Caribbean Regatta Charter

St. Thomas International Regatta yacht charter with boatbookings

Caribbean Regatta Charter Calendar 2020/21

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!


November 14 2020 - Nanny Cay Round Tortola

December 31 2020 - Nelson’s Pursuit Race at Antigua Yacht Club

January 31 2021 to 5 February 2021- Grenada Sailing Week @ Grenada Sailing Association 

February 19 2021 - Antigua 360 RTI Race @ Antigua Yacht Club

Feb 22 to 26 2021 - RORC Caribbean 600 @ Antigua Yacht Club

March 4 to March 7 2021 - St. Maarten Heineken Regatta @ St. Maarten Yacht Club

March 5 to March 8 2021 - St. Croix International Regatta @ St. Croix Yacht Club 

March 18 to March 21 2021 - St. Barths Bucket Regatta

March 25 2021 - STIR Round St. John’s Race @ St. Thomas Yacht Club

March 29 to April 4 2021 - BVI Spring Regatta & Sailing Festival @ Royal BVI Yacht Club

March 30 to April 6 2021 - Antigua Classic Yacht Regatta @ Antigua Yacht Club

April 11 to April 17 2021 - Les Voiles de St. Barths @ St. Barths Yacht Club

April 24 2021 - Peters & May Round Antigua Race @ Antigua Yacht Club

April 25 to April 30 2021 - Antigua Sailing Week @ Antigua Yacht Club

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 @ 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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