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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$115-$500
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$50-$260
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$90-$430
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$45-$180
Kayaks
Who says you need a motor to have fun on the water?
$45-$320
Fishing Charters
Let a captain do the driving while you do the fishing
$115-$180
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$140-$180
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$180
MC
Monica
Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours
Ian is absolutely wonderful. I wanted to celebrate my 30th birthday and it was a rainy weekend, and Ian was SUPER FLEXIBLE in booking around good weather, like he truly and genuinely cared about us having a good experience. Great human!!!
GS
Gurpreet
Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours
Ian did a great job with our trip. He was able to show us all around nyc and even though we were running close to the sunset, he was able to get us out on the water in time to watch. The boat ride was smooth, he was very accomodating. It was fun chatting with him and he came prepared with blankets, jackets, water if needed. The boat trip itself was smooth with no issues. Would definitely book again, if needed and highly recommend!
RC
Roman
35ft C&C 35 Sailboat in Toronto
We (dad+mom+7yo son) had an amazing 2-hour trip with Peter in Sep 2024! Enjoyed very much every minute of it. Learned a lot about sailing and had a chance to try it out under the captain's guidance. And we really really enjoyed the conversation with Peter. I definitely recommend Peter and his boat "Restless" !
JT
Julia
Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours
We had an amazing experience with Ian! The boat was beautiful and the route we took was too! Ian made sure we were comfortable the whole time, and took good care of us. We couldn’t have asked for any more, it was perfect. Thank you!!
MC
Mike
Sailing NYC aboard 34' Catalina
Great experience to see the city! Ian is awesome and knows the city well. Besides the pictures and views, sailing towards the Statue of Liberty was a moving experience. Would definitely recommend to anyone in the area. Thanks Ian!
JD
Jessica
35ft C&C 35 Sailboat in Toronto
I had an amazing experience with Peter and Simon. Would recommend this experience to anyone.
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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October 03, 2022
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August 12, 2021
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July 19, 2021
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December 30, 2019
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December 26, 2019
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