Event· Anguilla· Leeward Islands

Anguilla Regatta

18° 12.0′ N · 63° 5.7′ W · approximate

A three-day May regatta celebrating traditional sailing and boat racing, started in 2002. Proceeds fund the Anguilla Sailing Association, which teaches young Anguillians to sail.

Practical

Coordinate approx: Road Bay, the island's yacht hub; courses and race HQ are not published in the sources consulted. The regatta's own website could not be reached in October 2026, so confirm that this year's edition is running, and its dates, before planning around it.

Best for

Racing with the local sailing community in May

Season

May