Name: Destin Harbor: Gilligan’s 12 Passenger Pontoon Rental
Brand: TripShock
SKU: 5397
Price: 375 USD
Availability: InStock
Rating: 4.8093 (1117 reviews)

Boat Rentals

Crab Island Tours & Activities

Get out on the water with this 12 Person Pontoon Rental on the Destin Harbor. See the sights around Choctawhatchee Bay and Destin Harbor. Visit the popular Crab Island or even try your luck at some inshore fishing in one of the area's popular bayous. Whether you are looking for family-friendly adventure or to create memories with friends. Spend a carefree day on the water, have a few drinks, soak up the sun, and leave your worries behind. Don't miss the boat, book your pontoon rental today!

Destin Harbor: Gilligan’s 12 Passenger Pontoon Rental

How to Redeem: Print this ticket or show the confirmation details on your mobile device to receive the rental. Please bring a valid ID to confirm the order if needed.
Parking: Free parking is available on-site at 530 Harbor Boulevard E, Destin, FL 32541.
Departure Details: Rental is located at Gilligan's Watersports, 530 Harbor Boulevard E, Destin, FL 32541. Please arrive at least 30 minutes early with a valid ID and credit card for incidentals. For any issues, please contact your provider, Gilligan's Watersports, at 850-650-9000.
Boater’s License: A Temporary Florida Boater’s License is recommended and may be required for your activity! All drivers born on or after January 1, 1988, MUST obtain a license. Adults born BEFORE January 1, 1988, may operate a boat or personal watercraft without a Florida Boater License, so long as they have a valid driver’s license. However, in the interest of safety, we recommend that all drivers take the test and familiarize themselves with important boat safety rules. You may take the test and obtain your license <a href="https://www.tripshock.com/boaterstest">here</a>.
Gratuities: Although not required, it is customary to tip your tour guide 20%.

Gilligan's Watersports

1117 Reviews of Destin Harbor: Gilligan’s 12 Passenger Pontoon Rental - TripShock!

Destin Harbor: Gilligan’s 12 Passenger Pontoon Rental

Customer must cancel 24 hours prior to the arrival date in order to receive a full refund. Cancellations received less than 24 hours prior to the arrival date will not be eligible for a refund. No shows will not be refunded.

Cancel or Reschedule 24 hours prior to arrival for FREE

Get out on the water with this 12 Person Pontoon Rental on the Destin Harbor. See the sights around Choctawhatchee Bay...

I would come back and rent again. Everyone was nice, helpful and thorough, keeping me informed. Couple of things I would consider changing…Put the boat operation and safety video on your website, make it easy and available, unable to view it. Once the waiver and the link expires, you can’t go back in make changes or corrections. A staff member sent me the link after request, this saves us both time and money and could be avoided. The video is very helpful and should be readily available and viewed as many times as needed for a first time boat operator or especially an inexperienced boater. Also, I suggest putting the rental insurance options early on and BOLD print, not buried in the fine long winded print. Makes you feel blind sided when you get to the window to pay… people don’t like $$ surprises ($75-$500) A final thought is some of the wording about if staff has to come get the boat “for any reason” is not at all warm and fuzzy felling to the customer. Sometimes boats just break down and have issues out of the control of the customer. Hopefully this is not the case. If so, you should revisit this policy. 

Thanks!

Professional

I have used them several times and  have excellent customer service. Super helpful and always friendly. Would recommend a million times.

Pontoon boat renter

Our experience with the Pontoon Rental at Gilligan’s was smooth, from check-in to check-out. Everyone was helpful and informative about current weather status/delays, while keeping our safety first.

Pontoon Boat Rental

We had a great experience with gilligans and would definitely return again! It was nice to use a pontoon and go out to crab island. Stay was very nice and accommodating

too many up charges get front desk and old pontoon

users

I was late arriving and they still made sure I enjoyed my trip. The pontoon booking was easy and affordable. I will definitely book more trips with them in the future.

Outstanding Service

Great experience

Everything was great! No complaints. Speakers didn’t work on boat but we made do with what we had! Definitely will be back.

Great Family Fun

Tripshock was extremely accommodating. We had to make several changes due to weather.
Thank you!

Amazing experience, the guys working on the dock were fantastic so helpful and friendly. Told us where to go to avoid all the crab island craziness ended up snorkeling off the beach and found the best shells! Seriously recommend this company!

Awesome trip, highlight of our vacation.

Book the Coast

Destin

Florida

Fort Walton Beach-Okaloosa Island

Sun, sea, and adventure await on this 10-12 Passenger Pontoon Rental from Fort Walton Beach! Cruise in style aboard a custom-built Bennington Saltwater Series, soaking in stunning views, spotting wildlife, and making a splash at Destin’s famous Crab Island. Whether you're relaxing, exploring, or partying on the water, you're the captain of your own Gulf Coast getaway. Grab your crew and book your pontoon today!

Fort Walton Beach: 10-12 Passenger Crab Island Pontoon Rental

Sun, sea, and adventure await on this 10-12 Passenger Pontoon Rental from Fort Walton Beach! Cruise in style aboard a...

It was the best activity we could have done with our family. The people explained everything to get us on our way two thumbs up.

Pontoon rental

We had so much fun at Crab Island, thank you for letting us have a pontoon, to get us there and back. Thank you got allowing us an extra 1/2 hour.  The only drawback was that I didn't reqlize at time of booking that it was 45 minutes there and 45 minutes back. 

Had fun

Great experience.
The instructor was awesome

Review

Destiny Water Adventures

Be your own captain for the day with this Pontoon Rental in Destin, Florida. Conveniently located near all the hot spots the area has to offer, this activity allows you to do some sightseeing through the Destin Harbor and Choctawhatchee Bay and then head on over to the famous Crab Island, a sandbar where all the locals hang out. Imagine yourself anchored in Destin’s emerald green water enjoying water sports, sunbathing, picnicking, swimming, snorkeling, or just sitting back relaxing. Book your day, your way with this Pontoon Rental!

Destin Mid-Bay: Pontoon Rental departing from Legendary Marina

Be your own captain for the day with this Pontoon Rental in Destin, Florida. Conveniently located near all the hot spots...

Great professionalism, and great polite customer service!!!

Thank you God bless you!

Excellent staff, got us on the water quickly. Our boat was a little dated but an excellent price point and got us out to Crab Island and back safely. WILL rent from them next year. The dock guys work on tips so do them a solid and bring a little extra cash

Current Review

Had a blast on the pontoon.  Booked online.  Would do again !

Pontoon 4 hr rental

Mid-Bay Watersports

Be the captain of your day and adventure out into the sparkling water of the Emerald Coast with a 12 Passenger Pontoon Boat Rental in Destin, Florida. Explore the Choctawhatchee Bay, the bayous, The Destin Harbor, Crab Island, and soak up some Florida sun. Whether you're in Destin with family or friends, a pontoon boat rental is the way to go. So what are you waiting for? Book yours today!

Destin Harbor: Destin X 12 Passenger Pontoon Rental

Be the captain of your day and adventure out into the sparkling water of the Emerald Coast with a 12 Passenger Pontoon...

Mrs.

I booked a pontoon boat rental through TripShock, which apparently acts as an agency for individual rental operators.
When the rental I had chosen fell through, TripShock proactively found an alternate operator and made all the arrangements to switch my booking.
A woman from TripShock called me to let me know what was going on and answered all my questions, and TripShock followed up with e-mails and text messages. They even told me the best place to park near the marina.
Oh, and the rental from the replacement operator turned out to be less expensive than my original booking, so I got a partial refund, too.
Before I started, I was a little wary of booking through an agency instead of contacting individual rental operators directly. But I am so glad I went to TripShock.com. Their web site is a great place to find a lot of offers, and I can't say enough good things about their customer service.

Good boat, great customer service

The crew was really nice! Boat was perfect.

Passenger

Climb aboard for an epic journey around the picturesque Florida panhandle with a Pontoon Rental in Fort Walton Beach. Cruise the sparkling, tropical waterways on a sleek and stylish pontoon with capacity for up to 11! You'll have everything you need to maximize your time on the water and explore Fort Walton's beaches, coastlines, and more. Rent a top-rated pontoon and add a new beloved pastime to your family's vacation. Book your pontoon rental today!

Pontoon Rental in Fort Walton Beach

Climb aboard for an epic journey around the picturesque Florida panhandle with a Pontoon Rental in Fort Walton Beach....

I would definitely recommend pink pontoons if you're looking to go to crab island or just to site see around the area. 
The guys were very polite & helpful. They also have a ATV to help move your things to and from the pontoon which is very helpful. We will most certainly book with them again.

Awesome Service

We really enjoyed our Pontoon Renting experince. The staff was really friendly and helpful!

Great Experience!

Excelente, muy buen servicio, puntuales y una gran experiencia

Excelente

Pink Pontoons

Set out on a 25-foot Pontoon Rental departing from HarborWalk Village in Destin, Florida. Explore Destin Harbor, Norriego Point, or Choctawhatchee Bay. Search for marine life like dolphins, turtles, fish, and more! These rentals comfortably accommodate up to 12 people making it an ideal vessel to explore the Emerald Coast. Have the freedom to do what you want to do, whether it be picnicking, swimming, snorkeling, and even fishing. So, sit back and relax as you cruise the water taking in the breathtaking views. Book yours today!

Pontoon Rental departing from HarborWalk Village

Set out on a 25-foot Pontoon Rental departing from HarborWalk Village in Destin, Florida. Explore Destin Harbor,...

Lots of fun

Boogie's Watersports

Get everyone out on the water and experience this 14-Person Double Decker Pontoon Rental with 2 Waterslides. This is fun the whole family can enjoy! Explore Crab Island, the Santa Rosa Sound, Destin Harbor, the Choctawhatchee Bay, a diverse array of popular waterfront restaurants, and so much more! Choose to enjoy snorkeling around the boat, sliding down the two waterslides, or simply relaxing on the decks and catching some rays. Perfect for families, friends, and large groups of all kinds, so live your best life and book your pontoon today!

Fort Walton Beach: Double Decker Pontoon Rental with 2 Waterslides

Get everyone out on the water and experience this 14-Person Double Decker Pontoon Rental with 2 Waterslides. This is fun...

Great experience. Friendly staff. Boat was great. Loved their concern for safety and making sure we were all set by having us watch their videos. Highly recommend.

Great service

My family really enjoyed our day! The whole crew at Double fun were super nice and helpful. We’re already planning next year’s trip.

So much fun!

All adults and kids had a blast!  Definitely will do it again!!

Double Fun Pontoon Rentals

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!

Destin: Crab Island Catamaran Swim & Chill with Paddleboard

Hop aboard the Key Cat, a 26-foot power catamaran for an adventure to remember! Join your guide, a 5th generation...

Our trip with Chandler on the Catamaran was amazing! When we come back we will definitely be looking Chandler up again for another boat ride and trip to Crab Island!!!

Bethany Tibbets

Our 8yo daughter had the best day of her life, in large part to Captain Chan. She had really built up snorkeling in her mind, and he delivered on the perfect spot—with nets. He is friendly, knowledgeable, courteous, and seems like a cool human. It was a wonderful experience for our group of 3.

Magical day snorkeling with Capt Chan

The boat was clean, the music was great, and the vibes were perfect. He took care of everything so we could just relax and enjoy the water. Highly recommend – we’ll definitely be booking with him again!

Crab island

Destin Aquatic Adventures

If you are looking for some fun out on the water in Destin, Florida then this Pontoon Boat Rental is the activity for you! Grab your crew and set out on an excursion seeking lots of suntans and laughs. Be the captain of your day as you leisurely cruise to Crab Island to hang out at the sandbar or spend your time low-key in the Choctawhatchee Bay just floating around taking it all in. Enjoy reliable boats and easy fun, all that is missing is you and your friends! Book your 24 foot Destin Pontoon Boat Rental today!

Destin: 24-Foot Pontoon Boat Rental for up to 12 Passengers with Waterways Map & Fuel Included

If you are looking for some fun out on the water in Destin, Florida then this Pontoon Boat Rental is the activity for...

Everything went smoothly with all the paperwork and the staff was very helpful. They helped bring our cooler and items in the boat and took their time explaining everything we needed to know for our mini boat ride. We had a great time! Will definitely come back again.

Great service!

Amazing group of people and we will be back!!!

Luther’s pontoon kayak and Waverunner rentals

Luther's Pontoon, Waverunners, & Kayaks Rentals

Hop aboard the Queen's Chariot Pontoon in Destin, Florida and discover the true meaning of free time. Admire the natural beauty around you as you glide across the beautiful emerald and aquamarine water. Look out below for mesmerizing marine life such as dolphins, rays, fish, and maybe even sea turtles as your captain navigates. Spend some quality time with your family and friends at Crab Island or just hang out and relax on the pontoon, listening to your favorite songs with the gentle waves rocking you back and forth. This is true bliss. Book your Queen's Chariot Pontoon Boat Rental today!

Destin: Queen's Chariot Pontoon Rental with Captain

Hop aboard the Queen's Chariot Pontoon in Destin, Florida and discover the true meaning of free time. Admire the natural...

Great captain and great time at Crab Island. Definitely recommend.

Cruiser

Had a great time with skipper services and captain Robert. 10/10 would recommend and go again. Very satisfied.

Great time.

We rented a boat for a day out on crab island for my bachelorette. Captain  Robert was wonderful. The boat had everything we needed and we all had the best day.

Such a fun boat day

Skipper Luxury Charters

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!

Destin: Crab Island Sandbar Charter Experience

Whether you’re looking to relax in the sun, float with friends, or enjoy the vibrant sandbar scene, this Crab Island...

Awesome trip Ron maintained great communication and Captain Kris was fun and more than excellent

Crab island 4 hr pontoon trip

From beginning to end, it was PERFECT! Booking with Captain Ron was a breeze. He is extremely thorough and the process was explained very well. Captain Ron did a great job choosing our Captain. Captain Jason had a sense of humor that kept us laughing all day. He was a perfect fit for our group of 5 ladies! Captain Jason took us to see dolphins, sharks and turtles. An experience we will never forget. Crab Island was so much fun. FIRST CLASS business. You MUST use them!

A BLAST

Prime Time Charters and Cruises

Enjoy the perfect set up for a fantastic day in the emerald green and aquamarine water of Destin, Florida and just 300 yards from Crab Island! Rent a pontoon and be in control of your own adventure as you cruise the Destin Harbor and pass or just hang out on Crab Island and chill like a local. If you are looking for some fun and a great way to have an unforgettable day in Destin, book this Crab Island 24-foot Pontoon Boat Rental for up to 12 passengers.

Destin: Crab Island Pontoon Boat Rental

Enjoy the perfect set up for a fantastic day in the emerald green and aquamarine water of Destin, Florida and just 300...

W enjoyed the whole experience from reserving the boat to visiting the island.

Fun time to Crab Island

Just like the times before, consistent service and a good time!

The staff was very informative and helpful in getting us going with our pontoon boat rental.  We even got out a bit early.  Coming back, the staff made the docking process effortless.  Thank you for giving our family the best time ever!

Family Crab Island Trip

Wet-n-Wild Watersports

Embark on an unforgettable adventure with a half-day pontoon rental in Destin, Florida. Cruise the bay, unwind at Crab Island, or indulge in fishing thrills - all while soaking in nature's beauty. Kick back with loved ones as you bask in the sun-drenched beaches and keep an eye out for local dolphins playing in their natural habitat. Glide over the emerald water, creating cherished memories atop the crystal-clear waves. Your perfect escape awaits, offering relaxation, exploration, and family fun in the heart of paradise. Book your half-day pontoon rental today!

Destin: Half Day Sunshine Pontoon Rental

Embark on an unforgettable adventure with a half-day pontoon rental in Destin, Florida. Cruise the bay, unwind at Crab...

We got there early, 30-45 minutes before our reservation & they were very accommodating 
We even ended up extending 2 hours at the end of the day getting 6 hours for a great deal! Will be back in july to do it again

Perfect day!

Boat ran great, checking in was a beeeze, deck hands were awesome! We’ve rented here before and will rent here again!

Boat rental

Rent a pontoon for Sunshine pontoon rental! It was our children and ours favorite thing to do on vacation in Destin!! 

The deckhands are awesome and so helpful!! Tip them well, they deserve it!!


We ventured out to Crab island(check the tide schedule and go during high tide), but save time to just cruise the water, enjoying the gorgeous water, the sun, and the wind on your hair!! 


It gets all the STARs⭐️⭐️⭐️⭐️⭐️

Destin Harbor: Gilligan’s 12 Passenger Pontoon Rental

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Destin Harbor: Gilligan’s 12 Passenger Pontoon Rental

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