Given the exquisite sailing in and around the British Virgin Islands, there are a number of sailing events and regattas held throughout the year. Often the bareboat chartering services offer trips that participate in these regattas.
Your participation can be that of a spectator or a participant. Trips may be arranged with an experienced captain in your boat who actively guides your participation in a race, or, of course, there are a number of these events where you and your crew can be an entrant as an active participant in an appropriate class in one of these regattas.
The most significant of these sailing events is the British Virgin Islands Sailing Festival and Spring Regatta, which typically happens around the end of March. Sailors of every skill level arrived from around the world, often chartering boats, to participate in this event.