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Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$45-$265
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$110-$910
Fishing Charters
Let a captain do the driving while you do the fishing
$40-$390
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$75-$395
Kayaks
Who says you need a motor to have fun on the water?
$20-$790
Sailboats
Set sail with these traditional wind-powered boats
$110-$150
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$100-$500
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$75-$145
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$810
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$175
EK
Erica
Most Badass Party Pontoon in Pensacola ! FREE Amenities !
Cameron was the BEST captain! So friendly and fun, he made sure we had a blast! It was truly the highlight of our girls trip. He did whatever we wanted to do and was a fantastic DJ as well! I highly recommend him whether it’s for a family boating trip or for a party vibe, he will get the job done! We love Cameron!!!
DR
Dawn
Brand New 2024 Double Decker Tritoon! Crab Island/Destin
This boat was amazing! Had the best time with our friends and family after our wedding!
KB
Kristina
24ft Superior Toons Double Decker Pontoon in Destin, FL
I highly recommend booking with Gentry on Island Therapy. The pontoon was incredibly well taken care of and perfect for an outing to crab island. We wanted to see dolphins as well so Gentry took the time to find some and let my kids watch before heading to crab island. He is so knowledgeable about crab island and the best places to set up. Whenever we wanted something from a vendor he would radio someone and they would be right there to help us. Further, he set up a big Lilly pad mat and innertube for us to float on that was attached to ropes from the boat. The entire boat was well thought out in order to have the most fun and relaxation possible on vacation. We loved the hammocks on the boat too! We would definitely book with Gentry again!
SF
Sue
24ft Superior Toons Double Decker Pontoon in Destin, FL
Great experience. Our first time to crab island. Captain Gentry even was patient with an unfortunate event of my husband losing his wedding ring! Gentry quickly provided us masks to help find it. Let us play our music. Was a very good experience. Ps…we found the ring!!
DO
Donna
Bachelorette or Family Fun in Destin
Captain Brian was amazing!!!! He gave thorough instructions on where to go and what to do before we got on the boat. Once on the boat, he gave the safety rules and then we were off. He is very personable and knowledgeable about the area. We will use him again when we come back. Captain Morgan was just so cute, sweet and fun to have on the boat!!
Jennifer
Bachelorette or Family Fun in Destin
The day on the yacht was a perfect blend of adventure, relaxation, and luxury. It offered a unique opportunity to disconnect from the hustle and bustle of everyday life and reconnect with the beauty of the ocean. The memories made and the experiences shared will forever be cherished. Will definitely rent again from Brian.
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
August 01, 2023
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November 28, 2022
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May 20, 2021
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December 30, 2019
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December 26, 2019
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