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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$180-$885
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$170-$710
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$120-$800
Kayaks
Who says you need a motor to have fun on the water?
$50-$500
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$145-$180
Fishing Charters
Let a captain do the driving while you do the fishing
$75-$200
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$350-$750
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$75
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’.
AC
Alicia
37' Luxury Sailing Yacht in Downtown Chicago
When I say I celebrated my 36th birthday on this beautiful boat, it was AMAZING!! Cait was so incredibly helpful and prompt with any questions I had. Her husband Greg was the coolest captain you could possibly meet. I wish I could rate this 10 stars, for it was truly a wonderful experience! You can’t go wrong if you book with them!! Thank you again!!
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.
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.
SH
Stacey
35ft C&C 35 Sailboat in Toronto
I recently had the pleasure of sailing with Captain Peter; I can’t recommend him highly enough. From the moment we set sail to the end of our journey, Peter’s kindness and expertise were evident. His deep knowledge of sailing and the local waters made the trip both enjoyable and educational. His friendly demeanor and attentiveness ensured a fantastic experience for everyone on board. If you’re looking for a top-notch captain who combines skill with genuine care for his passengers, Peter is the perfect choice.
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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