• BVI Back to School Regatta

    Tortola Road Harbour, Tortola, Virgin Islands (British)
    Regattas in the Caribbean

    The Back to School Regatta is an annual youth sailing event hosted by the BVI Yacht Club in Tortola, British […]

  • BVI Virgin’s Cup and Willy T Race

    BVI , Virgin Islands (British)
    Regattas in the Caribbean

    The Virgin's Race is one of the longest-standing events in the Royal BVI Yacht Club calendar, with its inaugural edition […]

  • Keelboat Season Championship

    Regattas in the Caribbean

    The Grant Thornton Keelboat Season Championship brings together a series of key race days organized by the Sint Maarten Yacht […]

  • Saint Lucia Mango Bowl Regatta

    Regattas in the Caribbean

    The Mango Bowl Regatta is held annually by the Saint Lucia Yacht Club in Rodney Bay. This regional sailing event […]

  • Round Barbados Sailing Week

    Regattas in the Caribbean

    A historic and evolving sailing event Round Barbados Sailing Week is a key event in the Caribbean sailing calendar, taking […]

  • Mount Gay Round Barbados Race

    Regattas in the Caribbean

    The Mount Gay Round Barbados Race is a key event during Round Barbados Sailing Week, typically held in January. Here's […]

  • Grenada Sailing Week

    Carriacou
    Regattas in the Caribbean

    Grenada Sailing Week programme Grenada Sailing Week features six days packed of racing and shoreside celebrations across Grenada and Carriacou. […]

  • Manhattan Yacht Club Trophy

    Regattas in the Caribbean

    If you’re sailing around the BVIs in winter, there’s one event that always brings a smile to the local fleet: […]

  • RORC Caribbean 600 Race departure

    Regattas in the Caribbean

    The RORC Caribbean 600 Race is an annual sailing regatta that takes place in the Caribbean. Organised by the Royal […]

  • St Barths Bucket Regatta

    St Barths i
    Regattas in the Caribbean

    The St Barths Bucket Regatta is the world’s premier superyacht sailing event, bringing together the finest sailing superyachts, their owners, […]

  • BVI Spring Regatta and Sailing Festival

    Regattas in the Caribbean

    The BVI Spring Regatta is an annual sailing event that draws competitors and enthusiasts to the British Virgin Islands each […]

  • St Thomas International Regatta

    Regattas in the Caribbean

    The St. Thomas International Regatta, dubbed the “Crown Jewel of the Caribbean,” draws yachtsmen and yachtswomen from across the globe […]

  • Antigua Racing Cup

    Regattas in the Caribbean

    The Antigua Racing Cup caters specifically to performance-driven sailors, with courses, timings, and management fine-tuned for competitive equity and speed. […]

  • Antigua Classic Yacht Regatta

    Regattas in the Caribbean

    In the 1960s, classic yachts chartering in English Harbour challenged each other to informal races to Guadeloupe at season's end, […]

  • Antigua Sailing Week

    Regattas in the Caribbean

    The Antigua Classic Yacht Regatta offers a cruise-or-race format around Antigua, with a different overnight stop each evening. The point-to-point […]

  • Antigua – Bermuda Race

    Regattas in the Caribbean

    The 935-nautical-mile ocean race is organized by the Royal Bermuda Yacht Club in partnership with Antigua Sailing Week, with support […]

  • USVI International Optimist Regatta

    Regattas in the Caribbean

    Each year, Cowpet Bay becomes the hub of junior sailing excellence during the International Optimist Regatta. Over the course of […]