Name: Destin Harbor: Gilligan’s 12 Passenger Pontoon Rental
Brand: TripShock
SKU: 5397
Price: 268 USD
Availability: InStock
Rating: 4.8048 (1127 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

1127 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...

Great experience! The instructions were clear, and the boat was excellent. We had a wonderful time and will definitely rent again!

Excellent choice!

We had a great trip on the pontoon boat as usual.  2nd year it rained though but we still had a great afternoon.  The boats are great and easy to rent!  Always a fun time!

Crab Island Fun!

We arrived 30 minutes ahead of schedule as requested, and the team got us out quickly onto our boat, which was clean and ready for our day!

Perfect Experience

Would not rent from again. Boat was in really bad shape with torn up carpet (making it hard to walk), big holes out of cushions and the boat had not been cleaned in a while. Trash was on board from previous renter.

Disappointing

It was horrible.. im not at all satisfied because no horn , no music system ( it was not working). i don’t recommend.

Horrible

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

too many up charges get front desk and old pontoon

users

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

Book the Coast

Pontoon Rental from the Destin Harbor

Destin

Florida

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...

Wonderful day. Great facility. The guys talking care of everything are the best!

Luther’s crab island experience

Great experience renting from Luther’s, we rented two days in a row and had a great time

Good time had by all

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!

Luther's Pontoon, Waverunners, & Kayaks Rentals

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...

We had an amazing time! The staff was  educational, funny and polite! 

We are repeat customers next year!!

Linksofvalor.org

Non-Profit Board President

Awesome

Mrs.

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!

Crab island

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...

There were five of us girls on the Sunshine pontoon and we had the best time.
Very highly recommend.

Super fun morning

This is the 2nd time we have rented from these folks! Nice boat no issues with process! Very friendly!

Great Place to Rent!

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!

Sunshine Watersports

Enjoy the captivating Emerald Coast in a 12 Passenger Double Decker Pontoon Rental departing from Destin Harbor. There is no better way to venture out into the festivities of Crab Island than aboard a double-decker pontoon with a slide and plenty of shade below. Enjoy a day at this sandbar with family and friends as you soak up some Florida sun. Conveniently located on the Destin Harbor, this rental includes everything you need to have an awesome day on the water: slides, shade, sun, and a whole lot of fun with up to 12 people. Anchors away, book today!

Destin Harbor: Destin X 12 Passenger Double Decker Pontoon Rental with Slides

Enjoy the captivating Emerald Coast in a 12 Passenger Double Decker Pontoon Rental departing from Destin Harbor. There...

We had a great time at Can Island!   The boat was perfect for our group of 8 ppl.   We would definitely recommend using you to our friends.

Great a

It was a great experience for everyone the kids had a blast would definitely recommend especially if you are traveling with kids

Pontoon boat 3 slides

Great staff and will book another excursion again!

Captain

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...

We had a great experience. Definitely would recommend this tour guide. Very knowledgeable and informative. We saw all kinds of sea life and got to enjoy beautiful Destin. We would most definitely book again.

Destin tour

Chandler was amazing!! The tour was very informative and fun for our family and we so appreciate his recommendations of the city!!

Review for Chandler

We had a fantastic experience with Captain Chandler! The boat was the perfect size for our group of four adults. We got to see dolphins playing in the boat’s wake, multiple rays gliding through the water, and even a small shark. Crab Island was fun but what we enjoyed most was cruising the waters and enjoying the beautiful natural scenery. We all agreed this adventure was the highlight of our vacation.

Awesome Day!

Destin Aquatic Adventures

Explore the water around Destin, Florida with some of the newest in the line of Harris-Kayot Pontoon Boats. Just imagine being anchored out in Destin's emerald, green water enjoying watersports, sunbathing, picnicking, swimming, snorkeling, or just sitting back and relaxing as you cruise the area taking in all the breathtaking views. Great for small or large groups of up to 12 people, book your Destin Pontoon Rental today!

Destin: Pontoon Rental for up to 12 Passengers

Explore the water around Destin, Florida with some of the newest in the line of Harris-Kayot Pontoon Boats. Just imagine...

We rented a pontoon boat for a half day and  anchored at Crab Island. It was so nice and relaxing…we easily could have stayed the full day.  Will do a full day next time.

Pontooning to Crab Island

Check in process was very slow and the lady in the trailer was not as pleasant or as helpful as she could have been.   The guys by the dock were great and very pleasant and guy on a golf cart was do extremely nice and took our items and one of our friends who had trouble walking down to the dock on the golf cart.  Very much appreciated.   Thank you

Fun in the sun

We had an amazing time and will definitely be booking through y’all again ❤️⭐️‼️‼️‼️‼️‼️‼️‼️‼️

Pontoon rental

Happys Crab Island Watersports

Get out on the water with this 12 Person Pontoon Rental in Destin, Florida. See the sights around Choctawhatchee Bay and Destin as you cruise the emerald water. Visit the popular Crab Island or relax on the water. Keep an eye out for marine life like dolphins, turtles, fish, and more. 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 Double Decker Pontoon Rental with Slides

Get out on the water with this 12 Person Pontoon Rental in Destin, Florida. See the sights around Choctawhatchee Bay and...

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!

Destin: Double Decker Pontoon Charter with Slide, Paddleboard, & Water Toys

Enjoy an epic day of carefree cruising around Destin, Florida aboard your very own captained pontoon boat charter....

The pontoon was exactly what we wanted. It had
everything we needed and captain Casey was absolutely the best captain we could have asked for.  She gave us so much information and helped with all the equipment. The pontoon was a perfect size for the 6 of us.  Highly recommend it.  Thanks Captain Casey, from Houston,  Texas.

Had an awesome experience with Captain Casey

The beat life long memories and the captain was the best

Exactly what you expect on a great day out on the gulf

Only 2 of our 6 total guests made it for this adventure due to uncontrollable circumstances. Nonetheless, we had a great time! As it was my first time ever being on or near the gulf coast and seeing the white sands and clear blue water. My sister being the other guest that made it. It was nice to share the experience. 
Our captain was friendly and knowledgeable, despite the suprise of just 2 guests attending, he had some funny jokes and kept us entertained the whole time. 
Our only downside is that our guests didn't come along, otherwise I will totally recommend this charter/website to others heading to the area.

Still had a great time!

Destin Pontoon 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

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!

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

Relax in luxury aboard your All-Inclusive Captained Pontoon Charter for up to 6 guests max. Experience the sights and...

⸻

This trip was everything we hoped for and more:the perfect adventure for our kids to safely explore the clear waters without worrying about strong waves or riptides. Paddle boarding (our version of it!)quickly became the family favorite, and to top it all off, we even spotted a dolphin gliding by! 

Family Vacay

Our time on the boat was incredible. Jesse was the absolute man, and couldn't have been a better Captain for us. Would 100% recommend to anyone who wants a great time on the water!

Jesse is the man

Pontoon

Cast your worries aside and immerse yourself in all-day fun with this All-Inclusive Captained Pontoon Charter in Destin, Florida. Paddleboard and explore to your heart's content or just relax in luxury as you experience beautiful Destin Harbor from the lower deck of the pontoon. Make a splash in the gorgeous water around you, swim around, or lounge on an inflatable. Regardless of what you choose on this all-inclusive day, you will enjoy yourself as you soak up the warm Florida sun! Reserve this charter today!

Destin: 16 Passenger Pontoon Charter with Paddleboards & Water Toys

Cast your worries aside and immerse yourself in all-day fun with this All-Inclusive Captained Pontoon Charter in Destin,...

Great experience.  Called ahead to find help locating a pontoon service to accommodate wide range of passengers from kids to grandparents including handicapped accessible.  They made calls and confirmed with the service that all could be accommodated before booking.  Trip was great and Captain Benton was awesome.  Definitely recommend.

Great experience

ITT was awesome! The best day! We all enjoyed ourselves and Jimmy G. Was the best!!!!!

60th birthday Bash

We had a fun time, both adults and kids.  Our Captain and his assistant were fun and very accommodating as well.  We also saw a ton of dolphins which the kids loved!  We were able to relax, enjoy the floats, paddle boards, and views.

Destin Harbor: Gilligan’s 12 Passenger Pontoon Rental

Locations Youʹll Explore

Destin Harbor: Gilligan’s 12 Passenger Pontoon Rental

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