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The Best Boat Rentals Near Winter Haven
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Winter Haven
Fishing Charters
Let a captain do the driving while you do the fishing
$50-$550
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$50-$550
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$95-$100
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$55-$150
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$175-$495
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$100
Rafting
A high-energy adventure for the whole family
$75
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$550
Kayaks
Who says you need a motor to have fun on the water?
$550
Top Boat Rental Locations Near Winter Haven
Recent Reviews in Winter Haven
MC
Matthew
34' Bayliner Day Motor Yacht for 12 person
10/10 experience. Worth every moment. Captain Eddie was a pleasure to have on board and made the experience smooth and effortless. Avery has amazing communication and my party had an amazing time. Highly recommended and you won’t be disappointed.
YC
Yannelisa
2021 A20 Surf & Wake Boat-Come Board in Florida's Premier Weather, Year Round!
Amazing experience! Kevin was super kind and really made the whole experience super smooth and super fun. Beautiful boat, beautiful lake and amazing captain. Highly recommend.
LN
Lynn
2024 Yamaha 195s Jetboat - up to 7 passengers
Ricardo was great! Very good communication. Was very knowledgeable and accommodating. He made the experience better than expected!
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
Shaylah
2024 Yamaha 195s Jetboat - up to 7 passengers
Ricardo was very accommodating, and professional! 10/10 would recommend!
Pam
2023 Sundance B20CCR – Family Fun, Fishing, & Beach Adventures!
I would not hesitate to rent this boat again. It was clean and Duait was prompt in delivery and pick-up and communicated in a timely manner.
How To Book on Getmyboat
Browse
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Inquire & Book
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Enjoy
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
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