Fort Walton Beach-Okaloosa Island Private Captained Charters

Enjoy a private, captain-led day on a luxury Barletta Cabrio Switchback Pontoon Charter in Destin. Cruise from Fort Walton Beach through scenic waterways, spotting dolphins along the way, before anchoring at the famous Crab Island. Relax in waist-deep, crystal-clear water, float on the lily pad, or paddleboard around the sandbar. With spacious seating and a unique sunbathing lounge, this experience is perfect for families, couples, or groups. Customize your trip with an optional Destin Harbor cruise or simply unwind and soak up the vibrant atmosphere for an unforgettable day on the water. Book today!

Experience the ultimate Gulf deep sea fishing adventure with local, tournament-winning captains. From family-friendly trips to hardcore offshore excursions, guests can enjoy reef fishing, trolling, and deepwater big game action. After departing the marina, the crew catches or purchases live bait before heading to productive fishing grounds in search of trophy fish. Qualifying charters include tackle, bait, licenses, ice, water, and fish cleaning. With a focus on safety, conservation, and fun, the crew provides expert guidance and a laid-back atmosphere while helping guests chase the fish of a lifetime. Book today and experience the thrill of Gulf fishing firsthand!

Enjoy a relaxing day on the water aboard a spacious Harris Sunliner 240 Pontoon Charter with comfortable quad lounge seating and double Bimini tops for extra shade. Cruise to Crab Island, swim in crystal-clear waters, and unwind with paddleboards and a lily pad included. This private, customizable experience is perfect for up to 10 guests—ideal for families, friends, or anyone looking to explore Destin in comfort while enjoying a mix of scenic cruising and laid-back fun. Book today!

Embark on an unforgettable Private Crab Island Adventure departing from Fort Walton Beach, Florida, aboard a spacious 34-foot party barge. Dive into fun with 20-foot aqua lily pads and a variety of watersports toys and floats, ensuring endless excitement on the water. Experience the perfect blend of adventure and relaxation as you navigate the sparkling water of Destin's renowned Crab Island. Keep your eyes peeled for marine life as you explore this vibrant underwater world. Join for a thrilling aquatic escapade that promises fun and excitement for all ages. Book your private experience today!

Cruise Florida’s Emerald Coast in style on this Private Pontoon Charter from Fort Walton Beach, Florida. Your captain will guide you through Choctawhatchee Bay, past Okaloosa Island and Gulf Islands National Seashore, anchoring in the shallow turquoise water of Crab Island where floating docks and a lily pad await. Spot dolphins, unwind in the sun, or explore the Destin Harbor. Customize the trip to do what you want to do. Perfect for families or groups looking for a custom coastal adventure. Book your private pontoon charter now!

Experience the beauty of Destin, Florida's emerald water and the famous Crab Island sandbar aboard a Private Tiki Pontoon Boat for up to 15 passengers. Perfect for bachelorette parties, family gatherings, birthdays, or individuals seeking relaxation. Indulge in the stunning scenery while unwinding on deck. Dive into the crystal-clear water, explore marine life, or simply soak up the sun. Join this unforgettable journey to Crab Island, where relaxation and enjoyment meet the natural splendor. Book your tiki charter today!

Whether you’re looking to relax in the sun, float with friends, or enjoy the vibrant sandbar scene, this Crab Island charter has you covered. Lounge on floats or in the shallow sandbar water — perfect for soaking up the sun and good vibes. Explore the clear water or take a refreshing swim in the calm, waist-deep bay. Visit floating food vendors offering everything from ice cream to fresh coconuts. Bring the crew and book today for the most iconic on-the-water experience in Destin, Florida!

Relax in luxury aboard your All-Inclusive Captained Pontoon Charter for up to 6 guests max. Experience the sights and sounds of beautiful Destin Harbor as you enjoy ample and comfortable seating, expert navigation, and so much more! The sky's the limit with this all-inclusive charter unlike any other, but be sure to book early so you don't miss out! Book today!

Enjoy an epic day of carefree cruising around Destin, Florida aboard your very own captained pontoon boat charter. Experience the bustling Destin Harbor and enjoy ample, comfortable seating, as well as dual-decks, expert navigation, and so much more! Cool off with a splash using the onboard slide or hang out on the lily pad and chill to the max. The sky's the limit with this Captained Double-Decker Pontoon with Slide Charter for 6 Guests MAX. Book yours today!

Cruise the Emerald Coast aboard a one-of-a-kind floating tiki with a Private Tipsy Tiki Experience departing from Destin Harbor. With a thatched roof, cozy bamboo bar, and 360-degree views of the sparkling water, this private tour is perfect for parties, family outings, or a relaxed day with friends. Travel the waters of Crab Island, East Pass, and the Destin Harbor. Sip your favorite drink, spot dolphins, or lounge on included lily pads and floats. Whether celebrating or simply unwinding, the Tipsy Tiki delivers the ultimate Destin experience. Book today and make unforgettable memories on the water!

Cast your worries aside and immerse yourself in all-day fun with this All-Inclusive Captained Pontoon Charter in Destin, Florida. Paddleboard and explore to your heart's content or just relax in luxury as you experience beautiful Destin Harbor from the lower deck of the pontoon. Make a splash in the gorgeous water around you, swim around, or lounge on an inflatable. Regardless of what you choose on this all-inclusive day, you will enjoy yourself as you soak up the warm Florida sun! Reserve this charter today!

Experience the ultimate pontoon adventure with a Large Group Crab Island Pontoon Charter with Restroom in Destin, Florida. This fully equipped pontoon ensures a stress-free and enjoyable day at Crab Island that is tailored for larger parties (up to 18). Swim in the emerald water or relax and have fun with amenities like inflatable paddle boards and an inflatable lounge set. Enjoy an unforgettable, hassle-free day on the stunning water of Destin, Florida! Book today!