We use cookies to improve your browsing experience. And dolphins make us happy. Find out more about our cookies policy here.
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
$140-$910
Fishing Charters
Let a captain do the driving while you do the fishing
$40-$385
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
$150-$500
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$75-$145
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$100-$500
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$500-$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!
JG
Jenny
Brand New 2024 Double Decker Tritoon! Crab Island/Destin
Rod's boat was amazing! It had all the best toys and 2 slides! Our teen girls enjoyed everything from snorkeling to lily pads to the floating couch. Captain Jasson was very knowledgeable and took great care of us! We spent most of the day at crab Island but got to see plenty of dolphins to and from dock. All in all It was a great day!
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!!
Kim
Private Crab Island and Boat Tours: 4 hour, 6 hour, 8 hour trips available
Our trip to Crab Island with Shelly was perfect. So much so, that when I plan our next trip to Destin, I’ll first make sure she has availability, if she’s booked, I’ll plan it for when we can go out with her again. Thank you for such a wonderful day with my girls.
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
Read Article
October 09, 2023
Read Article
November 28, 2022
Read Article
May 20, 2021
Read Article
December 30, 2019
Read Article
December 26, 2019
Read Article