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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Nov 14 - Nov 20
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Private Trip
Swim Friendly
Cruise Only
Restroom
Captain Included
1-6 passenger
7-12 passenger
13-20 passenger
21-40 passenger
41-75 passenger
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)
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Captained Crab Island Tour

25 ratings
4 Hrs.
Spend the weekend like the locals on this Captained Crab Island tour for 6 guests! This is THE trip to choose if you want to lounge at one of the greatest attractions in Destin, Florida. Crab Island is a sandbar shallow enough to get out and walk around and enjoy the sun with your friends and family. Travel in style and take in the scenery, then anchors aweigh to enjoy the day! Good vibes and smooth tides, book your charter today!
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Sunset Dolphin Cruise (for up to 6 guests)

1 rating
2 Hrs.
Say adios to another beautiful day as you hop aboard this Sunset Dolphin Cruise. Let your experienced captain guide you as you watch the sunset shimmer on the water. Take in the sights and sounds of the evening as you cruise the Harbor, Bay, or let the captain decide where he thinks provides the best view! Sit back and relax with this private dolphin watching experience. Book your experience now!
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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 Destin Catamaran Sunset Cruise

47 ratings
2 - 3 Hrs.
If you are looking for a beautiful way to end your day, this Destin Sunset Cruise is the perfect match for you! This cruise includes an experienced captain that will take you on an exclusive adventure aboard a Stiletto 30-foot catamaran. Experience the magic and romance of sailing at dusk as you sip, relax, and unwind while watching out for dolphins and other marine wildlife in the surf. Perfect for families, celebrations, or a date-night. Don't miss out on seeing the painted sky of another Destin sunset, book today!
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Destin Morning Dolphin Adventure

4 ratings
2 Hrs.
Hop aboard a 21-foot SeaHunt center console boat during the best time of the day to see the beautiful dolphins that call the Emerald Coast home. This cruise will take you through the Destin Harbor, East Pass, and around the Crab Island area to catch a glimpse of these amazing creatures! Enjoy a hot coffee or mimosa on this morning cruise and make lasting memories for you, your family, and friends! Start your day the right way, book now!
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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 experience today!
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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 today!
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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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Private Destin Offshore Fishing (for up to 6 passengers)

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4 - 12 Hrs.
Experience the thrill of offshore fishing in Destin with a Private Offshore Fishing Charter aboard a 34-foot Hatteras, perfect for up to 6 passengers. This charter combines bottom fishing and trolling, offering the chance to catch a variety of fish including mahi-mahi, amberjack, snapper, grouper, cobia, kingfish, wahoo, and more! Suitable for all ages and skill levels, this adventure includes everything needed: fishing licenses, bait and tackle, rods and reels, as well as fish cleaning and bagging services. Spend the day on the water. Book your charter today!
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Famous & Original Destin Tiki Sunset Cruise

179 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 water 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 Destin Sunset Cruise (for up to 6 passengers)

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2 Hrs.
Experience the ultimate relaxation with a private sunset cruise in Destin, perfect for up to 6 passengers. Ride in comfort as you glide through the water of Destin Harbor, Choctawhatchee Bay, and along the stunning white sand beaches as the sun sets over the horizon. Sit back and enjoy a cold drink and snacks while taking in the breathtaking sights and vistas unique to Destin. Take in the beauty of the sky as it erupts in hues of oranges and reds. Do not miss out! Book your sunset cruise today!
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Private Gulf of Mexico Sunset Sail

34 ratings
2 Hrs.
Experience the serene beauty of an Emerald Coast sunset on a Private Gulf of Mexico Sunset Sail. Enjoy a breathtaking cruise around Destin, gliding through Choctawhatchee Bay and Destin Harbor. Relax as you let go of life’s worries and watch dolphins play against a stunning cotton candy sky. Whether with a loved one or friends, this unforgettable sunset sail offers a perfect vacation moment. Don’t miss your chance—hop on the catamaran and sail into the sunset today!
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Famous & Original Destin Tiki Harbor Cruise

42 ratings
1.5 Hrs.
Hop aboard a floating tiki bar for a truly unique sightseeing adventure. Ideal for those looking for a laid-back experience like no other, bring your favorite snacks and beverages and relax as you cruise through the aquamarine water of the Destin Harbor. Grab a seat at the tiki bar that floats and witness some breathtaking sights to remember. Book your Famous & Original Destin Tiki Harbor Cruise today!
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Private & Captained Pontoon Cruise for up to 6 guests

66 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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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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