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Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$50-$430
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$140-$1,205
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$45-$350
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$50-$440
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$55-$455
Kayaks
Who says you need a motor to have fun on the water?
$15-$520
Sailboats
Set sail with these traditional wind-powered boats
$30-$1,095
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$250-$1,200
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$85-$315
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$110-$275
NG
Natalie Anne
22' Center Console - Cruises, tours, sandbars, dolphins, sunsets and more!
My family & I decided to book a last minute boat trip and Steven sure did pull through. He responded to us within twenty minutes and was also able to take us out that very day. Instructions were clear and concise, the boat was very clean and Steven was super friendly and knowledgeable. Being from the area, we just wanted to have a chill day on the water away from crowds. Steven took us to north honeymoon, we walked around a bit, even found a beautiful starfish (please make sure they are not alive). Will be booking Steven next time we are town!
KW
Kaila
Cruising the bay in a bayliner E18
It was such an easy process from booking to making adjustments. We rented it for Gasparilla and the day was perfect. The captain that we scheduled did such a good job getting around. would highly recommend
FY
Filipp
20' Bennington pontoon, Yamaha 70HP, up to 9 people - gas included! Bay Pines
Absolutely recommend. Very nice guy, very nice boat. Easy docking and undocking. Rides smoothly and very comfortable.
Ryan
22’ Pontoon Boat! Fish or Party!
Jackson is a very friendly and flexible person. great experience working with him to get my family out for a day on the water!
KO
Kristen
12 people Island Hop Caladesi Honeymoon John’s pass Boat Party Bluetooth Captain
Chris really came through for us last minute on Memorial Day weekend! We had a wonderful time, no problems with the boat, everything was perfect! I highly recommend renting from Chris. I greatly appreciate how quickly he responsed to all my messages and how easy he made the whole process.
Whitney
12 people Island Hop Caladesi Honeymoon John’s pass Boat Party Bluetooth Captain
We had a great day out on this boat. It arrived ahead of schedule and the ice chest was full of ice and water, giving us a few less things to concern ourselves with when planning our trip. Anchored at caladesi and enjoyed ourselves thoroughly. Thanks!
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!
September 13, 2023
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August 03, 2023
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June 02, 2023
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August 31, 2022
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December 30, 2019
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