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Pontoon Boats

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.

$225

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 – Pontoon Boats

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 equipped with Bluetooth speakers, a bimini top for shade, and safety equipment.

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.

$225

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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