Key West Sailing

Come on, relax and enjoy the seas and sunny skies on a Key West Sailing Charter. It’s about the nicest way we can think of to spend the day while on vacation in the Southernmost City.

Key West sailing is as good as it gets, year round. We have warm sub-tropic weather, sea breezes to fill your sails, and spectacular scenery. There are yacht races in wintertime, and sailboat cruises year-round. Try your hand at sailing aboard a small Sunfish rental. Or be part of a crew on a large historic schooner. If you want total luxury, just get yourself on a dinner sailboat cruise, with sunset views!