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Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$50-$225
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$110-$930
Kayaks
Who says you need a motor to have fun on the water?
$30-$665
Fishing Charters
Let a captain do the driving while you do the fishing
$50-$320
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$75-$325
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$55-$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
$110-$150
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$275-$810
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$125-$175
AM
Alicia
Destin Crab Island on a Captained Pontoon Boat
Booked with Randy and Dena for a bachelorette party. They were very friendly and accommodating. Randy even cooked us hotdogs! Would highly suggest booking for any celebration.
LH
Laura
BEST OF 2025 Double Decker Tritoon! Crab Island/Destin
The whole experience was very smooth and we felt well taken care of the whole time. I really appreciated the good communication anytime I had questions while planning. Both the host and the captain were great communicators and I will be booking again in the future. Thank you!
SD
Samantha
BEST OF 2025 Double Decker Tritoon! Crab Island/Destin
Captain Jasson was the best and Rod was great and super responsive! The boat was awesome and we will definitely be back! Thank you for a great day!!
AM
Ashley
Bachelorette or Family Fun in Destin
You were a wonderful captain. Very accommodating, informative and strived to ensure a good time! The pup and birthday martini were a treat!
Lily
Private Crab Island Luxury Slide Pontoon Charter
Great boat and equipment / communication throughout, thanks for a fun afternoon out!
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!
February 21, 2024
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August 24, 2023
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August 31, 2021
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December 30, 2019
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August 01, 2023
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