“Our aim is taking care of all your cruising needs”

Calypso Sailing was established in 1988 in the beautiful Florida Keys. With locations in both Key Largo and Key West, Calypso Sailing specializes in luxury sailing vacations on a range of Leopard Catamarans, both bareboat and Captained. Their monohull sailing charters can take groups of 6 to 38 on day, sunset and overnight trips.