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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!

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Featured Sailing Charters & Tours in Destin

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Feb 15 - Feb 21
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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)
Air Controlled Cabin
Food/Drink Available
Kid Friendly (All Ages)
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Destin: Gulf Sailing Adventure Aboard a 45-Foot Beneteau Sailboat

4.9
(21)
2 - 4 Hrs.
Set sail for adventure on a stunning tall sloop, built for the ultimate open-water experience! Cruise the Emerald Coast, where dolphins, sea turtles, and coastal birds await. Feel the wind in your hair as our skilled crew hoists the sails, giving you an authentic, wind-powered voyage. Want to get hands-on? Learn the ropes with optional sailing instruction and take the helm yourself! Whether you're here to relax or dive into the thrill of sailing, this Destin excursion is one you won’t forget. Book now and let’s catch the breeze!
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Destin: Gulf Sunset Sailing Cruise for up to 6 passengers

4.5
(2)
2 - 4 Hrs.
Sail into the sunset on a private evening cruise, where the only sounds are the wind and waves. Whether you’re looking for a romantic escape or a family-friendly adventure, this tranquil sail offers the perfect way to unwind. Glide along the stunning Gulf Coast, taking in breathtaking views as the sun dips below the horizon. Extend the magic with a harbor light cruise or enhance your experience with chilled champagne or a gourmet charcuterie board. No crowds, no engines—just you, the sea, and unforgettable memories. Book your sunset sailing adventure today!
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Destin: Gulf Sail and Swim Adventure aboard a 45-foot Beneteau Sailboat

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3 - 4 Hrs.
Set sail for an unforgettable adventure along the stunning Emerald Coast. Cruise under billowing sails before anchoring in a secluded cove, perfect for a refreshing swim in crystal-clear waters. Discover the untouched beauty of Okaloosa Island’s sugar-white sandy beaches, accessible only by boat—an exclusive hidden gem. With no rush and plenty of time to relax, this experience is ideal for family outings or social gatherings. Bask in the coastal breeze, take in the breathtaking scenery, and enjoy a day of pure seaside bliss. A perfect blend of sailing, swimming, and relaxation awaits on this one-of-a-kind excursion.
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