THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Spend two private hours on Manhasset Bay and Long Island Sound with Captain Steve. Learn sail basics, anchor for a swim, or simply relax while historic shorelines and the NYC skyline pass by.
Spend two private hours on Manhasset Bay and Long Island Sound with Captain Steve. Learn sail basics, anchor for a swim, or simply relax while historic shorelines and the NYC skyline pass by.
The bow parts the mirrored morning of Manhasset Bay as gulls wheel and the waterfront mansions slide aft — Captain Steve’s small sailing charter puts you on the water where the Great Gatsby houses meet open Sound.
Verified experiences and guided adventures in the surrounding area.
Operated by Captain Steve's Sailing Experience · Port Washington, NY
The bow parts the mirrored morning of Manhasset Bay as gulls wheel and the waterfront mansions slide aft — Captain Steve’s small sailing charter puts you on the water where the Great Gatsby houses meet open Sound.
This two-hour, private outing starts at a long dock off Port Washington and moves into Long Island Sound, a working waterway shaped by glacial scouring and centuries of maritime trade. You’ll pass historic lights and City Island’s low-slung horizon while Captain Steve points out local markers and the geology of the shoreline: glacial erratics, rocky outcrops, and sheltered coves that sheltered sailors for generations.
The route mixes local culture and coastal history — from Gold Coast estates built in the Gilded Age to working marinas that keep the Sound alive today. The captain customizes each trip: take the helm and learn basic sail handling, drop anchor for a swim, or glide past lighthouses and views of the NYC skyline.
Practical notes: meet at the dock in Port Washington (call for exact address), park on Main Street or public lots, and call Captain Steve when you arrive. Trips are BYO food and beverages; the vessel is stroller-accessible but not suitable for guests with serious spinal, cardiac, or pregnancy restrictions. Expect light motion, some boarding steps, and the chance to trim sails or relax on deck.
Plan for sun, spray, and variable wind; timing mid-morning or late afternoon gives calmer seas and softer light. This is straightforward sailing for novices who can handle short periods of balance on a moving deck and want an authentic, small-boat Sound experience.
easy.
2 hours.
Moderate — must be able to step on/off a dock and stand or sit on a moving boat for two hours
Meet at a dock in Port Washington; call Captain Steve for the exact street address when you arrive. Park on Main Street or at the Port Washington Town Dock parking lot — the hotel/marina property does not allow parking.
Yes, infants and small children can ride (strollers permitted), but infants must sit on an adult’s lap and the boat is best for children who can tolerate motion and follow basic safety instructions.
Yes — trips are customizable. Captain Steve will teach basic sail handling and let guests take the helm when conditions are safe.
All sales are final, but trips may be canceled for bad weather; check with the operator if conditions are questionable before you travel.
Manhasset Bay and nearby shores were shaped by glacial action and later became part of Long Island’s maritime economy and the Gilded Age Gold Coast, visible in stately waterfront homes.
Keep trash and plastics off the water, avoid disturbing shorebird roosts, and use reef- and wildlife-friendly sunscreen to reduce local impact.
Captain Steve's Sailing Experience operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.
The bow parts the mirrored morning of Manhasset Bay as gulls wheel and the waterfront mansions slide aft — Captain Steve’s small sailing charter puts you on the water where the Great Gatsby houses meet open Sound.
The bow parts the mirrored morning of Manhasset Bay as gulls wheel and the waterfront mansions slide aft — Captain Steve’s small sailing charter puts you on the water where the Great Gatsby houses meet open Sound.
This two-hour, private outing starts at a long dock off Port Washington and moves into Long Island Sound, a working waterway shaped by glacial scouring and centuries of maritime trade. You’ll pass historic lights and City Island’s low-slung horizon while Captain Steve points out local markers and the geology of the shoreline: glacial erratics, rocky outcrops, and sheltered coves that sheltered sailors for generations.
The route mixes local culture and coastal history — from Gold Coast estates built in the Gilded Age to working marinas that keep the Sound alive today. The captain customizes each trip: take the helm and learn basic sail handling, drop anchor for a swim, or glide past lighthouses and views of the NYC skyline.
Practical notes: meet at the dock in Port Washington (call for exact address), park on Main Street or public lots, and call Captain Steve when you arrive. Trips are BYO food and beverages; the vessel is stroller-accessible but not suitable for guests with serious spinal, cardiac, or pregnancy restrictions. Expect light motion, some boarding steps, and the chance to trim sails or relax on deck.
Plan for sun, spray, and variable wind; timing mid-morning or late afternoon gives calmer seas and softer light. This is straightforward sailing for novices who can handle short periods of balance on a moving deck and want an authentic, small-boat Sound experience.