Caribbean Regatta Charter

Caribbean Regatta Charter Calendar 2021/22

If you haven't succumbed to the allure of Caribbean regattas yet have a look at whats available below, give us a call and we can take you through it!

The season is underway and there are still yachts available that you can charter to be in the middle of some of the most amazing regattas in the world. Test the waters and have an adventure, regardless of your experience! The adrenaline, excitement, and reward of racing are unrivaled in our opinion. If regattas aren't your thing but the destination appeals to you follow this link!


October 23 2021- Willy T Virgin Cup @ Royal BVI Yacht Club

November 13 2021 - Nanny Cay Round Tortola

December 31 2021 - Nelson’s Pursuit Race at Antigua Yacht Club

January 30 2022 to February 4 2022 - Grenada Sailing Week @ Grenada Sailing Association 

Feb 21 to 25 2022 - RORC Caribbean 600 @ Antigua Yacht Club

March 3 to March 6 2022 - St. Maarten Heineken Regatta @ St. Maarten Yacht Club

March 17 to March 20 2022 - St. Barths Bucket Regatta

April 15 to April 17 2022 - St. Croix International Regatta @ St. Croix Yacht Club 

March 24 2022 - STIR Round St. John’s Race @ St. Thomas Yacht Club

March 28 to April 3 2022 - BVI Spring Regatta & Sailing Festival @ Royal BVI Yacht Club

March 30 to April 4 2022 - Antigua Classic Yacht Regatta @ Antigua Yacht Club

April 17 to April 23 2022 - Les Voiles de St. Barths @ St. Barths Yacht Club

April 30 2022 - Peters & May Round Antigua Race @ Antigua Yacht Club

April 30 to May 6 2022 - Antigua Sailing Week @ Antigua Yacht Club

October 22 2022- Willy T Virgin Cup @ Royal BVI Yacht Club

November 12 2022- Nanny Cay Round Tortola

December 31 2022 - Nelson’s Pursuit Race @ Antigua Yacht Club


Boatbookings has a regatta specialist that knows these races well and can find you the right yacht for your purposes. If you're interested in sailing in or attending one (or more) of these regattas, please contact us and we'll recommend the best boat for you.

Suggest Yachts

See our Caribbean Yacht Charter Guides in these destinations: The BVI (British Virgin Islands) | The Windward Islands | Antigua | Grenada | Guadeloupe | Martinique | Spanish Virgin Islands | St Barths | Anguilla | St Martin/Maarten | St Lucia | St Vincent and the Grenadines | US Virgin Islands - St Thomas, St John, St Croix

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 We'd love to contact you by email about yachts, destinations and offers. Do tick this box if you are happy for us to do so.

Charter destinations
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