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  • Bequia Easter Regatta

    Bequia Easter Regatta

    Bequia , Saint Vincent and the Grenadines

    Yacht racing, traditional double-enders, model and coconut boat races, food and music in Admiralty Bay. Dates provisional.

  • Festival Del Mar

    Festival Del Mar

    Anguilla

    Anguilla's Easter seafood and boat-racing festival at Island Harbour. Dates provisional (Easter weekend 2027).

  • BVI Spring Regatta & Sailing Festival

    BVI Spring Regatta & Sailing Festival

    Tortola, BVI , Virgin Islands (British)

    A week of racing from Nanny Cay: the Sailing Festival first, then three days of the Spring Regatta, with a family festival day on April 3.

  • Oyster Regatta Antigua

    Oyster Regatta Antigua

    Antigua , Antigua and Barbuda

    Oyster Yachts' owners' regatta at Nelson's Dockyard.

  • St. Thomas International Regatta (STIR)

    St. Thomas International Regatta (STIR)

    St. Thomas, USVI , Virgin Islands (U.S.)

    The Crown Jewel of Caribbean Yacht Racing, hosted by St. Thomas Yacht Club. Dates confirmed by STYC.

  • Three Sheets Regatta

    Three Sheets Regatta

    St. Thomas, USVI , Virgin Islands (U.S.)

    A three-island regatta linking St. Thomas, St. John and St. Croix.

  • Les Voiles de St Barth Richard Mille

    Les Voiles de St Barth Richard Mille

    St. Barthélemy , Saint Barthélemy

    A week of high-level racing around St. Barth for maxis, racers and performance cruisers.

  • Antigua Classic Yacht Regatta

    Antigua Classic Yacht Regatta

    Antigua , Antigua and Barbuda

    Classic and traditional yachts race off Antigua's south coast, with the Parade of Classics in Falmouth Harbour.

  • Antigua Sailing Week

    Antigua Sailing Week

    Antigua , Antigua and Barbuda

    The grand finale of the Caribbean season: five days of racing from Falmouth Harbour with nightly prize-givings, food and concerts.

  • West Indies Regatta Festival

    West Indies Regatta Festival

    St. Barthélemy , Saint Barthélemy

    Traditional Caribbean wooden boats race and trade in Gustavia, with a craft market, food, concerts and a family day.

  • Petite Martinique Whitsuntide Regatta

    Petite Martinique Whitsuntide Regatta

    Petite Martinique, Grenada , Grenada

    Traditional boat racing and community festival on Petite Martinique over the Whitsun weekend. Dates provisional (Whitsun 2027).

  • Carriacou Regatta Festival

    Carriacou Regatta Festival

    Carriacou, Grenada , Grenada

    The Grenadines' oldest regatta: traditional work-boat and sloop racing from Hillsborough, with beach games and music. Dates provisional (expected July 30–Aug. 2).