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Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$45-$455
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$130-$890
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$40-$360
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$55-$205
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$55-$335
Kayaks
Who says you need a motor to have fun on the water?
$20-$470
Sailboats
Set sail with these traditional wind-powered boats
$50-$695
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$100-$315
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$110-$275
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$250-$315
JJ
Jiliya
Century 22' Clearwater Beach FL - Cruises, tours, sunsets, sandbars and more!
This is my 2nd time cruising with him while I visited FL. Same as before, I have zero complaints. Great pricing, vibes and time. Next time I’m here I will be booking again!
Jonathan
20' Bennington pontoon, Yamaha 70HP, up to 9 people - gas included! Bay Pines
Richard provides a wonderful service and was exactly what the listing said it would be. Would certainly use again.
sofia
20' Bennington pontoon, Yamaha 70HP, up to 9 people - gas included! Bay Pines
Wow! I could not have asked for a better owner. He was helpful, attentive, and a great host! He answered all of our questions and the boats were excellent. I'd love to book with him again. What stood out the most is when we got lost and needed help in the shallow water, He came to come and get us and helped us sooo much. I will be recommending Richard and his boats to all of my friends.
KO
Kristen
12 people Island Hop Caladesi Honeymoon John’s pass Boat Party Bluetooth
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
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!
ER
Ellery
12 people Island Hop Caladesi Honeymoon John’s pass Boat Party Bluetooth
I recently rented a hurricane deck boat from Chris and had an absolutely fantastic experience. Chris was incredibly helpful and even came out to assist me when I encountered a minor issue. Both Chris and his daughter were a pleasure to interact with, making the whole experience even more enjoyable. I highly recommend renting from Chris for a seamless and enjoyable boating adventure!
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!
April 17, 2024
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February 21, 2024
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September 13, 2023
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August 21, 2023
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August 03, 2023
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June 02, 2023
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