Three hours on the Long Island Sound with Captain Steve takes you past waterfront mansions, historic lighthouses, and distant New York City views. Expect hands-on sailing options, calm anchorages for a swim, and guided navigation through Manhasset Bay.
Three hours on the Long Island Sound with Captain Steve takes you past waterfront mansions, historic lighthouses, and distant New York City views. Expect hands-on sailing options, calm anchorages for a swim, and guided navigation through Manhasset Bay.
Verified experiences and guided adventures in the surrounding area.
Operated by Captain Steve's Sailing Experience · Port Washington, NY
A brisk breeze lifts off Manhasset Bay and the boat answers with a soft, impatient roll. You push off the dock in Port Washington and the harbor loosens its grip; the Sound opens and the skyline of New York shrinks into an architectural horizon. Captain Steve cuts the engine, the sails fill, and the water seems to push you forward as lighthouses—Steppingstone and Execution Rocks—stay watch along the channel.
easy.
3 hours.
Suitable for most fitness levels; ability to move on a pitching deck and basic balance recommended
Yes—Captain Steve welcomes novices and will teach basic helm and sail handling; participation is optional and supervised.
Families are welcome; infants must sit on an adult’s lap and all passengers should be able to follow safety instructions.
Trips are canceled for unsafe weather and all sales are final; operators will contact you if conditions force a cancellation.
There is no dedicated parking at the hotel & marina; nearby metered Main St. parking and residential or town dock lots are recommended—call when you arrive.
The North Shore’s estates reflect Gilded Age wealth, while Hart Island has been used as NYC’s potter’s field since the 19th century.
The Sound faces challenges from runoff and habitat loss; stay on established channels, dispose of waste properly, and avoid disturbing shoreline vegetation when anchoring.
Captain Steve's Sailing Experience operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




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