Sail past NYC’s lit-up skyline on the Clipper City at night
1 Hour & 30 Minutes
Step aboard the Clipper City for a 1 hour 30 minute evening sail and watch the city skyline light up as you cruise a calmer harbor. Enjoy space to sit or stand, plus a full bar on board with drinks and snacks available for purchase.
Gratuities and bar purchases are not included. Sailing may be canceled due to severe or unsafe conditions.
All bookings are final; refunds are not offered. Cancellations within 72 hours of departure forfeit ticket and paid value. Weather cancellations may occur; refunds are not offered for weather-related cancellations.
Arrive early. Check-in and boarding starts 15 minutes before departure. The boat leaves promptly at the scheduled time and may release your reserved space 5 minutes before departure if you have not checked in with a dockside agent or contacted the office.
Dress in layers. It can feel cooler on the water, especially at night. On summer days, bring a hat and sunscreen.
Bring a photo ID.
Pier 17
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.
The best NYC experience I have ever had. NY has no shortage of tourist attractions or things to do. After 11 years of boat, bike, bus rides - this is the hands down number one experience I would recommend. The wind, sea, sail takes you away from the daily grind. Would do it once a week over a massage session. The staff also made it a great experience. Yacht rock playing all the classics. Can’t wait for the next trip out. I
Vincent C
March 31, 2026
The best NYC experience I have ever had. NY has no shortage of tourist attractions or things to do. After 11 years of boat, bike, bus rides - this is the hands down number one experience I would recommend. The wind, sea, sail takes you away from the daily grind. Would do it once a week over a massage session. The staff also made it a great experience. Yacht rock playing all the classics. Can’t wait for the next trip out. I
Vincent C
March 31, 2026