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Destin Pontoon Boat Rentals

Take a Pontoon Boat to Crab Island

Experience the adventure of a lifetime at Destin’s one-of-a-kind Crab Island! Hop aboard one of Tipsy Tiki’s Pontoon Boats and set sail to this iconic destination where wildlife, including dolphins and sea turtles, thrive! At Crab Island, there’s something for everyone, including shallow swimming areas, playgrounds for the kids, and refreshing beverages at the full service bar for adults. Check out the availability for our double decker Pontoon boat!

Booking Details

Please bring with you the provided confirmation number (located on the voucher e-mailed to you after online purchase) and a valid drivers license for verification. Gilligans Watersports is located at 530 Harbor Boulevard E, Destin, FL 32541. Please arrive at least 20 minutes early with a valid ID and credit card for incidentals. It is best to confirm your booking at least 24 hours prior to your departure date. Reservations booked less than 24hrs prior to arrival are not guaranteed until confirmed by the vendor.

Activity Highlights
Clean and comfortable 12 passenger boats.
Friendly & professional instruction.
Yamaha 50 HP engines on all boats.
Lockable watertight storage compartments

Departure Details
This activity offers 4 and 8 hour rentals daily. Customers must reserve at least one day in advance. Available departure times are varied, check times for your date in the calendar.

Standard 4 hr: $400 / 8 hr: $600
Double Decker 4 hr: $695 / 8 hr: $895

ExcellentGoogle star 1Google star 2Google star 3Google star 4Google star 55.0386 reviews
5.0Google star 1Google star 2Google star 3Google star 4Google star 5
Excellent386 reviews
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brooklyn profile picture
brooklyn
1 days ago
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Had a great time on crab island with Bean & Lauren!
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Navya Jain
3 days ago
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Sachin Kala Sidhardhan profile picture
Sachin Kala Sidhardhan
3 days ago
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Fantastic Crab Island experience aboard the Tipsy Tiki! Captain Maddy and Vice Captain Bean were friendly, attentive, and took great care of everyone. After a short ride out, we had nearly three hours at Crab Island with lily pads, floaties, life jackets, and plenty of time in the shallow water. The kids had an absolute blast. Vendors even came by selling snacks like boiled peanuts and chicken wings, which added to the fun atmosphere. Great crew, great setup, and easily one of the highlights of our Destin trip. Highly recommended!
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Proyecto María y Diego profile picture
Proyecto María y Diego
3 days ago
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+0
1000 / 10 I love guys , the best tour
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Maurice James profile picture
Maurice James
3 days ago
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Martty and Bean were awesome! Provided all the informative information and where. Just all around great!! Thanks!!
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Sergio profile picture
Sergio
3 days ago
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Bernice McAlpine-Warren profile picture
Bernice McAlpine-Warren
3 days ago
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+2
We had an absolutely fantastic experience with Captain Maddie and Mate Bean on our boat tour to Crab Island in Destin! They were both incredibly professional, friendly, and knowledgeable, making the entire trip enjoyable from start to finish. They shared interesting and informative details along the way while making sure everyone felt comfortable and had a great time. The water was beautiful, and we had so much fun getting out and enjoying Crab Island. Captain Maddie and Mate Bean really went above and beyond to make the experience memorable. We couldn’t have asked for a better crew or a better day on the water! Highly recommend this tour to anyone visiting Destin ask for Captain Maddie and Mate Bean! ⭐️⭐️⭐️⭐️⭐️ Cliff & Bernice
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Derrick McKnight profile picture
Derrick McKnight
3 days ago
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+0
We had the pleasure of being taken out to the island by Bean and Maddy. We had a great time. They had everything we needed. I’d/ We’d definitely recommend and rebook!!! Thanks ladies!!
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Milton Jackson profile picture
Milton Jackson
3 days ago
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Marco Rembert profile picture
Marco Rembert
3 days ago
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Fun!
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Stephen Pasquale profile picture
Stephen Pasquale
3 days ago
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Bean and Maddy were great
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Daniel Cox profile picture
Daniel Cox
4 days ago
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Lauren and Will are the best thank you guys so much for a great evening!!
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Justin Appling profile picture
Justin Appling
4 days ago
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Laura and will was very nice, anything we need they was in it. We had a great time
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Hue Nguyen profile picture
Hue Nguyen
4 days ago
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Great time with all beautiful inside out people . ❤️❤️❤️❤️🇺🇸🇺🇸🇺🇸🇺🇸.
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Jaquan Hart profile picture
Jaquan Hart
4 days ago
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Great experience take good care of you, both captains are nice and respectful will be coming back

Check out our double decker pontoon boat

Do you have a larger party, or want more space for friends and family to enjoy while on the water? Consider renting our double decker pontoon! With extra space and two stories, your group can make the most out of their adventure! Jump from the top of our double decker boat into the stunning emerald Florida waters, or tan on the deck on the top floor! Check out our availability today!

Frequently Asked Questions About Destin Pontoon Rentals

Do I need a boating license?

No, you do not need a boating license to rent a pontoon boat with us. Before your rental, we provide a thorough safety orientation covering all boat operations, navigation rules, and local waterway guidelines so you feel confident and comfortable on the water.

Is fuel included?

Yes, fuel is included in all pontoon boat rental packages. You won’t have to worry about refueling or any hidden costs — just show up, complete your safety orientation, and enjoy your day on the water.

Can I bring food and drinks?

Yes! You are welcome to bring your own food and drinks aboard. We provide a cooler on each boat for your convenience. Just remember to use cans or plastic containers only — no glass allowed for safety reasons. Many guests also stop at the floating food vendors near Crab Island.

Can I go to Crab Island?

Absolutely! Crab Island is the most popular destination for our pontoon renters. It’s a shallow sandbar area in the Destin Harbor where you can anchor, swim, and enjoy the crystal-clear water. We’ll point you in the right direction during your safety orientation and give you tips for the best experience.

How many people fit on a pontoon boat?

Our standard pontoon boats hold up to 12 passengers comfortably. We also offer double-decker pontoon boats with a slide for larger groups or anyone looking for extra fun. All boats come with a bimini top for shade and safety equipment. Bluetooth speakers are available for rent at our locations.

Pontoon Pick-Up Docks — Destin & Fort Walton Beach

Pontoons head out from four docks — three around Destin plus Fort Walton Beach.

Which Dock Is Yours?

Your pontoon’s dock rides on the option you reserve — it shows at checkout and again in your confirmation email.

Gilligan’s Watersports: 530 Harbor Blvd, Destin, FL 32541 · (850) 650-9000
Boats load at the boardwalk dock at 530. Get directions

Xtreme H2O of Crab Island: 7 Calhoun Ave, Destin, FL 32541 · (850) 978-3060
Or launch beside the bridge for the quickest idle to Crab Island. Get directions

Destin X on the Harbor: 214 Harbor Blvd, Destin, FL 32541 · (850) 898-1204
Pontoons also stage on the harbor at 214. Get directions

Xtreme H2O Fort Walton Beach: 169 Brooks Street SE, Fort Walton Beach, FL 32548 · (850) 978-3060
Fort Walton Beach boats leave from Brooks Street. Get directions

Parking

Gilligan’s Watersports (530 Harbor Blvd): free parking right at the dock, first come, first served — when the lot fills, overflow waits just up the hill at 531 Mountain Drive.

Xtreme H2O (7 Calhoun Ave): the Destin Marina’s public lot sits right beside the launch; it goes fast on summer days, so share a ride when you can.

Destin X (214 Harbor Blvd): room for one vehicle per booking on site, first come, first served — extra cars park free at 310 Mountain Drive or for $15 at 285 US-98 W, and RVs or trailers use the paid public lot across the street.

Xtreme H2O Fort Walton Beach (169 Brooks St SE): on-site customer parking covers one vehicle per reservation, first come, first served — buddy up on busy days.

Check-In

Skippering your own ride? Handle the one piece of homework first: drivers born on or after January 1, 1988 need a Florida boater safety certificate, and knocking out the Florida temporary boater test online before you show up makes check-in easier and faster. A $3 NASBLA version is offered dockside too — just leave wiggle room. Roll in 45 minutes before your start with a photo ID for every driver; life jackets and the safety talk are on the crew.

Bring aboard: swimsuits, towels, reef-safe sunscreen, a waterproof pouch for your phone, and a soft-sided cooler with drinks — no glass on the water.

Booking Details

Please bring with you the provided confirmation number (located on the voucher e-mailed to you after online purchase) and a valid drivers license for verification. Gilligans Watersports is located at 530 Harbor Boulevard E, Destin, FL 32541. Please arrive at least 20 minutes early with a valid ID and credit card for incidentals. It is best to confirm your booking at least 24 hours prior to your departure date. Reservations booked less than 24hrs prior to arrival are not guaranteed until confirmed by the vendor.

Activity Highlights
Clean and comfortable 12 passenger boats.
Friendly & professional instruction.
Yamaha 50 HP engines on all boats.
Lockable watertight storage compartments

Departure Details
This activity offers 4 and 8 hour rentals daily. Customers must reserve at least one day in advance. Available departure times are varied, check times for your date in the calendar.

Standard 4 hr: $400 / 8 hr: $600
Double Decker 4 hr: $695 / 8 hr: $895

5 star review
Awesome service from the employees to the equipment!
We rented a pontoon boat for 4 hours and we actually got there about an hour too early and they let us get on the boat as soon as we got there anyway(basically got an extra hour for no extra charge). All staff was super nice and helpful with any questions we had. Boats are fairly new and in very good condition and well maintained. They were also the cheapest price compared to other places we had called. Definitely will be coming back next time we are back in Destin!
Chris Diaz, Google Reviews
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