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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$130-$610
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$55-$365
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$50-$130
Fishing Charters
Let a captain do the driving while you do the fishing
$125-$185
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$185-$400
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$110-$185
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$145
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$185
James
35ft C&C 35 Sailboat in Toronto
Peter is a great skipper and host. We thoroughly enjoyed the trip. His boat was spotless and well maintained. He was very knowledgeable about the area and his sailing skills were superb. Certainly would recommend this to anyone especially people never having sailed before.
ES
Emily
Sailing Charter in Toronto
We had an incredible trip on Dom's boat! We went out for my partner's birthday (2 of us). Dom is an amazing host and made us feel welcome from the start. He let us help with the sails and asked our input on where to go based on the wind. We had such a great experience and would recommend him to anyone!
ZF
Zachary
Sailing Charter in Toronto
Captain Dom was an incredible host! If I could give 6/5 stars I would. He communication was excellent, he was welcoming, kind, safe and wanted to ensure we all got we needed when on board. His boat is excellent quality and we definitely got more than we asked for. 100% would recommend to anyone, and definitely will do again. Cheers!
BB
Barbara
A Tropical Experience on a Massive Sailing Trimaran
David was a most excellent captain. We were having a special send off for someone extremely important to us and David went above and beyond to make sure we all had a great time. He even got out his accordion and sang a song for the woman of the evening which was very funny and very special. We will absolutely book again. Thanks David and Sara!
AD
Angela
A Tropical Experience on a Massive Sailing Trimaran
Dave was an incredible host. He was pleasurable, outgoing and fun. Kim, his deck hand, was also extremely helpful and friendly. My friends and I had an amazing time celebrating my birthday. The boat is beautiful and Dave offered us some of the best views of the city. I’m extremely thankful for this positive experience. Thank you very much for the hospitality.
TB
Tyanna
A Tropical Experience on a Massive Sailing Trimaran
I booked David’s boat on Saturday for my birthday celebration! The boat is phenomenal and had a lot of space! Both Kim and David were excellent hosts, they assisted us throughout the whole trip! Would highly recommend booking with David! I would most definitely book another yacht trip with David and Kim!!
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
April 17, 2024
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June 13, 2023
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March 16, 2020
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August 01, 2023
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October 03, 2022
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August 12, 2021
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