Key West Sailing Charters

Experience the beauty and wonder of an unspoiled tropical paradise without ever leaving the Continental United States. Our Key West sailing charter destination is located minutes from all the downtown Key West attractions and Duval Street night life, yet a short sail away from pristine reefs, underwater nature preserves, and uninhabited island locations such as the stunning and secluded Marquesas. Kayak, paddle board, and snorkeling excursions will open to you the offshore beauty offered only in the Florida Keys. Our native Floridian staff knows how to find the best activities on land or at sea, to guide you as you plan a unique and customized getaway.

Key West Sailing Charter location

Our Key West Sailing Charter Fleet

Seawind 1190 Sport

Pepper Love

Seawind 1190S

3 Cabins | 2 Heads


Nautitech 40 Open

3 Cabins | 2 Heads
Nauti Life Catamaran

Nauti Life

Lagoon 450F

4 Cabins | 4 Heads
Honu Kai Catamaran

Honu Kai

Seawind 1260

3 Cabins | 2 Heads
Go Slow Catamaran

Go Slow

Seawind 1160 Lite

3 Cabins | 2 Heads
Seven Day Weekend Catamaran

Seven Day Weekend

Seawind 1160 Lite

3 Cabins | 2 Heads