We use cookies to improve your browsing experience.
And dolphins make us happy. Find out more about our cookies policy here.
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$125-$1,500
Fishing Charters
Let a captain do the driving while you do the fishing
$35-$590
Sailboats
Set sail with these traditional wind-powered boats
$50-$940
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$55-$560
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$60-$715
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$50-$300
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-$1,800
Canoes
A classic option for leisurely paddling
$15-$140
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$110-$250
Diving
Explore the ocean depths with trained boat operators
$85
PA
Pheben
Create Lasting Memories on a Luxurious Yacht Charter
The trip was amazing! Went to celebrate mothers day with the family and it couldn’t have gone better. Matt was amazing, very responsive and super friendly. He provided water & sparkling wine while we were brought our own food. The boat itself was very clean and just like the pics. 10/10 experience
HM
Haya
44' Luxury Double Decker in Toronto #1 for any Occasion / Event
We had an amazing time on Jay's boat! He was the best captain we could ask for, treating us to some incredible sights. The amenities were fantastic—everything we needed was provided, and the boat's ambiance was beautiful. From start to finish, Jay's communication was top notch. We can't wait to rebook in the future!
RD
Rutul
44' Luxury Double Decker in Toronto #1 for any Occasion / Event
Incredible experience..! We enjoyed our time. jay was friendly and provided excellent service. I Highly recommend jay’s boat for any type of celebration. Thank you.
AJ
Angela
Create Lasting Memories on a Luxurious Yacht Charter
Matt’s current rating honestly speaks for itself. They truly made my sister’s bachelorette a night to remember! We had so much fun and it definitely exceeded our expectations! 11/10 would recommend!!
JK
Jay
Sail NYC's skyline aboard the Genesis, a beautiful classic sailboat!
Eric is an absolute professional. We could not have asked for a better captain - what makes him special is that he's truly passionate about what he does.
JA
Jawayria
Create Lasting Memories on a Luxurious Yacht Charter
Thank you Matt for providing great communication and support to make this trip memorable. You’re a great host.
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
Read Article
October 09, 2023
Read Article
November 28, 2022
Read Article
May 20, 2021
Read Article
December 30, 2019
Read Article
December 26, 2019
Read Article