THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
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.
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.
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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.
This stretch of Long Island Sound carries layers of history: colonial-era shipping lanes, the estate-rich coasts of Great Neck and Sands Point, and Hart Island’s somber role as New York City’s potter’s field. Geologically the Sound is a drowned glacial valley—shallow shoals, sandbars, and deeper channels that shape the pilot work of any skipper here.
Culture onshore mixes affluent waterfront communities with working marinas and small seafood joints; aboard, the focus is seamanship and scenery. The trip is social and instructional—novices can take the helm, trim sails, tack and jibe under guidance, while more relaxed groups can anchor in a quiet cove for a swim or picnic.
Practical notes: this is a three-hour, private charter suitable for most ages and fitness levels, but bring windproof layers, non-marking shoes, and sun protection. Expect up to moderate motion in open water, and plan logistics: parking near Main Street in Port Washington can be metered and limited. Weather can decide the day—watch the forecast and call ahead. On the water, respect local traffic, be ready for tide-driven currents near the bridges, and enjoy one of the clearest vantage points of the city from across the Sound.
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.
Captain Steve's Sailing Experience operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.
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.
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.
This stretch of Long Island Sound carries layers of history: colonial-era shipping lanes, the estate-rich coasts of Great Neck and Sands Point, and Hart Island’s somber role as New York City’s potter’s field. Geologically the Sound is a drowned glacial valley—shallow shoals, sandbars, and deeper channels that shape the pilot work of any skipper here.
Culture onshore mixes affluent waterfront communities with working marinas and small seafood joints; aboard, the focus is seamanship and scenery. The trip is social and instructional—novices can take the helm, trim sails, tack and jibe under guidance, while more relaxed groups can anchor in a quiet cove for a swim or picnic.
Practical notes: this is a three-hour, private charter suitable for most ages and fitness levels, but bring windproof layers, non-marking shoes, and sun protection. Expect up to moderate motion in open water, and plan logistics: parking near Main Street in Port Washington can be metered and limited. Weather can decide the day—watch the forecast and call ahead. On the water, respect local traffic, be ready for tide-driven currents near the bridges, and enjoy one of the clearest vantage points of the city from across the Sound.