Family must do!
12/2/2023
Had the most amazing day with Captain Perry! The catamaran was super spacious for our entire family,...
Calypso Watersports
(11)
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99701 Overseas Hwy
Key Largo, FL 33037
Calypso Sailing, founded in 1988, offers luxury sailing vacations on Leopard catamarans from its Key Largo and Key West locations.
Specializing in day, sunset, and overnight sailing adventures in the Florida Keys, Calypso Watersports provides unforgettable experiences on the crystal-clear waters of the region.
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Reviews
5.011 reviews
Family Sailing adventure
3/9/2023
We chartered the boat Leopard 40 Aurora and a few weeks later the 45 leopard Sippin Pretty. Both bo...
Key West Sailing Adventure!
8/2/2022
Hubby and I chartered a 40' sailing catamaran for a week from Calypso Watersports. Suzanne was a gre...
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