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Fort Walton Beach-Okaloosa Island Private Captained Charters

Explore private captained charters in Fort Walton Beach and Okaloosa Island for the perfect day at Crab Island, Choctawhatchee Bay, and the Emerald Coast. These private boat charters are ideal for families, groups, and special occasions looking to relax on the water while a professional captain takes the helm.

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Featured Private Captained Charters in Fort Walton Beach-Okaloosa Island

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Apr 3 - Apr 9
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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)
Air Controlled Cabin
Food/Drink Available
Kid Friendly (Ages 7+)
Kid Friendly (All Ages)
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Fort Walton Beach: Private Pontoon Charter with Lounge Floats

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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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Destin: Crab Island Private Tiki Excursion

5.0
(11)
3 - 4 Hrs.
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!
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 1,610

Destin Harbor: Private Tipsy Tiki Experience

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4 - 8 Hrs.
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!
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Destin: Crab Island Sandbar Charter Experience

5.0
(2)
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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Destin: Private Tiki Sunset Boat Tour

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1.5 Hrs.
Experience the magic of a Tiki Sunset Boat Tour in picturesque Destin, Florida. Enjoy a leisurely journey aboard a charming Tiki boat, complete with a friendly captain. Sip on tropical drinks as you soak up breathtaking views of the Gulf of Mexico, bask in the warm golden hues of the sunset, and create unforgettable memories. Cruise along the stunning coastline, spot dolphins, and revel in the tranquility of the day. This unforgettable adventure promises relaxation, beauty, and a touch of enchantment as you embrace the essence of a Tiki Sunset Cruise, book your experience today!
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Destin: 18 Passenger Crab Island Pontoon Charter with Restroom & Captain

5.0
(16)
3 - 4 Hrs.
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!
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Destin: Crab Island Boat Charter on a Corinthian Catamaran

5.0
(1)
3 - 8 Hrs.
Escape to the tropical paradise of Crab Island in Destin, Florida on a private excursion designed exclusively for your group of up to 49 passengers. Step aboard a luxurious charter boat and set sail toward a world of adventure and relaxation. Immerse yourself in the crystal-clear emerald water that surrounds you. Lounge on the pristine white sand, bask in the warm sunshine and feel the gentle sea breeze kiss your skin. With the attentive crew catering to your every need, this private Crab Island Charter promises a journey tailored to your group's desires. Book today!
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Destin: Crab Island Tiki Pontoon Charter for up to 18 passengers

5.0
(1)
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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 1,280

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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Destin: Queen's Chariot Pontoon Rental with Captain

4.9
(34)
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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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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Booked 2 times in last 48 hrs
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Destin: Crab Island Custom Water Adventure Boat Charter

5.0
(2)
2 - 8 Hrs.
Whether you're eager to try an exciting new water sport or just want to unwind on the open water, this private charter is designed for you! Let your experienced captain craft the perfect day, whether it’s a quick family-friendly excursion or an extended adventure on the waves. Choose to simply cruise and soak in the views, or mix in two thrilling activities like wakeboarding, kneeboarding, or tubing for an unforgettable ride. It’s your day, your way—so get ready for sun, splashes, and smiles! Book today!
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