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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Dec 23 - Dec 29
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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)
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!
Read moreDiscover 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!
Read morePrivate 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!
Read more6 Passenger Private Day Time Sailing Cruise
96 ratings
2 - 4 Hrs.
Climb aboard an authentic sailing cutter for an experience to remember on this Private Sailing Tour in Destin, Florida. Cut through the clear water of the Destin Harbor and along the stunning Emerald Coast spotting dolphins, sightseeing, and enjoying the warm salty breeze. An entertaining tour guide and sailing captain will teach you all about the history of the area as you explore. Put some wind in your sails and customize your private sailing tour today! Book yours now!
Read moreDiscover 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!
Read more4 Hour Private Daytime Sailing Adventure
14 ratings
4 Hrs.
Spend a half day among the wind and the waves in the heart of Destin, Florida. This Private Daytime Sailing Adventure gets you out on the water to see the gorgeous Emerald Coast your way. Let your captain take the helm as you relax, take a dip, enjoy some snorkeling and watch pods of dolphins play in the surf! Book your private trip today and make some memories to last a lifetime.
Read morePrivate 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!
Read moreDestin Gulf Sailing Adventure
21 ratings
3 Hrs.
Explore the Emerald Coast in style on 45-foot Beneteau Sailboat in Destin, Florida. Enjoy an authentic sailing experience from the deck aboard your own private sailing yacht. Sit back and feel the warm Destin breeze, see dolphins play in the water, and unwind as you sip on your favorite beverage. Don't miss out on the beautiful sights of the Destin Harbor, book your Destin Gulf Sailing Adventure today!
Read more6 Passenger Private Sunset & Fireworks Sailing Cruise
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3.5 Hrs.
Climb aboard an authentic sailing cutter for an experience to remember on this Private Sunset & Fireworks Sailing Cruise in Destin, Florida. Cut through the clear water of the Destin Harbor and along the stunning Emerald Coast spotting dolphins, sightseeing, and enjoying the warm salty breeze. Take in the sky as it erupts in color as you witness the breathtaking sunset. As the sky darkens, enjoy a firework show as your entertaining tour guide and sailing captain will teach you all about the history of the area as you explore. Put some wind in your sails and customize your private sailing tour today! Book yours now!
Read more5 Hour Swim, Sail, & Snorkel Charter
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5 Hrs.
Experience the ultimate adventure in Destin with a Swim, Sail, & Snorkel Charter. Relax as your captain takes the helm, allowing you to enjoy a customized adventure. Dive into the clear water at Crab Island, snorkel among vibrant marine life, and watch dolphins play in the surf. This charter offers personalized tours based on your preferences. Perfect for family fun or a relaxing day out, this Destin charter is your ticket to an unforgettable experience on the emerald water of the Gulf Coast. Book your ultimate Destin water adventure today!
Read moreDestin 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!
Read more6 Passenger Private Sunset Sailing Cruise
1 rating
2 - 3 Hrs.
Climb aboard an authentic sailing cutter for an experience to remember on this Private Sunset Sailing Cruise in Destin, Florida. Cut through the clear water of the Destin Harbor and along the stunning Emerald Coast spotting dolphins, sightseeing, and enjoying the warm salty breeze. Take in the sky as it erupts in color as you witness the breathtaking sunset. An entertaining tour guide and sailing captain will teach you all about the history of the area as you explore. Put some wind in your sails and customize your private sailing tour today! Book yours now!
Read more6 Passenger Private Swim & Sail Adventure
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3 Hrs.
Climb aboard an authentic sailing cutter for an experience to remember on this Private Swim and sail adventure in Destin, Florida. Cut through the clear water of the Destin Harbor and along the stunning Emerald Coast spotting dolphins, sightseeing, and enjoying the warm salty breeze. An entertaining tour guide and sailing captain will teach you all about the history of the area as you explore. Put some wind in your sails and customize your private sailing tour today! Book yours now!
Read more6 Hour Swim, Sail, & Sightseeing Charter
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6 Hrs.
Discover the best of Destin with a Swim, Sail, & Sightseeing Charter. Relax as your captain takes the helm, allowing you to enjoy a customized adventure. Dive into the clear water at Crab Island, snorkel among vibrant marine life, and watch dolphins play in the surf. This charter offers personalized tours based on your preferences. Perfect for family fun or a relaxing day out, this Destin charter is your ticket to an unforgettable experience on the emerald water of the Gulf Coast. Book your ultimate Destin water adventure today!
Read more