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The Best Sailboat Rentals in Toronto
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Toronto
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$110-$505
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$55-$435
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$50-$130
Kayaks
Who says you need a motor to have fun on the water?
$255-$325
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$110-$180
Fishing Charters
Let a captain do the driving while you do the fishing
$115-$180
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$180
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$180
Top Sailboat Rental Locations Near Toronto
Recent Reviews in Toronto
RC
Roman
35ft C&C 35 Sailboat in Toronto
We (dad+mom+7yo son) had an amazing 2-hour trip with Peter in Sep 2024! Enjoyed very much every minute of it. Learned a lot about sailing and had a chance to try it out under the captain's guidance. And we really really enjoyed the conversation with Peter. I definitely recommend Peter and his boat "Restless" !
JD
Jessica
35ft C&C 35 Sailboat in Toronto
I had an amazing experience with Peter and Simon. Would recommend this experience to anyone.
MH
Merna
35ft C&C 35 Sailboat in Toronto
We had so much fun sailing with Captain Peter on the Restless. We booked with Peter for our wedding photoshoot and we had the best time sailing at sunset. Peter was very good at communicating with us prior to the booking to make sure everything went smoothly. Peter is very knowledgeable and kind and we would definitely recommend booking with him!
SM
Sachin
35ft C&C 35 Sailboat in Toronto
A very kind, respectable and accommodating person that our captain Peter is, also a man with a vast experience of adventurous travel. He made our sailboat experience a mesmerizing one. Thanks for having us aboard ’Restless’.
SP
Shruti
35ft C&C 35 Sailboat in Toronto
My husband and I had an amazing anniversary sail with Peter. He is very experienced and knowledgeable! The sailboat is in great condition and comfortable. We enjoyed this wonderful experience.
Jessi
35ft C&C 35 Sailboat in Toronto
Peter was an excellent host and skipper for my engagement proposal on Lake Ontario, I would highly recommend his services.
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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