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.
- Easter Monday | April 18, 2022 | The opening day of the boating season begins with a Class A sail boating race starting from Sandy Ground
- Anguilla Day | May 30, 2022 | A vibrant celebration highlighted by a round-the-island boat race beginning in Sandy Ground
- Whit Monday Boat Race | June 6th, 2022
- August Monday | August 1, 2022 | A national holiday in Anguilla kicks off with an epic boat race at Sandy Ground followed by a beach party
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