Held each April in English Harbour, the Classic Yacht Regatta celebrates wooden and classic sailing vessels from around the world in one of the most visually stunning nautical events in the Caribbean. Gaff-rigged schooners, vintage wooden sloops, and elegant classic yachts race against the backdrop of Nelson’s Dockyard. The event combines racing with an atmosphere of heritage, seamanship, and Caribbean festivity — a remarkable contrast to the high-tech boats of Sailing Week.