Caribbean

The Caribbean section covers sailing across the British Virgin Islands, the Bahamas, the Leeward and Windward chains, Martinique, Grenada, and the US Virgin Islands. Articles here pair route planning with seasonal context: when the Christmas winds blow hardest, how the trade winds shape a Sir Francis Drake Channel run, where to anchor in the Tobago Cays, and which regions stay south of the hurricane belt in summer. Browse our full inventory at yacht charter in the Caribbean.

BoatsCaribbeanDestinations

Mediterranean vs Caribbean: Which Yacht Charter Destination Should You Choose?

Deciding between a Mediterranean vs Caribbean yacht charter for your 2025 sailing holiday might feel like choosing between champagne and ...
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DestinationsCaribbeanCurated Routes

When Is The Best Time To Sail in the Caribbean?

Of course, you can head out to the Caribbean at any time that you like throughout the year, but the ...
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DestinationsCaribbean

Sailing the Caribbean: Embark on an Unforgettable Adventure in the Caribbean Sea

Sailing the Caribbean is a dream for many, offering a combination of breathtaking landscapes, crystal-clear waters, and rich cultural heritage. ...
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DestinationsCaribbeanCurated Routes

Best Sailing Trips in the Caribbean: The Best Routes You Have to Know

For many people around the world, the best sailing trips in the Caribbean are exactly what a holiday in paradise ...
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DestinationsCaribbean

Sail and Celebrate in the 10 Best Caribbean Party Islands

Borrow A Boat loves to party. We’ve previously covered the best party islands in the world and zoned in on ...
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DestinationsCaribbean

British Virgin Islands Route: A 7-Day Boat Trip in the BVI

The perfect winter holiday destination: The Best Sailing Route in The British Virgin Islands Sailing the Caribbean during winter has ...
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