Destin Sailing Charters & Tours
Destin sailing charter and tours let you set out to sea, soak in the stunning views, and enjoy the serenity of the open water. Whether it's a romantic sunset cruise or a fun day with friends, you'll experience Destin from a whole new perspective. For those looking to captain their own adventure, check out our Destin boat rentals and chart your own course to Crab Island and the Choctawhatchee Bay!
Featured Sailing Charters & Tours in Destin
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Mar 24 - Mar 30
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Private Trip
Swim Friendly
Cruise Only
Restroom
Captain Included
1-6 passenger
Half Day Trip (if duration 3-6 hour)
Kid Friendly
Morning Departure (5am-11:59am)
Afternoon Departure (12pm-4:49pm)
Evening Departure (4:49-11:59pm)
Food/Drink Available
Kid Friendly (All Ages)
482
Destin: Stiletto Catamaran Swim and Sail
5.0(59)
3 Hrs.
Experience Destin like never before with a Swim & Sail experience. Board a 30-foot Stiletto catamaran to cruise and snorkel at your own pace along the stunning Emerald Coast. Explore hidden beaches and encounter fascinating marine life, including sand dollars, blue crabs, sea turtles, and dolphins. This is your chance to immerse yourself in the beauty of the Emerald Coast, don't miss out! Book your [sailing charter in Destin](https://www.tripshock.com/attractions/Destin/Sailing/) today!
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391
Destin: Stiletto Catamaran Sunset Sail
5.0(34)
2 Hrs.
Experience the serene beauty of an Emerald Coast sunset on a Private Stiletto Catamaran Sunset Sail in Destin, Florida. Enjoy a breathtaking cruise around Destin, gliding through the Gulf, Choctawhatchee Bay and Destin Harbor. Relax as you let go of life’s worries and watch dolphins play against a stunning cotton candy sky. Whether with a loved one or friends, this unforgettable sunset sail offers a perfect vacation moment. Don’t miss your chance—hop on the catamaran and sail into the sunset today!
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375
Destin: Stiletto Catamaran Sailing Tour
5.0(22)
2 Hrs.
Experience Destin like never before. Get up close and personal with everything the exciting Emerald Coast has to offer with this Stiletto Catamaran Sailing Tour. Set out on this 30' Stiletto catamaran and soak up the rays and the sights around you as you cruise at your own pace. There are so many intriguing places to visit along the coastal beaches, places that cannot be reached by car. Nestled in these hidden treasures are places to explore and get an up-close look at fascinating aquatic life. Experience the amazing marine life and beautiful water. Don't miss the boat! Book today!
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482
Destin: Swim & Sunset Tour on the Sailing Moby
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3 Hrs.
Set sail on a Private Destin Swim and Sunset Tour in Destin, Florida aboard a luxurious 35-foot catamaran. Dive into the clear water at Crab Island, cruise around and sightsee the natural beauty of the Emerald Coast, and watch dolphins frolic in the water. End this adventure with a breathtaking sunset as the sky erupts in colors when the sun dips beyond the horizon. Perfect for a romantic evening or a family outing, this sunset cruise offers a unique experience. Book yours today!
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