Sail past the NYC skyline with live jazz and two glasses of wine on a summer evening
1 Hour & 45 Minutes
Live jazz, 2 glasses of wine
Step aboard the historic Clipper City for an evening sail as the NYC skyline glows to the sounds of live jazz. Your ticket includes two glasses of wine, with a full bar offering additional drinks for purchase.
Check in 15 minutes before departure; the boat leaves promptly. Sailing runs in light rain and may be canceled for unsafe conditions. Bring a photo ID and dress for cooler temperatures on the water.
What do I wear?
The temperature can be cooler on the water, so dress accordingly. Hats and sunscreen are recommended on summer days.
Should I tip the crew?
Yes, it is customary to tip the crew and bartender if you enjoyed your experience.
Will it rain?
Sailing is an all-weather activity and may proceed in light rain. The captain will cancel for severe or unsafe conditions.
Is there seating room?
Benches are available on the main deck and quarter deck, and you may also sit on the wooden deck.
What payment options are available at the bar?
Cash and cards are accepted at the bar.
All bookings are non-refundable. You may reschedule 72+ hours before departure for a fee; within 72 hours, changes are not allowed and tickets are forfeited. Sailing operates in light rain; weather cancellations are at the captain's discretion and are non-refundable. If the operator cancels for non-weather reasons, you may reschedule at no charge.
Pier 17
Discover what we've curated for you
Sailing through New York Harbor on this tall ship delivers exactly the kind of memorable experience travelers hope for. The crew consistently earns praise for being friendly, knowledgeable, and genuinely engaging, with Captain Steve and the team making guests feel welcome while skillfully handling the sails. What sets this apart from typical harbor tours is the authentic sailing experience where passengers can actually help with the rigging if they want, plus incredible views of the Statue of Liberty, Brooklyn Bridge, and Manhattan skyline that somehow look even better on the return journey at dusk. The sunset and evening cruises seem particularly magical, with several reviewers mentioning live jazz music, blankets for chilly weather, and a relaxed atmosphere that perfectly caps off a New York visit. People love being able to walk around the deck freely and photograph landmarks without the usual crowds. One guest who missed their sailing due to confusion about dates wished they'd received email reminders like other tour companies send, and another mentioned a smoking incident that was initially mishandled but ultimately resolved personally by the owner, which shows they do care about guest satisfaction even when things go wrong.
Hi, I did reservation last year by june when I was on vacations, I arrived at the place but saw no ship nor people around, I stayed a while looking at the river and then left..
Ivan Dario “WorldMind” Vanegas Perez worldmind
January 19, 2026
Hi, I did reservation last year by june when I was on vacations, I arrived at the place but saw no ship nor people around, I stayed a while looking at the river and then left..
Ivan Dario “WorldMind” Vanegas Perez worldmind
January 19, 2026