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Destin Private Captained Charters

Private captained charters are a great way to enjoy Crab Island, Destin Harbor, and the surrounding waters without driving the boat yourself. Perfect for families, groups, and special occasions, these charter boat rentals include a professional captain so you can relax, sightsee, and enjoy a stress-free day on the water.

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Nov 2 - Nov 8
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Private Trip
All-Inclusive
Swim Friendly
Cruise Only
Restroom
Captain Included
1-6 passenger
7-12 passenger
13-20 passenger
21-40 passenger
41-75 passenger
Waterslide
Half Day Trip (if duration 3-6 hour)
All Day Trip (if duration 7-12 hour)
Kid Friendly
Pet Friendly
Water Toys Available
Handicap Accessible
Morning Departure (5am-11:59am)
Afternoon Departure (12pm-4:49pm)
Evening Departure (4:49-11:59pm)
Food/Drink Available
Kid Friendly (Ages 7+)
Kid Friendly (All Ages)
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Destin: Crab Island Catamaran Swim & Chill with Paddleboard

4.9
(150)
2 - 6 Hrs.
Hop aboard the Key Cat, a 26-foot power catamaran for an adventure to remember! Join your guide, a 5th generation Florida native with extensive knowledge of Destin, Florida, and the surrounding areas. Cruise the Destin Harbor in search of dolphins and other marine life and then stop at a local hotspot, Crab Island to lay back, relax and live life as the locals do. Choose to paddleboard, snorkel, chill with a drink in hand, and relax with no worries. Don't miss out, book your all-inclusive private Crab Island Catamaran Swim & Chill with Paddleboard today!
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Booked 2 times in last 48 hrs
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 388

Destin: Double Decker Pontoon Charter with Slide, Paddleboard, & Water Toys

5.0
(108)
2 - 8 Hrs.
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!
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 610

Destin: Crab Island Sandbar Charter Experience

5.0
(5)
4 - 8 Hrs.
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!
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 388

Destin: Pontoon Charter with Paddleboard, Lily Pad, & Water Toys

5.0
(78)
3 - 8 Hrs.
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!
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 450

Destin: Crab Island Pontoon Charter for Up to 18 Guests with Restroom & Captain

5.0
(18)
3 - 4 Hrs.
Bring the whole crew for an unforgettable day at Crab Island aboard a spacious pontoon built for up to 18 guests! The starting price covers the first 8 guests, and more can be added to the party. Splash in Destin’s emerald water, paddle around on inflatable paddleboards, kick back on the floating lounge set, and enjoy the convenience of an onboard restroom. Gather your group and book your Crab Island adventure today!
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 642

Destin: 18 Passenger Pontoon Charter with Paddleboards & Water Toys

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3 - 8 Hrs.
Indulge in luxury with a Private Pontoon Charter in Destin, Florida. Relax aboard your captained pontoon, featuring ample and comfortable seating as you cruise through the stunning Destin Harbor, Choctawhatchee Bay, and iconic Crab Island. Enjoy the freedom to customize your adventure, whether you're into paddle boarding, snorkeling, water toys, or just relaxing in the crystal-clear water. Keep an eye out for local marine life, like dolphins, that call this place home. Whether seeking relaxation or excitement, this private pontoon charter offers a personalized experience exploring the beauty of Destin's water. Book your charter today!
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 477

Destin: Crab Island Tiki Pontoon Charter for up to 18 passengers

5.0
(2)
4 Hrs.
Make the most of your day at Crab Island aboard a private tiki pontoon, perfect for large groups and celebrations. Cruise through Destin Harbor, then anchor in the emerald waters to swim, float, and unwind. Enjoy included amenities like inflatable paddleboards, an 18-foot lily pad, and a floating lounge dock. A Bluetooth speaker lets you play your favorite tunes while soaking up the sun. With everything you need for a fun and relaxing day, this tiki pontoon delivers the ultimate Destin experience. Book your Crab Island tiki adventure today.
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 1,190

Fort Walton Beach: Private Deep Sea Fishing Adventure

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4 - 36 Hrs.
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!
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 509

Ultimate Private Crab Island Pontoon Charter

5.0
(6)
4 - 8 Hrs.
This premium experience combines the luxury of having your own dedicated captain and boat with the flexibility to customize your perfect day on the water. Whether you choose our 4-hour half-day adventure or the full 8-hour experience, you'll have complete access to Crab Island's crystal-clear sandbar waters, secluded beaches, and prime dolphin-watching areas without the crowds of public tours. Your professional captain will handle all the navigation while you and up to 12 guests relax, swim, snorkel, and soak up the Florida sunshine. With coolers, toys and all safety equipment provided, plus the freedom to bring your own food and beverages, this private charter offers the perfect blend of luxury, convenience, and adventure for special occasions, family reunions, or simply an unforgettable day in paradise!
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 482

Fort Walton Beach: Private Pontoon Charter with Lounge Floats

5.0
(1)
4 Hrs.
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!
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 339

Fort Walton Beach: Private Sunset Cruise for up to 12 Passengers

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2 - 2.5 Hrs.
Experience the beauty of a Private Sunset Cruise in Destin and Fort Walton Beach. Choose between exploring the vibrant Destin Harbor or the serene private islands, both known for frequent dolphin sightings. Enjoy comfortable seating aboard a luxurious 24-foot pontoon as you cruise miles of stunning Destin beachfront. Relax and soak in the sights while the captain takes care of everything. As the sun sets, admire the beauty of emerald coast as the sky erupts in hues of orange and red. There’s no better place to witness a breathtaking sunset than on the water of Destin. Book today!
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 314

Destin: Queen's Chariot Pontoon Rental with Captain

4.9
(38)
4 Hrs.
Hop aboard the Queen’s Chariot Pontoon in Destin, Florida for the ultimate day on the water. Cruise across emerald and aquamarine waters while spotting dolphins, rays, and other marine life along the way. Anchor at Crab Island or relax onboard with a lily pad, ice chest, Bluetooth radio, and Sea-Doo SeaScooter for extra fun. Whether you’re floating, exploring, or just soaking up the sun with family and friends, this is coastal bliss at its best. Please note: This rental includes a professional captain and crew. As noted below, a separate captain and crew fee is required and must be paid directly to them on the day of your trip. By booking, you acknowledge and agree to this additional payment. Book your Queen’s Chariot Pontoon Boat Rental today!
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