St. Barts (St. Barths or Saint Barthélemy) ranks among the Caribbean’s signature sailing destinations. No surprise that this legendary isle in the French West Indies is a host to high-profile yacht races. Among the best-known, without question, is the St. Barths Bucket Regatta.

This four-day, invitation-only race typically falls in mid-March, drawing sailing superyachts from all over the world. Inspired by a Nantucket event, it benefits greatly from the unique nature of the coastline of St. Barts: the coves and headlands, the reefs and offshore islets, and steady tradewinds.