Sailing & Regattas

It's always regatta season

They're as abundant as the cocktails that flow freely after the sun and sails have set. Regattas bring island neighbors together and showcase local color to sailors from around the globe. You'll find regattas in Antigua, Bonaire, Guadeloupe, The BVI's, Curacao, and St. Maarten and St. Martin. Click below to visit our friends at All at Sea and find a a complete calendar listing of regattas.

More about the 2014 regatta season here.

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Club Nautico de San Juan International Regatta winners named.

The 11th Club Nautico de San Juan International Regatta (CNSJIR) was held in San Juan, Puerto Rico. Sailors from six islands and countries took home trophies. 2012 winners included U.S. and British Virgin Islands as well as Puerto Rico.

Read more here.

Antigua Sailing Week

Antigua Sailing Week began in 1967 with only ten boats, and has grown to over 200 entries each year. The week is the last event in the Caribbean Sailing Calendar, where the competitors in the Big Boat series compete for the ultimate prize.

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Rolex Regatta makes waves in St. Thomas

Out on the sea the competition is fierce, but from shore it’s a seasonal spectacle that punctuates the scenery in St. Thomas. The International Rolex Regatta means it’s fun on the island.

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Feature Stories

Learning to sail in the BVI

Understand, the three of us have collectively lived in the Virgin Islands for more than 40 years. So why would we book a learn to sail trip on a 32-foot sailboat in hurricane season? Click for more.

Rolex Regatta a splendid spectacle in St. Thomas

Competition is fierce, but from shore it’s a seasonal spectacle that punctuates the scenery in St. Thomas. The International Rolex Regatta means it’s spring on the island. Click for more.

Heineken Regatta sets sail in St. Maarten

St. Maarten's Heineken Regatta has become a world-class sailing festival, which attracts international sailors and sailing fans. Click for more.

BVI Spring Regatta and Sailing Festival

The annual BVI Spring Regatta and Sailing Festival signals spring in the BVI. Click for more.

Megayachts

Some of the most exquisite sail and motor yachts in the world are available for charter in the Caribbean. They range from restored classic yachts steeped in history, to state of the art motoryachts conceived by cutting edge designers. Click for more.

Antigua Sailing Week

Antigua Sailing Week began in 1967 with only ten boats, and has grown to over 200 entries each year. Click for more.

Competition and compassion mark St. Croix Yacht Club's Hospice Regatta

Two dramatically different days of weather, two rainbows, five dolphins and 66 entries marked the St. Croix Yacht Club Hospice Regatta, which raised funds and awareness for hospice on St. Croix, at the St. Croix February 19 to 21. Click for more.