BVI Spring Regatta & Sailing Festival
BVI Spring Regatta & Sailing Festival takes place Mar 29 - Apr 4, 2027 (Sailing Festival first, then the three-day Spring Regatta) in Nanny Cay, British Virgin Islands. The dress code is Tropical casual and swimwear; laid-back beach-party dress throughout, with a shirt for the prize-giving at most. Typical cost ranges from 400 to 3500 EUR per person.

Hosted from Nanny Cay on Tortola, this is the Caribbean circuit's most charter-friendly regatta, with racing among the Sir Francis Drake Channel islands in steady trades and unusually flat water. It opens with a cruising-style Sailing Festival before the main three-day regatta, so crews can sail the whole week without being racers. The beach and bar at Nanny Cay do the rest.
- When
- Mar 29 - Apr 4, 2027 (Sailing Festival first, then the three-day Spring Regatta)
- Where
- Nanny Cay, British Virgin Islands
- Dress code
- Tropical casual and swimwear; laid-back beach-party dress throughout, with a shirt for the prize-giving at most.
- Cost
- Typical cost ranges from 400 to 3500 EUR per person.
- Weather
- 27C, warm and sunny with steady 15 - 20 knot trades and flat water in the Sir Francis Drake Channel
- When to book
- Bareboat charters for regatta week go by the previous autumn and Nanny Cay rooms earlier still - book 6 - 9 months out
- Getting there
- EIS (Tortola Beef Island), 35 min to Nanny Cay; or STT (St Thomas) plus a 45 min ferry
- Where to stay
- Peter Island Resort (grand, on its own island across the channel), Nanny Cay Resort & Marina (on site, in the middle of everything), Long Bay Beach Resort, Tortola (quieter north-shore alternative)
- Official site
- https://bvispringregatta.org
How to attend
The Nanny Cay Marina hub hosts open beach parties and live music, with some events ticketed cheaply. Watch racing from Nanny Cay and Tortola's south-coast beaches. To sail, enter your own boat through bvispringregatta.org or charter from the BVI's very large bareboat fleet, since the major charter companies are all based here and regularly supply regatta entries. Crew places are advertised on the regatta site and in BVI cruising forums from the new year.
The Nanny Cay beach parties and racing viewpoints are open to anyone who turns up; the official site takes boat entries and payments from competitors only.
Insider tip
The opening Sailing Festival days are a cruising-style passage series around the islands and are far easier to join on a chartered boat than the main regatta - it is the best route to actually sailing rather than watching.
Get inside BVI Spring Regatta & Sailing Festival
Booking matters here: bareboat charters for regatta week go by the previous autumn and Nanny Cay rooms earlier still - book 6 - 9 months out. Members track that window, what it really costs, and 573 more events across the season.
Free while in beta. One email when your invitation is ready, nothing else.