One of the best experiences last summer was a two hour long sail on the Schooner Adirondack in New York harbor. Although, we chartered the whole vessel for a company outing, the boats sail every day during the summer, and they even have evening and night sails.
Although I'm a sailer, it's really nice to just sit back and enjoy the view of the city and the statue of liberty. Highly recommended. The cost for the two hours is $50 per person, but beer and wine is included.
Visit http://sail-nyc.com/ for more info or make a reservation.
The schooners are docked at Chelsea Piers and leaves for there too.
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