Pontoon Boat Rentals in Destin, FL — Your Gateway to Crab Island
Anchor Up at Crab Island with yOur Destin Pontoon Rental
You’ll have the time of your life experiencing Destin’s unique feature Crab Island! You may even catch a glimpse of or get to play in the water with some friendly sea life! Take one of our Destin Pontoon Boat Rentals from Destin to Crab Island, while there people have watched dolphins play, sea turtles swim & stingrays glide! At Crab Island there are plenty of things to enjoy, the shallow areas where you can swim in the middle of the pass. Crab Island is truly an experience of a lifetime. If our Destin Double Decker Pontoon Boat Rentals are available you can jump off the top or go down the slides right into the beautiful sea water!
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{"@context":"https:\/\/schema.org\/","@type":"Organization","@id":"https:\/\/www.trustindex.io\/reviews\/gilliganswatersportsdestin.com\/en","name":"Gilligan's Watersports Destin","logo":"https:\/\/cdn.trustindex.io\/companies\/6a\/6a5e3b464318g6c5\/avatar.jpg","url":"https:\/\/gilliganswatersportsdestin.com","description":"Do you agree with Gilligan's Watersports Destin's 4.9-star rating? Check out what 3126 people have written and share your own experience.","brand":{"@type":"Brand","@id":"https:\/\/gilliganswatersportsdestin.com","name":"Gilligan's Watersports Destin"},"image":{"@type":"ImageObject","url":"https:\/\/cdn.trustindex.io\/companies\/6a\/6a5e3b464318g6c5\/screenshot.jpg","width":500,"height":348},"address":[{"@type":"PostalAddress","streetAddress":"530 Harbor Blvd","addressLocality":"Destin","postalCode":"32541","addressCountry":"US"},{"streetAddress":"530 Harbor Blvd","addressLocality":"Destin","postalCode":"32541","addressCountry":"US"}],"aggregateRating":{"@type":"AggregateRating","worstRating":1,"bestRating":5,"ratingValue":4.9,"ratingCount":3126},"review":[{"@type":"Review","datePublished":"2026-09-24T13:47:43+00:00","reviewBody":"Easy to rent, price was fair. Our group was coming from 3 different locations, and one group was running late for our 5 hour pontoon boat rental.. Gilligans adjusted our start time to make sure we were able to enjoy the time on the water for the entire 5 hours. Tony gave great instruction on boat usage and where to go. Had the boat with the 2 slides.. the kids on the boat loved it (and so did the adults!). Crab Island was awesome, then just drove thru the harbor for some amazing views. Highly recommend Gilligans!","inLanguage":"en","url":"https:\/\/www.google.com\/maps\/search\/?api=1&query=Google&query_place_id=ChIJ3ewlSf5DkYgRpSKrX7jTEnI","author":{"@type":"Person","name":"Robert Tappan"},"reviewRating":{"@type":"Rating","worstRating":1,"bestRating":5,"ratingValue":5},"publisher":{"@type":"Organization","name":"Trustindex","sameAs":"https:\/\/www.trustindex.io"}},{"@type":"Review","datePublished":"2026-07-20T20:23:16+00:00","reviewBody":"Pontooned for 4 hours to crab island with my husband and 2 dogs. Wonderful time! Would do it again for sure!","inLanguage":"en","url":"https:\/\/www.google.com\/maps\/search\/?api=1&query=Google&query_place_id=ChIJ3ewlSf5DkYgRpSKrX7jTEnI","author":{"@type":"Person","name":"Jessi Staton"},"reviewRating":{"@type":"Rating","worstRating":1,"bestRating":5,"ratingValue":5},"publisher":{"@type":"Organization","name":"Trustindex","sameAs":"https:\/\/www.trustindex.io"}},{"@type":"Review","datePublished":"2026-07-20T20:01:26+00:00","reviewBody":"Renting the double decker pontoon with dual slides was the highlight of our family vacation! We were able to visit Crab Island, and it was fun for the entire family (ages 10 to 62)! The process from reserving online to on-site check in, and then receiving\/turning in the boat was all super easy! Would rent from them again on our next trip to Destin!","inLanguage":"en","url":"https:\/\/www.google.com\/maps\/search\/?api=1&query=Google&query_place_id=ChIJ3ewlSf5DkYgRpSKrX7jTEnI","author":{"@type":"Person","name":"Ashley Drummond"},"reviewRating":{"@type":"Rating","worstRating":1,"bestRating":5,"ratingValue":5},"publisher":{"@type":"Organization","name":"Trustindex","sameAs":"https:\/\/www.trustindex.io"}},{"@type":"Review","datePublished":"2026-07-18T22:40:44+00:00","reviewBody":"So my wife and her friends just chartered a pontoon with an alleged \u201ccaptain\u201d to crab island. Storms bearing down multiple lighting strikes within a mile?? How do you qualify your \u201ccaptains\u201d if they can\u2019t watch a radar and are subjecting their customers to risk? Beyond sub par, actually disgraceful behavior. Shame on your business and \u201ccaptains\u201d we live in the lightning strike capital of America and before you reply to my comment and tell me you can\u2019t control the weather you\u2019re very capable of monitoring it and informing your customers it\u2019s time to go. Lightning within 10 miles is grounds to seek shelter lighting inside a mile is negligence and before you tell me it\u2019s not true I have screen shots and pictures from multiple weather stations that indicate those strikes. Shame on you.","inLanguage":"en","url":"https:\/\/www.google.com\/maps\/search\/?api=1&query=Google&query_place_id=ChIJ3ewlSf5DkYgRpSKrX7jTEnI","author":{"@type":"Person","name":"Jacob Gladwell"},"reviewRating":{"@type":"Rating","worstRating":1,"bestRating":5,"ratingValue":1},"publisher":{"@type":"Organization","name":"Trustindex","sameAs":"https:\/\/www.trustindex.io"}},{"@type":"Review","datePublished":"2026-07-11T19:58:18+00:00","reviewBody":"Gilligan's has amazing service. We absolutely had the time of our life. Can't wait to go back! Thank you so much! We rented a pontoon to crab island. It was amazing \ud83d\udc4f","inLanguage":"en","url":"https:\/\/www.google.com\/maps\/search\/?api=1&query=Google&query_place_id=ChIJ3ewlSf5DkYgRpSKrX7jTEnI","author":{"@type":"Person","name":"Melissa Bruns"},"reviewRating":{"@type":"Rating","worstRating":1,"bestRating":5,"ratingValue":5},"publisher":{"@type":"Organization","name":"Trustindex","sameAs":"https:\/\/www.trustindex.io"}},{"@type":"Review","datePublished":"2025-09-12T01:11:45+00:00","reviewBody":"Fast check in, fair price and nice pontoon boating experience! Took out for crab island but we took off to the west of that spot first and found a private beach area to eat lunch and relax with with no crowds. It was a great day. When we got back the staff were very friendly and super helpful with restaurant choices and things to do in the area. I would recommend this place to anyone.","inLanguage":"en","url":"https:\/\/www.google.com\/maps\/search\/?api=1&query=Google&query_place_id=ChIJ3ewlSf5DkYgRpSKrX7jTEnI","author":{"@type":"Person","name":"Jason Fielding"},"reviewRating":{"@type":"Rating","worstRating":1,"bestRating":5,"ratingValue":5},"publisher":{"@type":"Organization","name":"Trustindex","sameAs":"https:\/\/www.trustindex.io"}},{"@type":"Review","datePublished":"2025-09-03T11:19:28+00:00","reviewBody":"Half-day pontoon rental to Crab Island was perfect! Boats were well-maintained and easy to navigate. Tyler had us up and ready to go right at our reservation time wasting no time. Pre-arrival instructions, video, and registration were simple and helpful to keep us moving without delay. Thank you for a fun and memorable day! We will be back next year!","inLanguage":"en","url":"https:\/\/www.google.com\/maps\/search\/?api=1&query=Google&query_place_id=ChIJ3ewlSf5DkYgRpSKrX7jTEnI","author":{"@type":"Person","name":"Abbey Morante"},"reviewRating":{"@type":"Rating","worstRating":1,"bestRating":5,"ratingValue":5},"publisher":{"@type":"Organization","name":"Trustindex","sameAs":"https:\/\/www.trustindex.io"}},{"@type":"Review","datePublished":"2025-06-08T22:28:14+00:00","reviewBody":"Our first time on a Pontoon boat. Awesome experience, friendly staff and Tyler was attentive in welcoming us back. Thanks Gilligans Watersports!","inLanguage":"en","url":"https:\/\/www.google.com\/maps\/search\/?api=1&query=Google&query_place_id=ChIJ3ewlSf5DkYgRpSKrX7jTEnI","author":{"@type":"Person","name":"Ahide Briones"},"reviewRating":{"@type":"Rating","worstRating":1,"bestRating":5,"ratingValue":5},"publisher":{"@type":"Organization","name":"Trustindex","sameAs":"https:\/\/www.trustindex.io"}},{"@type":"Review","datePublished":"2025-05-30T22:35:42+00:00","reviewBody":"Last year we used them for the pontoon boat, this year we used them for parasailing. We are always pleased by them and we'll always use them. Super friendly people!","inLanguage":"en","url":"https:\/\/www.google.com\/maps\/search\/?api=1&query=Google&query_place_id=ChIJ3ewlSf5DkYgRpSKrX7jTEnI","author":{"@type":"Person","name":"Daniel Staples"},"reviewRating":{"@type":"Rating","worstRating":1,"bestRating":5,"ratingValue":5},"publisher":{"@type":"Organization","name":"Trustindex","sameAs":"https:\/\/www.trustindex.io"}},{"@type":"Review","datePublished":"2025-05-28T17:36:43+00:00","reviewBody":"Everything was easy. Check-in was thorough and quick. Loved the pontoon boat and the day spent with family on crab island and the bay.","inLanguage":"en","url":"https:\/\/www.google.com\/maps\/search\/?api=1&query=Google&query_place_id=ChIJ3ewlSf5DkYgRpSKrX7jTEnI","author":{"@type":"Person","name":"Katie Dixon"},"reviewRating":{"@type":"Rating","worstRating":1,"bestRating":5,"ratingValue":5},"publisher":{"@type":"Organization","name":"Trustindex","sameAs":"https:\/\/www.trustindex.io"}},{"@type":"Review","datePublished":"2025-05-26T19:06:52+00:00","reviewBody":"We had a fantastic experience with Gilligan\u2019s Watersports for our Crab Island pontoon rental! They gave us their newest pontoon boat it was super clean, spacious, and in perfect condition. The whole process was smooth from start to finish, and the staff was very organized and professional. Highly recommend them if you\u2019re looking for a fun and stress-free day on the water!","inLanguage":"en","url":"https:\/\/www.google.com\/maps\/search\/?api=1&query=Google&query_place_id=ChIJ3ewlSf5DkYgRpSKrX7jTEnI","author":{"@type":"Person","name":"Erika Sanchez"},"reviewRating":{"@type":"Rating","worstRating":1,"bestRating":5,"ratingValue":5},"publisher":{"@type":"Organization","name":"Trustindex","sameAs":"https:\/\/www.trustindex.io"}},{"@type":"Review","datePublished":"2025-05-14T21:10:30+00:00","reviewBody":"Our family rented a pontoon last minute on a whim. The staff at Gilligans were very helpful and so courteous. They made the experience memorable and stress-free. We will definitely rent from them again in the future. Much love from Louisiana!\ud83e\udd9e","inLanguage":"en","url":"https:\/\/www.google.com\/maps\/search\/?api=1&query=Google&query_place_id=ChIJ3ewlSf5DkYgRpSKrX7jTEnI","author":{"@type":"Person","name":"Bridgett Deleon"},"reviewRating":{"@type":"Rating","worstRating":1,"bestRating":5,"ratingValue":5},"publisher":{"@type":"Organization","name":"Trustindex","sameAs":"https:\/\/www.trustindex.io"}},{"@type":"Review","datePublished":"2025-05-10T15:57:35+00:00","reviewBody":"4 of us rented a pontoon for four hours to go to Crab Island and had a great time! Gilligans helped to answer all of our questions prior to booking. It was easy to reserve online and fill out the necessary paperwork online and check in was a breeze and we were able to leave a little early for the excursion. The boat was a newer model and very comfortable. We were having so much fun we called to see if we could extend for an additional hour and it was just a small cost so we did. Dropping the boat back off was super easy too. An amazing day and great experience with the company and associates!!","inLanguage":"en","url":"https:\/\/www.google.com\/maps\/search\/?api=1&query=Google&query_place_id=ChIJ3ewlSf5DkYgRpSKrX7jTEnI","author":{"@type":"Person","name":"Lisa Messmore"},"reviewRating":{"@type":"Rating","worstRating":1,"bestRating":5,"ratingValue":5},"publisher":{"@type":"Organization","name":"Trustindex","sameAs":"https:\/\/www.trustindex.io"}},{"@type":"Review","datePublished":"2024-07-29T23:37:28+00:00","reviewBody":"This was one of the most FUN things we have done! Our original plans were canceled due to weather and it was later afternoon with most places not renting pontoons but Laura and Katie at Gilligan\u2019s was able to accommodate us and make our evening. We created memories that will last a lifetime. There are a lot of boat rentals here and all priced around the same so it\u2019s really the people that make it better and separate it. We will return because of our experience and people putting a little smile in our day. You never know how your kindness and helpfulness will go so just do it.","inLanguage":"en","url":"https:\/\/www.google.com\/maps\/search\/?api=1&query=Google&query_place_id=ChIJ3ewlSf5DkYgRpSKrX7jTEnI","author":{"@type":"Person","name":"Team Genesis Basketball"},"reviewRating":{"@type":"Rating","worstRating":1,"bestRating":5,"ratingValue":5},"publisher":{"@type":"Organization","name":"Trustindex","sameAs":"https:\/\/www.trustindex.io"}},{"@type":"Review","datePublished":"2024-07-29T00:58:19+00:00","reviewBody":"We rented a pontoon, and our awesome instructor gave amazing steering lessons. We had a great time, and they helped us with cleanup afterward, even though we had very little trash. Highly recommend!","inLanguage":"en","url":"https:\/\/www.google.com\/maps\/search\/?api=1&query=Google&query_place_id=ChIJ3ewlSf5DkYgRpSKrX7jTEnI","author":{"@type":"Person","name":"Valerie Holmes"},"reviewRating":{"@type":"Rating","worstRating":1,"bestRating":5,"ratingValue":5},"publisher":{"@type":"Organization","name":"Trustindex","sameAs":"https:\/\/www.trustindex.io"}}]}
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Your family will love our new double decker pontoon boat rentals! The experience of a portable slide and platform high above the water is like none other! Have the time of your life enjoying the clear blue waters of Destin, FL on your own personal pontoon boat!
