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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$80-$635
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$50-$245
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$60-$420
Fishing Charters
Let a captain do the driving while you do the fishing
$110-$260
Kayaks
Who says you need a motor to have fun on the water?
$45-$335
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$150-$260
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$15-$185
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$110
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$185
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’.
CG
Crystal
The Only 40ft Hinckley Sailboat in NYC Harbor – Sail in Style!
We had an AMAZING experience! The boat was clean, comfortable, and offered fantastic views. We appreciated the smooth ride and the opportunity to take stunning photos of the Statue of Liberty up close. Highly recommend!!!
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.
AN
Afisha
The Only 40ft Hinckley Sailboat in NYC Harbor – Sail in Style!
Wow! What a magical way to celebrate my birthday!! From the moment I inquired about booking with Captain Andy, he greeted me with such warmth and enthusiasm. On the day of, he was so welcoming towards my family and I, handling us with such patience and care, ensuring our safety and comfort. And, let’s not forget the level of skill he harnessed as we sailed the Hudson! We took on a few waves; there was a particularly big one that quickly became the highlight of our trip. Some members of my family have had bad experiences in water, but I was delighted to share and witness their excitement around facing it. Trusting in Captain Andy’s years of sailing experience we were all free to embrace a little splash. My little sister’s reaction was especially precious, as it was her first time being aboard a boat. “More waves! More!” Haha! Thank You, Captain Andy for such a memorable sail experience. This definitely won’t be my last time booking. To those of you reading, what are you waiting for?! Book him!!
JQ
Jennifer
35ft C&C 35 Sailboat in Toronto
I rented the boat for a birthday celebration. We had a wonderful time. We brought pizza, drinks, and music and cruised Lake Ontario. Our pizza delivery was running a bit late, and Peter was so relaxed about it. The only downside is that it was tight for the six of us. The birthday boy is big, and he found the seating uncomfortable. He enjoyed the trip, and this completely falls on me. I knew it would be close quarters going on the boat, but Peter was the only person who enthusiastically answered me out of approx. 25 requests. How could we not go on his boat? I can't say enough good things about Peter and his beautiful sailboat. The boat is clean and beautifully maintained. He involved us in the sailing, and we really enjoyed the process. You won't do better if you want to charter a sailboat for a few people. Peter is flexible and very reasonable. It is a memory we will all cherish. Thank you, Peter. I'm sure we will see you 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!
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