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Page 1 of 15 • 348 listings
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Rosette
Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours
Captain Ian was professional, knowledgeable, and created a relaxed, welcoming atmosphere from the moment we stepped aboard. The boat was beautiful, the views of the Manhattan skyline were incredible, and the entire experience felt both peaceful and memorable. Captain Ian made sure everyone was comfortable while sharing interesting insights along the way. If you’re looking for a private sailing experience on the Hudson that’s both scenic and personal, I highly recommend booking with Captain Ian. We can’t wait to sail again!
AB
Alan
Dom was a great host. He went above and beyond. We have nothing but good things to say about our experience. Ot was a great experience and we would definitely recommend it for anyone visiting the area or locals just wanting to get out on the water and enjoy the beautiful views.

Rebekah
Classic 27' Twin-Engine Cruiser - Skyline & Sunset Trips on Lake Ontario
We had a fantastic experience chartering a yacht with Tim and Tony! They were very responsive to all of our questions and inquiries and maintained great communication throughout the entire experience. Our group had so much fun cruising around the Toronto skyline and spending time at Ward’s Island Beach. We had an amazing time from start to finish. Highly recommend booking with Tim and Tony if you’re looking for a fun, enjoyable, and hassle-free yacht experience!
KD
Katherine
We had an amazing time sailing with Dom! The views of the Toronto skyline were incredible, and we learned so much about the Toronto Islands and about sailing along the way. What we especially appreciated was Dom’s ability to make sailing feel accessible and unintimidating—he cuts through the insider language and conventions and focuses on the practical knowledge that really matters when you’re getting started. It made sailing feel much more approachable and feasible for complete beginners like us. Dom was an incredibly warm and welcoming host, and the whole experience was relaxed, fun, and genuinely informative. We also loved how easy it was to bring our own snacks and drinks. Highly recommend!
ST
Sabrina
41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing
This was actually the best day of my life. I had my bachelorette and the boat was so incredible, Brian and his partner are amazing hosts and their boat is so gorgeous and special. They were flexible with the hours and very accommodating. Would love to rebook !!
DL
Deliyah
40' Luxury Flybridge – Party Friendly w/Sound System! 1 Hour Free
Had such a memorable experience for my birthday!! They made sure everything was going smoothly and provided so much stuff & his boat is SO clean. And the lights are so pretty. Book with him, hes the best!