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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Oct 7 - Oct 13
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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 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 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 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 morePrivate Destin Dolphin, Sailing & Snorkel Charter (for up to 6 guests)
16 ratings
3 Hrs.
Don't miss an exciting day on the water in Destin, Florida. 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. 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! Get an up-close look at fascinating aquatic life like hermit crabs, dolphins, and colorful shells. Maybe even catch a few fish as you troll fishing lures while sailing along if you like. Book your trip today and make some memories to last a lifetime!
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 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 morePrivate 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!
Read moreDestin Dolphin, Sailing & Snorkeling Charter
28 ratings
3 - 4 Hrs.
Climb aboard your very own Destin Dolphin, Sailing & Snorkeling Charter and enjoy a day out on the sapphire-blue waters of Destin, Florida. Sail on a Stiletto 30-foot catamaran and see the area like never before, with the wind at your back. Have the opportunity to take in sights of the area marine life, snorkel and swim, and maybe even see a dolphin or two. Don't miss out, book your private charter today!
Read morePrivate Destin Catamaran Sunset Cruise
47 ratings
2 - 3 Hrs.
If you are looking for a beautiful way to end your day, this Destin Sunset Cruise is the perfect match for you! This cruise includes an experienced captain that will take you on an exclusive adventure aboard a Stiletto 30-foot catamaran. Experience the magic and romance of sailing at dusk as you sip, relax, and unwind while watching out for dolphins and other marine wildlife in the surf. Perfect for families, celebrations, or a date-night. Don't miss out on seeing the painted sky of another Destin sunset, book today!
Read more2 Hour Destin Day Sail
6 ratings
2 Hrs.
Hop aboard your very own 2 Hour Destin Day Sail and enjoy some time out on the aquamarine waters of Destin, Florida. Cruise around on a Stiletto 30-foot catamaran and see the area like never before with the wind steering your path. Take in the sights of marine life and maybe even see a dolphin or two. Enjoy the sounds of the sea birds and feel the wind in your hair. Perfect for families, celebrations, or romantic engagements. Don't miss out, book your sailing charter today!
Read morePrivate Gulf of Mexico Sunset Sail
33 ratings
2 Hrs.
Discover the relaxing beauty of an Emerald Coast sunset while sailing along on the gentle breeze. This Private Gulf of Mexico Sunset Sail offers guests a breathtakingly beautiful cruise around Destin and is the perfect way to spend your vacation. Cruise the waters of the Choctawhatchee Bay, Destin Harbor and Gulf and relax as you cast the what-ifs away. Witness dolphins jumping near and far and an unbeatable cotton candy sky as you enjoy this unique way to spend time with the love of your life or with your crew. A sunset sail on the waters off Destin is something you'll never forget. So, hop on the catamaran and sail off into the sunset today with this Private Gulf of Mexico Sunset Sail!!
Read moreDiscover Destin Private 3 Hour Swim & Sail
59 ratings
3 Hrs.
Experience Destin like never before. Get up close and personal with everything the exciting Emerald Coast has to offer with this Discover Destin Swim & Sail. Set out on this 30' Stiletto catamaran and soak up the rays and the sights around you as you cruise and snorkel 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 like sand dollars, blue crabs, seagrass beds, and many beautiful types of fish and colorful shells. You may also see star fish, sea turtles, and dolphins. Sail and snorkeling charters offer a great way to experience the amazing marine life and beautiful water. Don't miss the boat! Book Today!
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 4-Hour 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.
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