Destin

Florida

Gilligan's Watersports Parasailing, Pontoon Boats, & Guided WaveRunner Dolphin Tours!

Gilligan's Watersports

Get out on the water with this 12 Person Pontoon Rental on the Destin Harbor. See the sights around Choctawhatchee Bay and Destin Harbor. Visit the popular Crab Island or even try your luck at some inshore fishing in one of the area's popular bayous. Whether you are looking for family-friendly adventure or to create memories with friends. Spend a carefree day on the water, have a few drinks, soak up the sun, and leave your worries behind. Don't miss the boat, book your pontoon rental today!

12 Person Pontoon Rental on the Destin Harbor

Get out on the water with this 12 Person Pontoon Rental on the Destin Harbor. See the sights around Choctawhatchee Bay...

We had an amazing time! The crew was helpful getting us off and told us some cool areas to check out! 10/10 will definitely use them again!

Amazing

We had the best time on your pontoon rental!! The guys were awesome and very knowledgeable. We spent a week in Miramar Beach doing all kinds of fun things, but this was by far the best thing we did.  I’d promised my 3 year old grandson I’d take him to see dolphins and we did that aboard the pontoon. We were all so excited because we never expected that. Thanks!

Pontoon Rental

We are local and have rented from another company before and I was very impressed with the size and overall Condition of this boat. It was very nice and I loved being in the harbor. We didn’t have very far to travel to crab Island. The staff was super helpful and instructions were very clear - will definitely rent from them again. Great deal via trip shock!!

Much better than my previous experiences!!

There is nothing like the thrill of a Destin Parasailing Adventure! It is a breathtaking way to see the spectrum of color and spectacular views over gorgeous Destin, Florida. Get a bird’s eye view of the beaches and jetties, the Gulf, sea turtles, dolphins, and more. With your professional captain and crew, you can expect breathtaking takeoffs and super smooth landings right from the boat deck. Book your [Destin parasailing](https://www.tripshock.com/attractions/destin/parasailing/ "Destin parasailing") trip today!

Destin Parasailing Adventure

There is nothing like the thrill of a Destin Parasailing Adventure! It is a breathtaking way to see the spectrum of...

Lee and Nate are great captain and mate and answered all poor questions. The site was amazing and I’d do it  again

We got higher than a Georgia pine

We had alot of fun on our first parasailing trip.  We took our 7 yr old son and it could not have been more calm, fun, and relaxing.  Nate and Lee were both great. Very friendly, professional, and were willing to answer any questions.  Would highly recommend!

Way Up High

Captain Tim and his crew were great!  They made sure our trip was memorable and kept us safe!

Parasailing

Join in on a Small Group Waverunner Tour and see wild Atlantic bottlenose dolphins up close and in their natural habitat from the comfort of your own jet ski in Destin, Florida. From up close, you will be able to hear the sounds they make and see how much fun they have playing among the waves. Feel the cool splash of the ocean and smell the fresh air as you race through the scenic emerald waters of Choctawhatchee Bay. Book your Small Group Waverunner Dolphin Tour today and prepare for the ride of your life!

Small Group Waverunner Dolphin Tour Departing From Destin Harbor

Join in on a Small Group Waverunner Tour and see wild Atlantic bottlenose dolphins up close and in their natural habitat...

Wow - definitely a bucket list item you should consider ! Brian was brilliant - friendly, knowledgeable and with a great sense of humor. We were able to see dolphins and enjoy cruising the seas at high speeds - such an exhilarating experience and
One I will recommend to everyone l.

Incredible experience

It was a great time our guide took us to crab island we saw many dolphins, he knew right where to look. It was fast speeds almost all the way.

Jet ski dolphin tour

Our guide was awesome and I can almost guarantee that our kids made some core memories on this 2 hour adventure. Eli was super kind and patient, and our 6 and 8 year old had the time of their lives. We saw dolphins and manatees up close, and even if we didn’t see any sea life it would have been 100% worth it. This is a great way to break up beach days if your kids get bored easily. We’ll be back for sure!

Incredible  experience

Be your own captain and take your family or group out to enjoy the sunset and fireworks from a different perspective in Destin, Florida. Watch the live entertainment on the water at the Destin Harbor and enjoy the beautiful sunset as it fades into the Choctawhatchee Bay. Don't miss your opportunity to check out the area on your own pontoon. Book yours today!

Sunset & Fireworks Pontoon Boat Rental

Be your own captain and take your family or group out to enjoy the sunset and fireworks from a different perspective in...

Get out on the water with this 12 Person Pontoon Rental in Destin, Florida. See the sights around Choctawhatchee Bay and Destin as you cruise the emerald water. Visit the popular Crab Island or relax on the water. Keep an eye out for marine life like dolphins, turtles, fish, and more. Spend a carefree day on the water, have a few drinks, soak up the sun, and leave your worries behind. Don't miss the boat, book your pontoon rental today!

Double Decker Pontoon Boat Rental with Gilligan's Watersports

Get out on the water with this 12 Person Pontoon Rental in Destin, Florida. See the sights around Choctawhatchee Bay and...

Get ready to glide atop the emerald green water of Destin, Florida on an exciting waverunner! This 2 seater jet ski rental allows you the freedom to ride the waves by yourself or with some company. Cruise the Santa Rosa Sound and Choctawhatchee Bay while admiring the natural beauty that surrounds you. Get the chance to see a vast array of marine wildlife such as dolphins, sting rays, sea turtles, and more while zipping around. Book this waverunner rental today!

Destin Waverunner Rentals with Gilligan's Watersports

Get ready to glide atop the emerald green water of Destin, Florida on an exciting waverunner! This 2 seater jet ski...

The adventure was amazing!!! Gilligan Adventures took great care of us and was very friendly!!! Will be booking with them again on my next trip!!!

Great Experience

We had a great experience! 2 back to back days with Gilligan's was perfect for our end of Summer vacation with the kids. 1st day we rented a pontoon boat. Process was simple and we were on the water in time. 2nd day wavereunners. Two sweaters were perfect, fast, and efficient, and so was their staff. A little rain was hindering to our alotted time, but Tripshock and Gilligan's were friendly and professional, and had part of our rental refunded. 

I would recommend both and will definitely be back to do this again! Thanks for helping to make memories not soon forgotten!

Lots of fun in the sun!

Scheduling our excursion was pretty easy. I ended up calling because that seemed easier because it was last minute. The tripschock rep was very helpful and patient with me. The customer service at Gilligan's was a little slow, but in the end it all worked out. They had alot of policies in place which made me feel more comfortable. We had a great time.

Gilligan's Watersports Activities

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