Fort Walton Beach-Okaloosa Island Private Charters

Enjoy a life of luxury on your next Fort Walton Beach adventure aboard a VIP private charter. Our private charter experiences are ideal for groups and special occasions. All-inclusive pricing means your one ticket secures admission for your whole crew, as well as a certified, professional captain to lead the way while you enjoy the day. From sailing to sunsets and so much more, explore our generous offering of private experiences that are sure to take your next Fort Walton trip to the next level.
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Featured Private Charters in Fort Walton Beach-Okaloosa Island

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Jul 20 - Jul 26
Crab-Island-Sandbar-Adventure-with-Cruisin-Tikis-Destin

Famous & Original Crab Island Tiki Boat

375 ratings
3 Hrs.
Climb on a floating tiki bar for a truly unique Crab Island sandbar adventure. Enjoy a seat at the bar as you journey the sparkling Gulf waters on your way to Crab Island. Enjoy swimming and fun activities in this on-the-water hotspot as you soak up the tropical sun. Don't miss the fun, book your Famous & Original Crab Island Tiki Boat today!
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Destin-Dolphin-Sailing-and-Snorkeling-Charter

Destin Dolphin, Sailing & Snorkeling Charter

28 ratings
3 - 4 Hrs.
Climb aboard your very own Destin Dolphin, Sailing & Snorkeling Charter and enjoy a day out on the sapphire-blue waters of Destin, Florida. Sail on a Stiletto 30-foot catamaran and see the area like never before, with the wind at your back. Have the opportunity to take in sights of the area marine life, snorkel and swim, and maybe even see a dolphin or two. Don't miss out, book your private charter today!
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2-Hour-Charter-in-Fort-Walton-Beach

Crab Island Watersports Charter

2 ratings
2 - 8 Hrs.
Whether you are looking to learn a new water activity or simply want to relax and escape from the stress of everyday life, this charter is for you! Let your captain plan the perfect day on the water. This trip is perfect for a family with young kids who only want a short excursion or for those looking for a little more time out on the water. You can choose to cruise or choose two activities ranging from wakeboarding, kneeboarding, or tubing. This is your chance to get out on the water for a day of fun. Book your charter now!
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Private-Sunset-Cruise-In-Destin-And-Fort-Walton-Beach

Private Sunset Cruise in Destin and Fort Walton Beach

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2 - 3 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 your unforgettable sunset cruise today!
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Ultimate-Crab-Island-Private-Pontoon-Charter

Ultimate Crab Island Private Pontoon Charter

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4 - 8 Hrs.
Experience the ultimate relaxation with a Crab Island Private Pontoon Rental with captain option in Fort Walton Beach, Florida. Get on the water without all the hassle and worry and enjoy your day! Whether going to Crab Island, searching for dolphins, or exploring the crystal-clear water of Destin and the surrounding areas, the options are endless. Equipped with a Bluetooth stereo, and water accessories like a lily pad, paddle board, and basketball hoop, this pontoon rental offers endless fun and adventure. Sit back and let the captain handle everything while you have fun on the water. Book this private pontoon today!
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Private-Sunset-Dolphin-Cruise-With-Power-Up-Watersports

Private Pontoon Dolphin Sunset Cruise from Fort Walton Beach

30 ratings
2 Hrs.
Enjoy a private sunset cruise to make lasting memories during the season. This cruise is perfect for a small family gathering or even a nice romantic evening out on the water. A certified captain will guide you through the Choctawhatchee Bay while the sun is setting over HarborWalk Village on the Destin Harbor. Book your Private Pontoon Dolphin Sunset Cruise from Fort Walton Beach for up to 6 guests today!
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Private-Crab-Island-Charter-with-Xtreme-H20

Private Crab Island Charter with Xtreme H20

31 ratings
4 - 8 Hrs.
Immerse yourself in the captivating beauty of Crab Island with a licensed captain leading the way. Relax and unwind on a 15-foot lily pad, surrounded by water toys that add to the excitement. Feel the rhythm of your favorite tunes resonating through the air as the complimentary Bluetooth speaker sets the perfect atmosphere. Prepare to be amazed as you navigate through Destin Harbor, East Pass, Crab Island, and Choctawhatchee Bay, all while enjoying a small dolphin tour that brings you face-to-face with these magnificent creatures in their natural habitat. Take an all-inclusive journey where the star of the show is the enchanting Crab Island, leaving you with memories that will last a lifetime. Book today!
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Destin-Dolphin-Sunset-Cruise

Destin Dolphin Sunset Cruise departing from Shalimar

1 rating
1.5 - 2 Hrs.
Catch some truly picturesque views of a breathtaking Florida sunset with this Destin Dolphin Sunset Cruise. Relax as you journey around with pelicans feeding and dolphins playing in the surf. There is nothing quite as relaxing as taking a sunset trip with your family and friends so don't miss out, book your experience now!
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Private-Crab-Island-Charter-from-Fort-Walton-Beach

Private Crab Island Charter from Fort Walton Beach

1 rating
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. As you arrive at this floating oasis, immerse yourself in the crystal-clear emerald waters that surround you. Lounge on the pristine white sand, bask in the warm sunshine and feel the gentle sea breeze kiss your skin. Choose from a variety of water toys to enjoy. With the attentive crew catering to your every need, this private Crab Island Charter promises an unforgettable journey tailored to your group's desires. Unleash your inner explorer, soak up some serenity, book today!
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Booked 2 times in last 48 hrs
2-Hour-Destin-Day-Sail

2 Hour Destin Day Sail

6 ratings
2 Hrs.
Hop aboard your very own 2 Hour Destin Day Sail and enjoy some time out on the aquamarine waters of Destin, Florida. Cruise around on a Stiletto 30-foot catamaran and see the area like never before with the wind steering your path. Take in the sights of marine life and maybe even see a dolphin or two. Enjoy the sounds of the sea birds and feel the wind in your hair. Perfect for families, celebrations, or romantic engagements. Don't miss out, book your sailing charter today!
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Destin-Harbor-Private-Sunset-Cruise

Destin Harbor Private Sunset Cruise

3 ratings
2 Hrs.
Get out on the water for the perfect sunset view of Destin Harbor. Grab those nearest and dearest and experience a surreal way to end your day. Float around and see the sights, watch the boats go in and out of the harbor, and relax knowing your experienced captain has your back! Watch dolphins frolicking, hear the hustle and bustle of HarborWalk Village, and even stop by one of the area's delicious restaurants for a quick bite to go or a beer. It's your cruise, do what you like! Book your Destin Harbor Private Sunset Cruise today!
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Destin-Dolphin-Sunset-Cruise

Destin Dolphin Sunset Cruise

4 ratings
2 Hrs.
Hop aboard the famous pink pontoon for a memorable experience cruising through the water of Destin, Florida as you witness a stunning Florida sunset. Your captain will take you and your family to Destin Harbor or to the spoil islands of the Santa Rosa Sound, where wild dolphins are frequently spotted. Enjoy the excitement of seeing dolphins in their natural habitat. Don't miss your chance to see the spectacular colors dance in the clouds as another summer day ends. Book your Destin Dolphin Sunset Cruise now!
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Large-Group-Catamaran-Experience

Large Group Catamaran Experience

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6 Hrs.
Make your Bachelor or Bachelorette Party one for the record book with this party cruise to Crab Island. Get ready for a fun-filled day out on the water in and around Destin, Florida with this Large Group Catamaran Experience! Take in the sights and sounds as you cruise along the Intercoastal waterway and the Choctawhatchee Bay towards the famous submerged Crab Island. Once there, play around and have fun with water toys or relax in the beautiful waist-deep emerald green water. Feel the sun on your skin and enjoy the day surrounded by family and friends. Do not miss out on this captained catamaran experience, book your spot today!
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Destin-Private-Crab-Island-Charter

Destin Private Crab Island Charter

10 ratings
4 - 8 Hrs.
Immerse yourself in the captivating beauty of Crab Island with a licensed captain leading the way. Relax and unwind on a 15-foot lily pad, surrounded by water toys that add to the excitement. Feel the rhythm of your favorite tunes resonating through the air as the complimentary Bluetooth speaker sets the perfect atmosphere. Prepare to be amazed as you navigate through Destin Harbor, East Pass, Crab Island, and Choctawhatchee Bay, all while enjoying a small dolphin tour that brings you face-to-face with these magnificent creatures in their natural habitat. Take an all-inclusive journey where the star of the show is the enchanting Crab Island, leaving you with memories that will last a lifetime. Book today!
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Sunset-Tiki-Cruise-with-Cruisin-Tikis-Destin

Famous & Original Destin Tiki Sunset Cruise

172 ratings
1.5 Hrs.
If you are looking for a uniquely Destin experience, then this is the perfect activity. This Sunset Tiki Tour is ideal for those looking for a laid-back cruise like no other. Bring your favorite snacks and beverages and relax as you take a cruise through the aquamarine waters of Destin Harbor. So climb aboard and take a seat at the tiki bar that floats and witness a breathtaking sunset to remember. Book your Famous & Original Destin Tiki Sunset Cruise today!
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Private-Crab-Island-Tiki-Excursion

Private Crab Island Tiki Excursion

5 ratings
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 16 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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Private-Sky-High-Parasailing-Experience

Private Sky High Parasailing Experience

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1.5 Hrs.
Soar high on an adventure along the stunning shores of Destin, Florida, with an exclusive private parasailing experience. Perfect for groups of up to 12 passengers, this unforgettable journey offers breathtaking views of the emerald waters and sugar sandy beaches from a unique vantage point. Whether you are seeking a thrilling adventure with friends or a relaxing outing with family, this private parasailing excursion promises to create lasting memories against the backdrop of Destin's picturesque coastline. Book your private experience today!
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Private-and-Captained-Crab-Island-Pontoon-Cruise

Private & Captained Pontoon Cruise for up to 6 guests

65 ratings
2 - 4 Hrs.
If you are looking for a relaxing day on the water where you can throw your worries to the wind, then this is the activity for you. This Private Captained Cruise is the perfect way to get out on the water and have some fun with your crew. Hang out, swim, float around, and just relax. Jump aboard and let the fun begin on this good time on the water. Book your Private & Captained Cruise for up to 6 guests today!
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Private-Sailing-Tours-with-Fair-Winds-Sailing

6 Passenger Private Day Time Sailing Cruise

96 ratings
2 - 4 Hrs.
Climb aboard an authentic sailing cutter for an experience to remember on this Private Sailing Tour in Destin, Florida. Cut through the clear water of the Destin Harbor and along the stunning Emerald Coast spotting dolphins, sightseeing, and enjoying the warm salty breeze. An entertaining tour guide and sailing captain will teach you all about the history of the area as you explore. Put some wind in your sails and customize your private sailing tour today! Book yours now!
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1-5-Hour-Harbor-Tiki-Sightseeing-Cruise

Frequently Asked Questions

1. Can I visit Crab Island on my Charter?

Yes! Unless otherwise stated, most captains will allow guests to pick a destination on their charter. Crab Island Florida is a popular choice, and depending on your departure point, not very far from Fort Walton Beach. Some private charters may not visit Crab Island, so it's always best to check with a Tripshock agent or your captain before booking.

2. Is a private charter boat worth it vs a public charter?

It really depends on the purpose of your trip, size of your group, and budget. If you just want to get out on the water with a small group or single family, and don't care to spend much money, you may opt for a public charter or "party boat". There are multiple dolphin cruises and excursions, including a Crab Island shuttle boat, that will offer an incredible time. But if your boat cruise is for a special occassion, you have a large group, or have the extra cash available, a private charter is definitely the way to go! You'll get to ride on a more luxury boat (yacht, sailboat, catamaran, etc.), be treated to more amenities, and have your pick of where to go and what to do.

3. I am planning a proposal. Is a private charter a good idea for my engagement?

A proposal on the water is one of the most romantic things you can do. Many private charter captains even offer special packages for just the occassion, or are happy to accomodate special requests like playing a special song, or having champagne ready for when they say "yes"! Find more engagement ideas in Fort Walton Beach and Destin.

4. Can you swim with dolphins during a private boat charter?

No, swimming with dolphins in Destin and Fort Walton Beach is prohibited. Captains will not let you feed, touch, or swim with dolphins. You can try other activities like fishing, tubing, or swimming at the Crab Island sandbar. If you are hoping to swim with dolphins, you can head to the Gulfarium, or head to Panama City Beach where swimming with dolphins is allowed (aboard a specialized dolphin swim tour).

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