Welcome to Gilligan's WaterSports!

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

Welcome to Gilligan's WaterSports! We are the most experienced watersports rental company in the Destin, Florida area. Since 1990 we have been proudly offering the finest in watersport rentals including parasailing, waverunner/jet ski rental, pontoon boat rentals and dolphin tours on waverunners.


Destin is not only home to some of the most beautiful beaches in the world, but also some of the most fun you can have on the water. At Gilligan's Watersports, we want to be 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 Emerald coastline on one of our Pontoon Boat rentals. And don't forget about our amazing Dolphin Tours where you see and experience our local marine life in its natural surroundings


Destin Watersport Rentals


We take pride in offering the safest experience for our customers. We have taken over 200,000+ people parasailing since 1990, and have done it with a 100% safety record. Our guides and captains are here for you and will answer any questions or concerns. We aim to give you the best service with the biggest smile possible.


So, if you're looking to experience the real Destin, Florida on the water, Gilligan's WaterSports is the place for all your aquatic adventure needs.

In order to operate a motorboat of ten (10) horsepower or greater, Florida law requires anyone who was born on or after Jan. 1, 1988 to successfully complete an approved boating safety course and obtain a Boating Safety Education Identification Card issued by the FWC. Florida does not have a "boating license."

Click the link below to take the Florida State–Approved Boat Rental Course

This is the official Florida course for boat renters, receive your temporary certificate, and get on the water.


Try out our


Double Decker

Pontoon Boat

with Dual Sliding Boards!


    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.



    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.


    500 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.


    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.

For Same Day Reservations Call: 850.650.9000

For Upcoming Dates

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.


Kevin was the best "Mate" one could have asked for. Our first time parasailing, he made it fun for everyone and took pictures with our phones as well as offering picture packages at a very reasonable rate. I didn't catch the captain's name but he was awesome too! We will be back for sure.


Mike and Tim did an awesome job! When we went parasailing there was great music, good vibes, and they were very instructive. We would definitely go back again the next time we come for vacation. Thanks guys!!


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.

Visit their website >>

Let's Get Social >>>

Snapshots >>>

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

Gilligan's Watersports

530 Harbor Blvd,
Destin, FL 32541

(850) 650-9000

For Same Day Reservations Call: 850.650.9000


© 2018 Gilligan's Watersports.