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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
$125-$1,195
Fishing Charters
Let a captain do the driving while you do the fishing
$45-$430
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$50-$425
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$50-$375
Kayaks
Who says you need a motor to have fun on the water?
$15-$505
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
$85-$1,200
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$110-$315
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$110-$275
DC
DAWN
Captained 25' Regency Tritoon with Fuel Included
Capt. Shawn was exceptionally knowledgeable of the areas he took us to. His boat was immaculate and he was very accommodating. I would absolutely recommend Capt. Shawn!
Eryn
20FT BENNINGTON PONTOON FUN - TREASURE ISLAND
Kevin was an awesome captain for my bachelorette party! Let us listen to whatever music, brought us to the best places, and dealt with our crazy butts for 5 hours!! Thank you Kevin!
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.
CB
Christina
Aloha Tropical Series 9 Passenger Sport-Toon
We just got off the boat. We all had a great time. Christopher was very quick to get back to us regarding any questions or concerns we had. Wes was amazing helping us with departure and arrival. We didn’t want to come back to the dock lol the boat was clean and had great speakers to jam to the music. We had everything we needed on board. The destination suggestions for us and the kids were super helpful. We would definitely rent again and can’t wait to come back! Thanks guys!
EG
Eva
36ft Yellowfin Center Console-Sunset Cruises-Sandbar Party-Intercoastal Cruise
We had an extraordinary experience on the the Skirt Chaser for a 4 hour boat trip with Captain Frank and his adorable pup Chaser! Along the way we encountered dolphins, school of stingrays and beautiful waterways including stop at Shell Key island. Do not hesitate to book a private experience it’s worth every penny. Captain Frank delivers a wonderful experience and we will return. Maybe next time we will try a deep water fishing excursion instead of a leisurely boat experience. Thank you for creating life long memories for our family.
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.
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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