Fort Walton Beach-Okaloosa Island Sailing Charters & Tours

Set sail on a breathtaking Private Destin Sunset Sailing Cruise, where the emerald waters meet the painted sky. Relax aboard a luxury sailboat with a private captain, gentle sea breezes, and panoramic Gulf Coast views. As you glide across the water, experience the magic of a [sunset cruise on the water in Destin, Florida](https://www.tripshock.com/attractions/destin/sunset-cruises/ "sunset cruise on the water in Destin, Florida") watching the sun sink below the horizon in a dazzling display of colors. Perfect for couples, families, or special celebrations, this experience promises serenity, romance, and unforgettable memories. Book your Private Destin Sunset Sailing Cruise today and sail into the sunset in style!

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!

Spend a day among the wind and the waves in the heart of Destin, Florida. This Private Daytime Sailing Adventure gets you out on the Destin Harbor and beyond 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.

Experience the ultimate adventure in Destin with a Swim & Snorkeling Tour. 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!

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!

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!

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!

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.