Caribbean Regatta Charter

Caribbean Regatta Yacht Charter - the beauty of the tall ships!

Caribbean Regatta Charter - Experiencing Sailing in Paradise!

If you haven't succumbed to the allure of Caribbean regattas yet, let us help you decide.

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 is unrivalled in our opinon. If regattas arent your thing but the destination appeals to you follow this link!

Caribbean Regatta Season

Janury 27- 31 - Port Louis Grenada Sailing Festival

March 7-8 - Tobago Carnival Regatta

A radical regatta in Pigeon Point Heritage Park, Tobago, with droves of wind surfers, Bum Boats, young optimists and traditional sailors all taking part in one grand regatta.

February 11-13 - St Croix International Regatta

One hundred percent of the funds raised during the all-volunteer St. Croix Yacht Club Hospice Regatta will go to support the end-of-life medical needs of St. Croix residents, regardless of their ability to pay.

February 21 - RORC Caribbean 600

A 605 mile offshore race around the Caribbean Leeward Islands starting & finishing in Antigua. Organized by the Royal Ocean Racing Club in association with the Antigua Yacht Club

Gorgeous Catamarans in St Martin
Stunning St Martin!

March 3-6 St Maarten Heineken Regatta

This 30 year old Caribbean classic regatta offers a unique cocktail of fun and serious racing.

March 24-27 - St. Barth's Bucket

This is an invitational regatta open to yachts over 100’. You can buy seats on spectator boats, or charter a yacht to watch these beauties compete.

March 25-27 - St Thomas International Rolex Regatta

Always the 4th weekend in March, this regatta offers sailors 3 days of competition and shoreside fun.

Gorgeous sailing in the Caribbean
Approaching the Bitter End

March 28 - April 3 - BVI Spring Regatta & Sailing Festival

Warm water, hot racing in the beautiful British Virgin Islands.

April 4-9 - Les Voiles de St. Barth

The inspiration for “Les Voiles de Saint Barth” is to create a regatta for beautiful sailboats to navigate in a festive spirit.

April 24-29 - Antigua Sailing Week

One of the premier sailing regattas in the world, Antigua Sailing Week welcomes participants from around the globe each year competing for the chance to win this prestigious race.

Contact us!

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 for me

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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