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The Best Sailboat Rentals in Ontario
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Ontario
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$110-$790
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$60-$480
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$15-$405
Fishing Charters
Let a captain do the driving while you do the fishing
$15-$405
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$55-$190
Kayaks
Who says you need a motor to have fun on the water?
$10-$160
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$35-$165
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$150-$440
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$105-$140
Top Sailboat Rental Locations Near Ontario
Mississauga, Ontario
80 boats to rent
Toronto, Ontario
68 boats to rent
Lake Simcoe, Ontario
13 boats to rent
Etobicoke, Toronto
12 boats to rent
Muskoka Lakes, Ontario
9 boats to rent
Hamilton, Ontario
8 boats to rent
Oakville, Ontario
7 boats to rent
Huntsville, Ontario
7 boats to rent
Gatineau, Quebec
7 boats to rent
Recent Reviews in Ontario
Kim
Sail in downtown Toronto
Dominic was incredible! He was so chill and so kind with our family. It was a perfect day out sailing on the water. He taught us so much, shared stories, local history and was genuinely so sweet with our family, taking pictures and showing us points of interest! A PERFECT EXPERIENCE AND A PERFECT DAY!
CP
Colleen
Sail in downtown Toronto
We had a fabulous afternoon sailing with Captain Dom. He was very welcoming, friendly and knowledgeable. We immediately felt safe and comfortable sailing with him. The boat was clean and very comfortable and the vibe was relaxing and chill. We enjoyed being out on the lake with the great views of the skyline. It’s a great way to unwind and spend some quality time with some family or friends. I would definitely recommend this experience and I will be booking again to sail with Captain Dom.
EC
Ehsan
Sail in downtown Toronto
We had a great night with Dom. He was very friendly, kind, and easy to talk to, and made the whole experience enjoyable from start to finish. He also took so many great photos of us, and we’ll always have those memories. We had an amazing time and would definitely recommend this tour to anyone. Thanks again, Dom!
WM
Will
Sail in downtown Toronto
Great time. Dom is a great captain and provides wonderful service and a great vibe. Boat was clean, amenities were there. Super happy with the experience.
ES
Edward
Hunter 43 Sailing Yacht in Oakville, Ontario for 5 Guests
Our whole family, 3 generations, had a wonderful time. Skipper Dave is a knowledgeable, caring, and thoughtful host on his well equipped boat.
Rudi
Sail in downtown Toronto
Dom is a great sailor. Very willing to teach. Very open for any suggestions. We had a great experience with him.
Top Sailboat Rental Locations in Canada
Vancouver, British Columbia
77 boats to rent
Mississauga, Ontario
80 boats to rent
Richmond, British Columbia
5 boats to rent
Squamish, British Columbia
2 boats to rent
Toronto, Ontario
68 boats to rent
Levis, Quebec
1 boats to rent
Quebec City, Quebec
1 boats to rent
Muskoka Lakes, Ontario
9 boats to rent
Coquitlam, British Columbia
7 boats to rent
Oakville, Ontario
7 boats to rent
Port Moody, British Columbia
7 boats to rent
North Vancouver, British Columbia
6 boats to rent
Igloolik, Nunavut
2 boats to rent
Prince Edward, Ontario
1 boats to rent
Parry Sound, Ontario
1 boats to rent
Hamilton, Ontario
8 boats to rent
Sidney, British Columbia
2 boats to rent
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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