Gilligan's Watersports

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530 Harbor Blvd
Destin, FL 32541
Gilligan's Watersports is now under new ownership and management, bringing you the most experienced and friendly crew in Destin! We proudly offer premier parasailing, Waverunner (jet ski) rentals, pontoon boat rentals, and guided dolphin tours. Cruise to the famous Crab Island with our comfortable pontoon rentals or glide across Choctawhatchee Bay on a high-performance Waverunner. Based right on Destin Harbor, we're your headquarters for unforgettable fun on the water. Come experience the best of Destin and the Emerald Coast with Gilligan's Watersports!

Reviews

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4.082 reviews
Photo of Karen S.
Karen S.
4/9/2025

We had such a fun time cruising around the bay. We left just before sunset and stayed out after dark. We mostly saw shells and little fish in the water and som osprey and pelicans sitting along...

Tyler C.
5/24/2025

Terrible Experience - Don't Waste Your Money My fiancé and I booked a 2-hour jet ski dolphin tour with Gilligan's Watersports (10:00 AM to 12:00 PM), and it was an absolute disappointment from...

Kelley G.
4/30/2024

Yesterday, we had a PERFECT pontoon day, set up by Jared and Brendan and Captained by my husband. Jared was efficient and super-friendly with the paperwork and helping us load our cooler into the...

Photo of Faz K.
Faz K.
1/14/2023

Rented a pontoon from here. They have an easy online reservation system. There is a decent amount of parking in their lot. The staff is nice and helpful generally. Prices were competitive based...

Photo of Phil M.
Phil M.
6/27/2024

Best parasailing experience yet...Nate and Lee were awesome. If you have never been I recommend going here they did an awesome job. Will definitely be coming back.

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