Beat The Crowds With Sunset Sail Key West
Private sailing for up to 12 people on your own private boat
Sunset Sail Key West
Welcome to Sunset Sail Key West, Key West's most versatile custom charter experience. With three beautiful vintage boats, great local captains and crew, and the pristine waters of the Florida Keys at our disposal, we're confident that we'll have everything you need to make your dream sail come true.
Three Vintage Boats
Our three classic boats are ready to take you sailing any time of day or night. With a great selection of private charters and a crew to take you away with the wind, we're your choice for an exclusive, custom sailing trip in Key West. Get to know our fleet here.
Get inspired with our most popular trips!
Private Sunset Sail
Groups of up to 12 on your own private yacht
Chillout Lilypad Sail
Swimcall! Jump into that beautiful aqua water
Key West Daysail
Sun, Sea and Summer Breezes for up to 12 people
Sunsets...It's kind of our thing...
Private Sailing All Day Long!