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Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$90-$440
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$255
Fishing Charters
Let a captain do the driving while you do the fishing
$90
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$25
DK
Dmitri
Charter 36ft Sloop In Westbrook, Connecticut
We had a fantastic 2-hour sail out of Westbrook! The boat was in great shape, and Captain Joy was a Joy to sail with: she was professional, friendly, and very experienced. She made us feel safe and relaxed the entire time, and even shared some interesting local facts and recommendations along the way. The views were beautiful and the whole trip was smooth and enjoyable. Highly recommend booking with this captain – we’ll definitely be back!
ME
Mallory
45 Foot Luxurious Yacht Charter - Unforgettable Toronto Skyline Adventure
We had a great experience with Matt and all had an amazing time! The views of the city skyline from the water were stunning. The boat itself was clean, well-maintained, and comfortable, with plenty of space for our group. Matt is very experienced and a great captain. Whether you’re a local or visiting Toronto for the first time, I can’t recommend this experience enough. It’s a perfect way to enjoy the beauty of Lake Ontario while getting the best view of the city.
rv
roma
45 Foot Luxurious Yacht Charter - Unforgettable Toronto Skyline Adventure
We visited Toronto for the first time from the UK for my stag and our boat trip with Matt was an unforgettable highlight! The boat was spotless, the vibes were great and Matt was just amazing – super friendly, professional and even joined in on the celebrations. He surprised us with a complimentary bottle of champagne, which was such a nice touch. Great value for money and an experience we’ll never forget. Highly recommend Matt if you’re looking for a fun and memorable time on the water! - Delair
ss
saba
44' Luxury Double Decker in Toronto for any Occasion / Event
We booked this for our summer work party and had an amazing time! Jay was great! He made the experience so enjoyable. The entire trip was smooth, fun, and exactly what we were hoping for. We have no complaints and would book again! Highly recommend to anyone looking for a unique and memorable way to celebrate any occasion!
DQ
Divinity
44' Luxury Double Decker in Toronto for any Occasion / Event
We had a night to remember! The captain was very accommodating and he made sure we had a front row view to the fireworks on Canada Day. He was kind respectful and fun!! I couldn’t have asked for a better night 10 out of 10 would definitely book again! Thank you so much 😊
DS
Dannielle
44' Luxury Double Decker in Toronto for any Occasion / Event
Thank you, Jay, for the unforgettable evening on your yacht cruising us around Lake Ontario for my daughter's sweet sixteen birthday! Your hospitality made the experience truly special. From the beautiful waterfront views to the fun conversations, we couldn't have asked for a better Captain. Highly recommend!
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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November 28, 2022
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May 20, 2021
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December 30, 2019
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December 26, 2019
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