Enjoy Relaxing Sailing Adventures on the Beautiful Choctawhatchee Bay!

The 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.

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sailing adventures

destin sailing



Sail and Dolphins Watch 3 Hours 

Come enjoy some time on the water with us as we look for dolphins, manatee’s and maybe even a shark or two! Relax on our beautiful sailboat and soak in the sun. This day cruise, is offered all week, start times may vary depending on the date you wish to sail with us. As we don’t provide refreshments on this cruise you are invited to pack and bring a cooler with drinks and snacks. Alcohol is permitted for those over 21 years of age, but not is provided. Please be aware that due to strong currents we are not able to let you swim on this trip.


Wine and Cheese Sunset Cruise 3 Hours 

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.

Departing every evening this is is perfect way to enjoy a relaxing romantic evening on the water. An ALL ADULT 21 and over cruise allows you to enjoy the beauty and tranquility of this very special experience. During this cruise, guests are encouraged to relax or can join in the sailing experience and help to raise the sails. Our delicious wines and cheeses are selected and paired each evening. For you beer lovers we do have a selection available as well.


Fireworks Wine and Cheese Sunset Cruise   4 Hours 

Thursday Evenings June 6th through August 16th

Join us for our ADULTS ONLY 21 and Over Fireworks Wine and Cheese Cruise sailing on the beautiful Choctawatchee Bay. This spectacular display over the water is a truly breathtaking site and you will definitely have the best seats in the house! . Our delicious wines and cheeses are selected and paired each evening. For you beer lovers we do have a selection available as well.


Private Cruises

We would love to help plan your private cruise aboard the Nathaniel Bowditch. We are available for all types of events Corporate, Rehearsal Dinners, Weddings and Parties. We can provide a fully catered sail for up to 24 guests with the dates and times determined by your needs. Please call us to discuss times, pricing and catering options. Join us on the water for a truly memorable experience.




We are located behind the Fudpuckers restaurant at 1318 Miracle Strip Pkwy in Fort Walton. Our blue trailer is 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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