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Sailboat on caribbean sea
Sailboat on caribbean sea

Anguillan Sailboat Races

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The Experience

As the national sport of Anguilla, boating is deeply woven into the fabric of Anguilla’s culture and starting in 2002, the Anguilla Regatta pays tribute to traditional sailing on our Caribbean island. Beginning on Easter Monday, Anguilla's Class A Sailboat Racing Season begins, and will conclude on the last Sunday of August's annual carnival. Watch in awe as sailboats glide across the glittering turquoise waters of our island for a racing adventure to remember. All proceeds from the Anguilla Regatta fund the Anguilla Sailing Association, whose central purpose is to teach sailing to the young boys and girls of Anguilla.

Woman on sailboat

Beach at Anguilla

Woman sunbathing on sailboat


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