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The Best Boat Rentals Near Windermere
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Windermere
Fishing Charters
Let a captain do the driving while you do the fishing
$50-$100
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$80-$350
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$50-$100
Kayaks
Who says you need a motor to have fun on the water?
$45-$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
$100-$175
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$75-$125
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$100
Rafting
A high-energy adventure for the whole family
$75
Top Boat Rental Locations Near Windermere
Recent Reviews in Windermere
MT
Michael
Brand new 2022 Regal OBX 23' with Comfortable Seating in Orlando
Antonio was awesome. His Communication throughout the process from start to finish was great . The boat was exactly as listed. The boat was in great shape , very clean and ran great . I will be renting again for sure .
JL
Jennifer
24' Tri-toon, 150hp. @NSB Boat Charters
My family has our boat captained and it was such a wonderful experience! The communication was on point..the captain was awesome and taught us so many things about boats and the area. We got to see so many dolphins and were able to get off on one of the little islands and get into the water. Such a blast and we are so in awe of The Lord’s Creation.. and Austen and his boat and captain allowed us to experience the goodness and beauty of God. Thank you Austen so much!!!
Yesenialee
2024 Yamaha 195s Jetboat - up to 7 passengers
Coming from CT and having a last minute booking with nice boat ride with tubing experience also jet ski all at once, couldn’t have ask for a better time Ricardo and his wife were AMAZING and it was a FANTASTIC experience. Will definitely be coming back and definitely recommending to our friends and family! So welcoming, felt like family! Thank you both!!🫶🏼🤗
Rachael
2024 Yamaha 195s Jetboat - up to 7 passengers
Ricardo was awesome! We had a great time on the tubes and cruising the lakes. Ricardo was very professional and accommodating. Would 100% recommend
AW
Anna
Fun and relaxing pontoon! SUMMER TIME🍃⚓️🛥️🌊🌊
Captain Ray is awesome! 10/10 recommend. We booked his boat for my bachelorette party and asked him to captain for us. He knows his way around the inlet and also takes great pictures and knows all the angles. We will absolutely be booking him again the next time we are in town.
Jessica
24’ Hurricane deck boat for 12 person
We had an incredible time out on the water with JT! Our entire family had an absolute blast — from start to finish, it was fun, safe, and unforgettable. The boat was in great condition, the vibes were relaxed and upbeat, and JT made sure everyone felt comfortable, whether we were cruising or trying something new. Highly recommend booking a trip if you’re in the area!🚤🌊
Top Boat Rental Locations in the United States
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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