Enjoy Relaxing Sailing Adventures on the Beautiful Choctawhatchee Bay!

Experience the rare opportunity to cruise aboard a classic sailing schooner as the wind fills the sails, carrying you into the sunset and returning to Okaloosa Island as the harbor lights twinkle and darkness falls.



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sailing adventuresThe Nathaniel Bowditch is a 54’, two-masted, traditionally rigged schooner. This schooner is perfect for beautiful sunset cruises on the Choctawhatchee Bay. We encourage all of our guests to help in the raising of sail and steering the boat, under the captain’s supervision. Many times during the cruise will may encounter dolphins, turtles, sharks, and manatee as well as other marine life. The sunsets are magnificent and are even better on evenings after a storm, while clouds are still in the sky.

destin sailingOur cruises depart each evening from Okaloosa Island in Fort Walton Beach, Fl. Our three hour excursions take a different route each evening and offer two different sunset cruises.

The first cruise is offered Monday, Tuesday and Wednesday evenings and is a BYOB cruise. For this cruise, you are encouraged to pack and bring a cooler with drinks and snacks. Alcohol is permitted for those over 21 years of age, but not is provided. In fact, we do not sell or provide anything on this trip, in the way of, food and drink. You must bring your own. Children 6yrs and older are welcome; however, children 5 yrs and under are not recommended. There simply isn’t enough to keep them occupied and many will cry, rendering the trip unpleasant to those seeking a quiet evening out.

Our second cruise type is a 3 hour wine and cheese cruise departing from Fort Walton Beach on Thursday, Friday and Saturday evenings. This is an ALL ADULT 21 and OLDER Cruise. During this cruise, guests are encouraged to help raise sail, and are provided with 9 different wines and 7 or so cheeses, from all over the world. Our wines and cheeses are selected and paired each evening to make the perfect Wine and Cheese Cruise experience.


We are located behind the Fudpuckers restaurant at 1318 Miracle Strip Pkwy in Fort Walton. We do our ticket from a blue trailer located behind the restaurant. Please come to the Right hand window 30 min prior to ticket time to check in, even if you have reserved online with a credit card.

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