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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-$1,205
Fishing Charters
Let a captain do the driving while you do the fishing
$45-$430
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$45-$365
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-$510
Sailboats
Set sail with these traditional wind-powered boats
$25-$1,110
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
BS
Brendan
Family Friendly 21' Sea Fox CC - Cruising/Fishing in Bradenton, Florida
Winston provided top notch service and had everything set up on the boat upon our arrival. He provided great recommendations on where to get bait and where to find fish. I would strongly recommend booking with Winston and will definitely be returning on our next trip.
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
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!
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.
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.
SV
Stefan
Century 22' Center Console - Tours, dolphin cruises, sandbars and more!
Steven made us feel very welcome on board. He proposed a nice itinerary that fitted our wishes. We could see dolphins close by and visited the Caladesi island. The boat was quite fast and was fun on the waves. Steven was very knowledgeable about the region and very friendly. A top choice for a boat with a captain.
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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