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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$110-$1,500
Fishing Charters
Let a captain do the driving while you do the fishing
$55-$590
Sailboats
Set sail with these traditional wind-powered boats
$50-$1,000
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$80-$560
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$65-$740
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$45-$390
Kayaks
Who says you need a motor to have fun on the water?
$0-$60
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$185-$1,400
Canoes
A classic option for leisurely paddling
$15-$140
Diving
Explore the ocean depths with trained boat operators
$85
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$110-$185
Diego
44' Luxury Double Decker in Toronto #1 for any Occasion / Event
Jay was an amazing captain! His boat is remarkable, and he does everything to ensure that your party is having a great time. The speakers were amazing, and he has everything you might need. He went above and beyond to make sure that we were enjoying our time, and helped to set up snacks and drinks. If you are looking to have a great time in an amazing boat, look no further!
NS
Nicholas
Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut
Marco was a wonderful captain and we had a great time watching fireworks from Todd's Point on the water. He piloted the ship safely and got us "front row seats" for the show. He also was mindful of other boaters in the area and got us out before the show ended so we weren't stuck or in danger. This was a surprise for my partner and Marco made it so worth the wait to reveal that we were going on an adventure in this beautifully renovated, fully equipped and well maintained ship. Would do this trip over 100 times! I highly recommend Marco for anyone that wants a safe, comfortable, and truly special time on the water.
BS
Bonnie
Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut
Marco is the perfect captain. Extremely knowledgeable about boats, navigates the waterways with great confidence, and truly loves what he does. The boat is very clean, maintained beautifully, and the day was perfect. I would definitely sail with Marco again. Great experience!
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!
CN
Catherine
44' Luxury Double Decker in Toronto #1 for any Occasion / Event
Jay’s listing was accurate, he communicated with us well about where to meet the boat and what we could bring. Him and his crew were patient with us as we coordinated as a larger group and struggled to be exactly on time. It was a great experience for a special birthday and I would definitely book again !
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!
August 01, 2023
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December 19, 2019
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