Swim, Sail, & Sunset Charters

Set sail from the Destin Harbor and explore the Choctawhatchee Bay and the Gulf of Mexico via one of the Destin sailing charters below. These excursions vary in price & activity, ranging from from swim and sail adventures to sunset sails aboard private chartered sail boats. Cruises can accommodate groups of up to six and start at two-hour ventures. Experiencing the Gulf waters from a sailboat is a unique and captivating adventure. So why not indulge yourself with a private sunset sail on the Gulf of Mexico and enjoy the cool warm breeze as you take in the awe inspiring sights of the sun disappearing into the Gulf? Consequently, it’s a trip you won’t soon forget. These Destin sailing charters are top-rated. Therefore, you can’t go wrong. Browse through these trips to find your perfect charter. But don’t wait until your vacation to book a trip because these do sell out.

Private Gulf of Mexico Sunset Sail

6 Passenger Private Catamaran Sailing Charter in Choctawhatchee Bay

Private Sailing Adventures (6 Person) Departing From the Harbor

Sailing Cruise Aboard The Daniel Webster Clements

Discover Destin Private 3 Hour Swim & Sail

Discover Destin Private 2 Hour Swim & Sail

Swim & Sail Aboard the Daniel Webster Clements

Alternatively, check out one of our dolphin sightseeing tours here!