Destin Sailing

Set sail for Choctawhatchee Bay, Destin Harbor, and Gulf of Mexico on an incredible Destin, Florida sailing excursion. From leisurely cruises to exhilarating adventures, discover the magic of open waters with expert crews guiding your voyage. Learn to sail, learn about the boats, or just simply kick back and enjoy the brilliant aquamarine waters of the Emerald Coast.

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Feb 3 - Feb 9
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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)
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Destin Gulf Sunset Sailing Cruise

1 rating
2 - 3 Hrs.
Set sail on this Gulf Sunset Sailing Cruise in Destin, Florida. Relax on the top deck of this 45-foot Beneteau Sailing Yacht as you feel the Gulf breeze in your hair. Cruise the emerald water of the Gulf Coast as you take in the natural beauty around. Keep an eye out for the playful dolphins swimming beneath the water and jumping above the waves. Witness the sun set beyond the horizon as the sky erupts in an array of colors. Create lifelong memories with family and friends and experience a sunset like never before! Book your Destin Gulf Sunset Sailing Cruise today!
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Private Gulf of Mexico Sunset Sail

34 ratings
2 Hrs.
Experience the serene beauty of an Emerald Coast sunset on a Private Gulf of Mexico Sunset Sail. Enjoy a breathtaking cruise around Destin, gliding through 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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Discover Destin Private 3 Hour Swim & Sail

59 ratings
3 Hrs.
Experience Destin like never before with Discover Destin Swim & Sail. 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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Private Destin Sunset Sailing Cruise

28 ratings
2 Hrs.
Don't miss a stunning cotton candy [sunset cruise on the water in Destin, Florida](https://www.tripshock.com/attractions/destin/sunset-cruises/ "sunset cruise on the water in Destin, Florida"). Set sail on a 35 foot catamaran cruise and enjoy the fresh salt air around you as you watch the sun disappear into the endless horizon. Let your captain take your worries away as you relax, enjoy the sunset, and watch dolphins play in the surf! Don't miss a gorgeous way to say goodbye to the day on this Private Sunset Sailing Cruise from Destin!
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Discover Destin Private 2 Hour Sail

22 ratings
2 Hrs.
Experience Destin like never before. Get up close and personal with everything the exciting Emerald Coast has to offer with this Discover Destin Sail. 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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Private Destin Dolphin, Sailing & Snorkel Charter (for up to 6 guests)

16 ratings
3 Hrs.
Set sail on a 35-foot catamaran cruise and enjoy the fresh salt air around you as you and up to 5 of your closest friends or family members watch as the sun dances on the waves in Destin, Florida. Let your captain take the helm as you relax, take a dip, hang out at Crab Island, enjoy some snorkeling, and watch pods of dolphins play in the surf! Maybe even catch a few fish as you troll fishing lures while sailing along if you like. Book your trip today!
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Private Sunset and Swim Sailing Charter

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3 Hrs.
Set sail on a Private Destin Sunset and Swim Sailing Cruise 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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