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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
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$125-$175
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$275-$810
CY
Colleen
33' Luxury Tiara Yacht - Captain & Fuel Included - Discount for Weekday Cruises
Awesome day with Captain Jeff!! He was safe and knew the waters so well, he was so helpful and gave me pointers as a new boater. His boat was awesome, big enough for all of us! Jeff took us to some really cool sand bars and also told us some fantastic stories from way back when!!! I’m picky and I would definitely use Jeff again!!!
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!
SL
Shawn
The Pink Pearl Tiki, up to 18 passengers!
Jessica with the Pink Pearl was amazing! We had a great time. Will definitely book again next time we come back to the beach!!
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!
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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October 09, 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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