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The Best Boat Rentals Near Winter Park
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Winter Park
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$55-$350
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
Kayaks
Who says you need a motor to have fun on the water?
$40-$550
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$100-$130
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
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$125-$550
Rafting
A high-energy adventure for the whole family
$75
Top Boat Rental Locations Near Winter Park
Recent Reviews in Winter Park
MW
Mike
Bass Fishing Boat in St. Cloud on Big Lake Toho
I highly recommend Avery to everyone that is in need of a vessel to do your fishing while on vacation. Avery was very accommodating, flexible, and the absolute best host for my fishing experience. He was very responsive and communicated well with me on every occasion he was needed. I will definitely be a retuning customer on future vacations.
Alex
2021 A20 Surf & Wake Boat-Come Board in Florida's Premier Weather, Year Round!
Great experience. Boat was gassed up and ready to go upon arrival. Boat is in great condition and everything worked well. We will definitely go on this boat again! Perfect for wakeboarding and surfing. Throws a massive wake. Super nice interior. Couldn’t ask for more. Everyone had a great time.
vu
Godfrey 20' Pontoon Boat for Rental in Orlando
What a great experience! Thanks to Omar, my family and I had a stress free weekend cruising on his boat. He was very attentive to us and addressed all our needs. Highly recommended to anyone who is interested on spending a great weekend on the waters around the Orlando area.
AA
Annjanelle
2017 Sea Ray SPX 210 Bowrider in Orlando, Florida
Our experience with Jose was amazing! He was super kind, easy to communicate with, and made sure we were all comfortable! The process was so easy and we enjoyed it so much that it will definitely not be our last time booking with Jose. Overall, it was a 100/10 Highly Recommend!!!
LS
Lindsey
2017 Sea Ray SPX 210 Bowrider in Orlando, Florida
I cannot say enough wonderful things about our day with Jose. His attention to detail was amazing and he really made us all feel so special. It really was a wonderful experience that I would recommend to anyone. I'm already looking forward to another trip!!!
JK
Jennifer
2017 Sea Ray SPX 210 Bowrider in Orlando, Florida
Jose could not be more perfect for a special day! So glad we found him. Will 100% recommend him to any and all looking for an amazing person. He fit right in with our family and friends. We felt super safe with his driving capabilities as well as he took us to beautiful places.
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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Real reviews from happy Getmyboaters.
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