Cruise New York Harbor on a Private Sailboat

Enjoy the most amazing views of the city with seasoned sailing instructor Walter Masterson.

Cruise New York Harbor on a Private Sailboat

Manhattan has one of the world’s most spectacular skylines and there is no better vantage point from which to experience it than aboard a private sailboat in the New York Harbor. Step aboard the “Beckoned” with your captain Walter, a seasoned sailing instructor and long-time New Yorker, for a cruise around the harbor.

The tour takes place in lower New York Harbor. We sail by Ellis Island, then to the Statue of Liberty. From there we proceed to a mysterious but little known memorial in the old Military Ocean Terminal in Bayonne, NJ. You will have an opportunity to guess why it was placed in such an obscure location. After that we’ll traverse the harbor to the Brooklyn shoreline, and transit up the Buttermilk Channel on the Western side of Governors Island. You may get to see a beautiful sunset over the harbor, and will be amazed at the magnificence of Manhattan’s glittering skyline as it rises out of the harbor at night.

Check the "Details" tab for information about private SideTours, weather policies, etc.


Meet the Host

Walter Masterson - Sailing Instructor, Writer

Walter Masterson

Sailing Instructor, Writer

I came to NY for work 38 years ago, and realized within the first week that I loved it here. Most people don't think of Manhattan in connection with sailing, yet it's perfect - deep water, good sea breezes and a very dramatic setting. I started sailing in the harbor about 15 years ago, and am...

More about this host

- For public dates, this SideTour has a 4 person minimum in order to take place.
- For requested dates, this SideTour has a $395 flat fee for the whole boat.
- Food and drinks not included, but feel free to bring your own (beautiful sunsets are harder to see when you are hungry).
- Make sure to bring a jacket or sweater as it can get a bit chilly on the water. And don't forget your camera!
- In cases of inclement weather, your host Walter will be in touch over the SideTour messaging system to give you updates or notify you of rescheduling.

Anything we didn't cover? Just hit the "ask" button next to Walter's picture.


Soho, New York, NY

(Actual address displayed upon booking.)

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