Sailing in Barbados – Your Ultimate Caribbean Sailing Guide
Discover the Best Sailing Experiences in Barbados
Barbados is a world-class sailing destination, offering warm Caribbean waters, steady trade winds, and breathtaking coastal scenery. Whether you're looking to charter a yacht, learn to sail, participate in exciting regattas, or find the best anchorages, Barbados has something for every sailor.
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Our guide to Sailing in Barbados will help you navigate everything from boat rentals and sailing courses to racing events and yacht clearance procedures.
Sailing for Visitors – Learn, Rent and Explore
If you’re visiting Barbados and want to get on the water, you’ll find a variety of sailing options, including:
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Yacht & Boat Rentals – J/24 Bareboat and Jeanneau 32 and Prout Snowgoose 37 catamaran skippered charters available
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Learn to Sail – Interactive Day Sails and ASA-certified sailing courses for beginners to advanced sailors
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Liveaboard Courses – Experience full-time sailing while getting certified or earning your bareboat captain license
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Adventure Sailing – from Interactive Day Sails on cruising or racing yachts to island hopping
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Leisure Sailing – Sunset cruises and snorkeling trips with open bar and lunches for different budgets (Cool Runnings, Calabaza Cruises, Silver Moon Barbados


International Sailing Races and Regattas in Barbados
Barbados is home to some of the most exciting regattas in the Caribbean, attracting sailors from around the world. Major events include:
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Barbados Sailing Week – Featuring the Mount Gay Round Barbados Race, 2 days of Coastal Racing, Wingfoiling, Kitesurfing and Junior Dinghy Regatta.
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Windward 500 - Offshore Race that navigates between various Windward Islands, covering a distance of approximately 500 nautical miles.
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Windies Multihull Trophy – Top-level multihull Caribbean competition includes Barbados as one of the destinations where multihulls can earn their points during the racing season.
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Visiting Yachts – Mooring, Clearance & Clubs
Sailing to Barbados? Here’s what you need to know about clearing customs, where to dock, and yacht services:
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Entry & Clearance Procedures – Customs, immigration, and fees
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Best Mooring & Anchorages – Carlisle Bay (contact us to reserve mooring)
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Marinas – Port St. Charles, Shallow Draught (in preparation), Port Ferdinand
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Yacht and Sailing Clubs offering special memberships and discounts for Visiting Yachts – Barbados Yacht Club (BYC) & Barbados Cruising Club (BCC)
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Yacht Services & Provisions – Marine repair, sailmakers Undercover, Doyle​
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Sailing for Barbados Residents – Train, Sail, Race or Get Certified
If you live in Barbados or stay long term and want to get into sailing or improve your skills, here’s how you can get started:
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Sailing Schools & Certifications – ASA-certified courses for all levels for adults
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Youth Sailing Programs – Learn to sail from a young age with Set Sail or Barbados Sailing Association
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Centerboard boat, Keelboat & Catamaran Training – Find the right course for you
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Joining a Sailing Club or Racing Team – Get involved with the local sailing community, Start your basic training, join Barbados Yacht Club or Barbados Cruising Club and offer skippers that are looking for crew nice sandwiches!
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Local Sailing Races and Regattas
Barbados has a rich Dinghy and Coastal Sailing Racing Calendar throughout the year.
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Organized by Barbados Sailing Association and their volunteers, supporting by sailing training business such as Set Sail and Wet & Salty Sailing School.
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Sailing Calendar 2025 can be found here.
