About Calypso Charters

Our team at Calypso Charters Anguilla delivers the best in convenient, comfortable and professional charter boat services in Anguilla, St. Barth’s & St. Maarten/Martin.

We have offices in both Anguilla and in St. Maarten, where we are located at the newly completed dock facility, just moments from the airport. This new, air conditioned facility also houses immigration and therefore allows us to save almost thirty minutes off the transit time to Anguilla.

Whether you’re hosting large party of wedding guests, out for the day with friends or seeking romance or family fun, Calypso is able to custom tailor your experience by pairing you with a captain whose interests match your needs.


The Calypso Team

Our experienced captains love their jobs! Our captains were born in and live in Anguilla, and know the island and our neighbors. They’re proud and excited to share all the great things our island has to offer.


Chester Gardener
Captain
10+ yrs

Vince Hodge
Captain
5+ yrs

Craig Wallace
Captain
10+ yrs

Cody Wallace
Captain
9+ yrs

Calvin Carty
Crew
10+ yrs

Brad Hughes
Crew
1+ yrs
crew-tony-smith
Tony Smith
Crew
10+ yrs

The Calypso Fleet

The Calypso fleet has five powerboats, including some of the newest in Anguilla. Fully licensed and insured, our boats are professionally maintained and fully equipped with the latest navigational and safety equipment. We are proud to have a perfect safety record and proven reliability.

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