Destin's Most Experienced Watersport Company. Providing Thrills Along the Emerald Coast Since 1990!

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Gilligan's WaterSports

Jet Ski Rental, Pontoon Boats, Dolphin Tours, and Parasailing in Destin

Welcome to Gilligan's WaterSports! We are the most experienced watersports rental company in the Destin, Florida area. We have been in business since 1990 and are proud to offer the finest in watersport rentals including parasailing, waverunner rentals, pontoon boat rentals and dolphin tours on waverunners.


Destin is home to some of the most beautiful beaches in the world, and Gilligan's Watersports is your headquarters for unforgettable fun on the water. We offer everything from parasailing high above crystal-clear waters to gliding over the waves of Destin Harbor and Choctawhatchee Bay on one of our waverunner rentals. You could even spend a leisurely day enjoying the coastline on one of our Pontoon Boat rentals. And don't forget about our amazing Dolphin Tours as you see and experience our local marine life in its natural surroundings.


Destin Watersport Rentals

We are proud of our work and take pride in offering the safest experience for our customers as we have taken over 100,000 people parasailing since 1990. We have a 100% safety record. Our guides and captains are here for you and will answer any questions with experience. We aim to give you the best service with the biggest smile possible.


So if your looking to experience the real Destin, Florida on the water or above it. Gilligan's Watersports is the place for all your watersports needs.



    We rent the finest quality luxury pontoon boats in Destin. Our boats are all 25 ft and hold up to 12 people depending on weight. All are powered by 50hp outboards and all have swim ladders and bimini tops.


    Pontoon Boat Rental in Destin

    We have new 2016 Yamaha VX110 4 strokes. They are all 3 seaters.  Cannot exceed 400 lbs. All drivers must have a photo ID. You must be 18 years to rent and 16 to drive/operate a waverunner or jet ski.

    Jet Ski Rental in Destin

    800 feet up while enjoying 10-12 minutes of the most breathtaking views of the emerald green waters of the Gulf here in Destin. Along with the best service and most experienced crew we also offer the best rates in Destin.

    Parasailing in Destin

    We have daily guided dolphin tours on waverunners/jet skis. These are daily tours from 9AM to 11AM. This is a very popular tour. Cost is $110 per waverunner, which is our coupon price. They each seat up to 3 people. Cannot exceed 400 lbs. For age requirements to drive, please check our information under waverunners.

    See Dolphins in Destin

For Same Day Reservations Call: 850.650.9000

For Upcoming Dates

Destin Parasailing
Parasailing in Destin

Testimonials >>>

I had my first parasailing experience at Gilligan's in Destin. I was very afraid. The captain and crew on the boat helped me relax and now I can’t wait to go parasailing again. It was incredible! The crew explained everything in detail and made me feel so at ease. I would recommend this company to everyone. The take off and landing are so smooth, you are truly safe and cared for by professionals. We also enjoyed a wonderful day on a Pontoon boat from Gilligan's. The boat was comfortable and everyone on board really enjoyed the day. We fished and saw dolphins all day. Next year we will be back at Gilligan's to rent a Pontoon boat again on vacation.

Shelly Vorisek
Maple Heights, OH


Gilligan's Watersports Rentals in Destin

It’s no secret to the locals. After a long day out on the beach or on the water even the most experienced beach bum works up an appetite. Stop by and enjoy the outdoor dining at Gilligan’s. Join the local crowd and fill up on the finest local seafood around at an affordable, family friendly restaurant.

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Let's Get Social >>>

Snapshots >>>

Gilligan's Watersports

For Same Day Reservations Call: 850.650.9000

530 Harbor Blvd
Destin, Florida 32541

Phone: 850-650-9000

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© 2016 Gilligan's Watersports.