With racing events by day and shoreside live music, local food, and rum drinks by night, the BVI Spring Regatta & Sailing Festival is a highlight of regatta season in the Caribbean. The festival, which takes place March 27 through April 2 in 2017, counts five races that will appeal to casual spectators, boating enthusiasts, and advanced sailors alike. The route for the main event, the three-day regatta, passes through some of the British Virgin Islands’ most picturesque locations, including Virgin Gorda, Tortola, and Peter Island. No boat to call your own? No problem. Single-day or multi-day boat charters are readily available—just make sure to book in advance.