in the Caribbean.

Sailing Bermuda - Information on Sailing in Bermuda

Boats have cruised to or through Bermuda for hundreds of years, and it is one of the most popular offshore destinations for sailors on the US East Coast. Bermuda is also a frequent stop for boats sailing between the US or Canada and the Caribbean or Europe. As a destination, Bermuda is the finish line for classic sail races and attracts hundreds of American boats on cruising vacations.

Key West Cruising Destination - Sailing Key West

Key West is one of the great American cruising destinations for sailors. In the winter it is perhaps the best place to spend some time on your boat, with great marinas and anchorages and lots to see and do.

Sail Caribbean Teen Camps

Sail Caribbean offers a variety of instructional sailing camps in the British Virgin Islands, Leeward Islands, and Windward Islands.

Caribbean Sailing Association

Federation of sailing organizations in the Eastern Caribbean.

Island Hopping

By Caribbean travel author Stephen J. Pavlidis, a text-heavy guide to sailing the islands of the Bahamas, with up-to-date information on changing regulations, fees, and news about the marinas of the islands.

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