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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
$115-$915
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$75-$575
Fishing Charters
Let a captain do the driving while you do the fishing
$40-$375
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$75-$385
Kayaks
Who says you need a motor to have fun on the water?
$20-$790
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
Sailboats
Set sail with these traditional wind-powered boats
$150
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
AK
Ashlyn
Most Badass Party Pontoon in Destin! Free Amenities!
Cameron was the absolute best!! The entire bachelorette party had so much fun at Crab Island we decided we needed an extra hour :) Cameron was the best captain & DJ! Would never book with anyone else!
EM
Emily
Dolphin tour, Crab island, snorkeling, fireworks
Kenny offered such a fun filled day. He took us on a tour of the harbor in Destin, showing us some beautiful homes. He also found some spots where we could see Sting Ray and turtles in the water. The highlight of the day was at Crab Island where we swam. Kenny provided snorkel gear, a lily pad, and paddle boards too. His slide on the Pontoon was a hit with our teens. Kenny is hilarious and provided many laughs throughout our trip. We highly recommend him and will definitely be using him again in the future as well as recommending him to our friends.
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.
Blythe
Private Crab Island and Boat Tours: 4 hour, 6 hour, 8 hour trips available
Shelly is amazing!! We had so much fun on the water. She even brought games and a lily pad for us to use, free of any extra charge! Great price compared to some of the bigger pontoons, so if you have a small group- go with Shelly! Shelly was very receptive to anything we requested or asked before and during our trip. 10/10!
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!
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