ShopperApproved
Rated 'Excellent'
4.8
35,073 Reviews
96%
Recommend Us

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.

Read more

Featured Private Captained Charters in Destin

Sorting:
Best Match
Jun 16 - Jun 22
Narrow your search
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)
image-3914-628
image-3914
image-3914-667
image-3914-628
image-3914
 310

Destin: Crab Island Catamaran Swim & Chill with Paddleboard

4.9
(144)
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!
Read more
Booked 2 times in last 48 hrs
image-4910-887
image-4910
image-4910-941
image-4910-887
image-4910
 400

Destin: Crab Island Private Tiki Excursion

5.0
(12)
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!
Read more
image-5553-889
image-5553
image-5553-943
image-5553-889
image-5553
 610

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!
Read more
image-5754-382
image-5754
image-5754-430
image-5754-382
image-5754
 1,930

Destin Harbor: Private Tipsy Tiki Experience

Be the first to review!
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!
Read more
image-2658-722
image-2658
image-2658-734
image-2658-722
image-2658
 753

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!
Read more
Booked 2 times in last 48 hrs
image-5197-840
image-5197
image-5197-898
image-5197-840
image-5197
 900

Destin: 18 Passenger Crab Island Pontoon Charter with Restroom & Captain

5.0
(17)
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!
Read more
image-3809-941
image-3809
image-3809-993
image-3809-941
image-3809
 753

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

5.0
(76)
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!
Read more
image-5131-813
image-5131
image-5131-991
image-5131-813
image-5131
 606

Destin: 6 Passenger Crab Island Pontoon Charter

Be the first to review!
3 - 8 Hrs.
Experience a personalized adventure along Florida's stunning coastline with a Private Captained Pontoon Charter for up to 6 passengers in Destin, Florida. Tailored just for you, this customizable excursion promises an unforgettable journey as you cruise the Destin Harbor and Choctawhatchee Bay. Spend time at Crab Island, frolicking in the shallows or joining in the festivities. Snorkel and marvel at the colorful marine life beneath the surface. Enjoy a complimentary paddleboard and lily pad for added fun. Don't miss out! Book your private charter today!
Read more
image-5045-847
image-5045
image-5045-890
image-5045-847
image-5045
 1,280

Destin: 18 Passenger Pontoon Charter with Paddleboards & Water Toys

Be the first to review!
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!
Read more
image-4879-478
image-4879
image-4879-902
image-4879-478
image-4879
 962

Destin: 4 Hour Private Crab Island Charter on the Lazy Day with Water Toys, Paddleboard, & Snorkel Gear Included

5.0
(7)
4 Hrs.
Whether you're planning a family outing, a group celebration, or a bachelor/bachelorette party, this spacious 39-foot charter boat is the perfect vessel to explore the Destin Harbor and create lasting experiences. Soak up the sun, swim or snorkel in the crystal-clear emerald waters, and spot dolphins, turtles, and other local marine life. Explore popular spots like Crab Island and Norriego Point, or relax onboard with paddleboards, water toys, and your favorite food and drinks. Enjoy your favorite playlist on the Bluetooth sound system as you create unforgettable memories on the water. Book your adventure today!
Read more
image-6111-715
image-6111
image-6111-873
image-6111-715
image-6111
 482

Fort Walton Beach: Harris Sunliner 240 Quad Lounge Pontoon Charter with Captain

Be the first to review!
4 - 8 Hrs.
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!
Read more
image-6143-793
image-6143
image-6143-926
image-6143-793
image-6143
 1,190

Fort Walton Beach: Private Deep Sea Fishing Adventure

Be the first to review!
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!
Read more

Sponsored Private Captained Charters in Destin

Destinations

© 2026 Tripshock
This website uses cookies. Please visit our Privacy Policy to learn how we use cookies and how to control your cookie settings. By clicking or navigating this site you consent to our use of cookies.