This regatta has become a Caribbean institution, raced every March in some of the world's finest sailing superyachts. Pleasure, enjoyment and camaraderie are key, rather than glory - the original prize was indeed a nearby bucket

Around a month after the RORC Caribbean 600, this is a keenly contested multinational regatta that attracts some of sailing's biggest names to open the Caribbean's spring regatta season

With more races than any other Caribbean regatta, this five-day event attracts yachts from across the Caribbean and beyond to compete in the champagne sailing conditions that are these islands' signature

A carnival starting in late June with steelpan shows and building to a crescendo with parades, parties and costumes to mark Emancipation Day (3 July) and Independence Day (4 July)

In November some of the world's finest international chefs arrive in St Barth to celebrate local produce and elevate it to Michelin-starred standards. Expect gastronomic fireworks

A 12-day festive celebration on St Croix that includes Christmas Day, Christmas Second Day (26 December), New Year's Eve (or Old Year's Day) and New Year's Day. Expect extravagantly dressed revellers and parades

Music, parties and the very best of times reverberate around this island heaven on New Year's Eve. When midnight comes, Fort Oscar and the whole of Gustavia sparkles with spectacular fireworks