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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.
RR
Ryan
33' Luxury Tiara Yacht - Captain & Fuel Included - 15% Off for Weekday Cruises
Jeff was wonderful to deal with and very informative with any and all questions we had about the different areas and islands. Price was very affordable and fair . Would highly recommend using him and we will definitely be using Jeff next time we are here.
Amari
33' Luxury Tiara Yacht - Captain & Fuel Included - 15% Off for Weekday Cruises
Captain Jeff went above and beyond to ensure our experience was exceptional. He was incredibly accommodating with our special requests and last-minute changes, showing a high level of flexibility and customer service. Throughout the tour, Captain Jeff was knowledgeable and engaging, sharing fun facts about the area that enhanced our enjoyment. His dedication to ensuring we spotted dolphins exemplified his commitment to customer satisfaction.
SL
Stephanie
Private Pontoon Tours for up to 6 people with Captain in Clearwater Beach
Thankful for a last minute reservation to have Capt Ryan take us out for a day on the water. Boat was clean, Capt was professional and asked us where we would like to go since we are locals. So much fun and worth every penny! Can’t wait to do it again. Thanks Ryan!
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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