Sail the Clipper City from Pier 17 at sunset for live jazz, two glasses of wine, and unbeatable views of the Statue of Liberty and Manhattan skyline. This 105-minute tall-ship cruise blends maritime history with a sophisticated evening on the water.
Sail the Clipper City from Pier 17 at sunset for live jazz, two glasses of wine, and unbeatable views of the Statue of Liberty and Manhattan skyline. This 105-minute tall-ship cruise blends maritime history with a sophisticated evening on the water.
The Clipper City peels away from Pier 17 as the city tilts toward dusk — a salt-bright breeze brushing past the rigging while the skyline ignites behind you. Upriver, Lady Liberty holds court on her island; lower Manhattan glitters like a distant constellation. Live jazz threads through the deck air: a saxophone answers a harp of waves, and strangers lean into the music as the ship moves through a harbor that has welcomed travelers for centuries.
Verified experiences and guided adventures in the surrounding area.
Operated by Manhattan By Sail · New York, New York
The Clipper City peels away from Pier 17 as the city tilts toward dusk — a salt-bright breeze brushing past the rigging while the skyline ignites behind you. Upriver, Lady Liberty holds court on her island; lower Manhattan glitters like a distant constellation. Live jazz threads through the deck air: a saxophone answers a harp of waves, and strangers lean into the music as the ship moves through a harbor that has welcomed travelers for centuries.
This stretch of water is layered history: glacially carved channels give way to busy shipping lanes, and the islands you’ll pass—Ellis Island, Governors Island—are bookends in New York’s immigrant and military past. Tall ships like the Clipper City recall a working waterfront long replaced by ferries and container ports, yet the tall ship’s lines connect directly to maritime tradition.
Practical details are straightforward. Boarding is at Pier 17 (89 South Street); check-in is in front of Gitano NYC Restaurant, allow 15–20 minutes to find the dock. The sail runs about 1 hour 45 minutes and includes up to two glasses of wine per person plus a full bar on board. The boat is wheelchair accessible and has restrooms, but expect movement underfoot and limited indoor shelter.
Plan for layered clothing, non-slip shoes, and a charged camera; bring ID for alcohol service and consider motion-sickness remedies if you’re sensitive. Night sails are best in calm weather—cloud cover or wind changes will alter visibility and the feel of the cruise. On-deck, let the music lead and the harbor do the rest: the city’s lights, the occasional horn, and the water moving you home.
Boarding is at Pier 17 (89 South Street) at The Seaport; check-in is in front of Gitano NYC Restaurant — allow extra time to locate the dock.
Yes — up to two glasses of wine are included per person; a full bar is available for additional purchases and valid ID is required.
Yes, the cruise lists wheelchair accessibility and on-board restrooms, but contacting the operator ahead of time for specific assistance is recommended.
The sail operates in light to moderate rain; if canceled due to severe weather it will be rescheduled at no charge. Cancel at least 24 hours prior for a full refund.
Manhattan By Sail operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




The Clipper City peels away from Pier 17 as the city tilts toward dusk — a salt-bright breeze brushing past the rigging while the skyline ignites behind you. Upriver, Lady Liberty holds court on her island; lower Manhattan glitters like a distant constellation. Live jazz threads through the deck air: a saxophone answers a harp of waves, and strangers lean into the music as the ship moves through a harbor that has welcomed travelers for centuries.
The Clipper City peels away from Pier 17 as the city tilts toward dusk — a salt-bright breeze brushing past the rigging while the skyline ignites behind you. Upriver, Lady Liberty holds court on her island; lower Manhattan glitters like a distant constellation. Live jazz threads through the deck air: a saxophone answers a harp of waves, and strangers lean into the music as the ship moves through a harbor that has welcomed travelers for centuries.
This stretch of water is layered history: glacially carved channels give way to busy shipping lanes, and the islands you’ll pass—Ellis Island, Governors Island—are bookends in New York’s immigrant and military past. Tall ships like the Clipper City recall a working waterfront long replaced by ferries and container ports, yet the tall ship’s lines connect directly to maritime tradition.
Practical details are straightforward. Boarding is at Pier 17 (89 South Street); check-in is in front of Gitano NYC Restaurant, allow 15–20 minutes to find the dock. The sail runs about 1 hour 45 minutes and includes up to two glasses of wine per person plus a full bar on board. The boat is wheelchair accessible and has restrooms, but expect movement underfoot and limited indoor shelter.
Plan for layered clothing, non-slip shoes, and a charged camera; bring ID for alcohol service and consider motion-sickness remedies if you’re sensitive. Night sails are best in calm weather—cloud cover or wind changes will alter visibility and the feel of the cruise. On-deck, let the music lead and the harbor do the rest: the city’s lights, the occasional horn, and the water moving you home.