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Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$45-$450
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$125-$1,200
Fishing Charters
Let a captain do the driving while you do the fishing
$30-$430
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$50-$410
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$50-$385
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-$1,080
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
$75-$275
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.
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!
KY
Katina
2017 Robertson and Caine Leopard 40 - Luxury Catamaran
Such an amazing boat & crew! It was perfect for a bachelorette, tons of space, so laid back, great speaker system and time to swim! Would absolutely recommend
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.
EG
Eva
36 YELLOWFIN 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!