Zip Yacht Events
Caribbean Yacht & Boat Events 2026–2027
The Caribbean is the main winter charter and racing destination for yachts from both sides of the Atlantic. The season runs roughly from December to May, outside hurricane season. Key hubs include Antigua (English Harbour and Falmouth), St. Maarten/St. Martin, St. Barths, the British and US Virgin Islands and the Grenadines. The charter shows open the season in December and the big regattas fill the spring.
Upcoming Caribbean events (Oct 2026 – Jun 2027)
| Event | Type | Dates | Location | Link |
|---|---|---|---|---|
| Antigua Charter Yacht Show | Charter Show | Dec 4 – 9, 2026 ✓ Verified on official site | Nelson's Dockyard, Antigua | Official site |
| RORC Caribbean 600 | Regatta | Feb 22, 2027 (start) ✓ Verified on official site | Antigua | Official site |
| St. Maarten Heineken Regatta | Regatta | Mar 4 – 7, 2027 ✓ Verified on official site | St. Maarten | Official site |
| St Barths Bucket Regatta | Superyacht Regatta | Mar 17 – 21, 2027 ✓ Verified on official site | Gustavia, St. Barthélemy | Official site |
| BVI Spring Regatta & Sailing Festival | Regatta | Mar 29 – Apr 4, 2027 ✓ Verified on official site | Nanny Cay, Tortola, BVI | Official site |
| Les Voiles de Saint Barth Richard Mille | Regatta | Typically mid-April — 2027 dates TBA Dates TBA | Gustavia, St. Barthélemy | Official site |
| Antigua Sailing Week | Regatta | Apr 21 – 25, 2027 ✓ Verified on official site | English Harbour, Antigua | Official site |
Dates checked October 2026 against each organizer’s own site. Organizers change dates; always confirm before you travel.
Caribbean events: common questions
When is yacht charter season in the Caribbean?
The main season runs from about December through April or May. It starts with the Antigua Charter Yacht Show in early December and ends before hurricane season begins in June.
What are the biggest Caribbean regattas?
Major events include the RORC Caribbean 600 (February), the St. Maarten Heineken Regatta and the St Barths Bucket (March), the BVI Spring Regatta (late March to early April) and Antigua Sailing Week (April).
Is there a superyacht regatta in the Caribbean?
Yes. The St Barths Bucket is the best-known superyacht regatta in the region. The 2027 edition runs March 17–21 in Gustavia.