New York Harbor Wine and Jazz Sail aboard Clipper City
Overview
1 hour 45 minutes
Mobile ticket
Sail toward the sun setting behind the Statue of Liberty and return with the Manhattan skyline glittering before you—a view that captures New York at its very best. More than a cruise, this is an homage to the owner’s New York jazz roots, brought to life by a rotating cast of the city’s most accomplished musicians. From smoky ballads to bebop, swing, American standards, and straight-ahead jazz, the music flows seamlessly with the rhythm of the harbor.
On deck, the Clipper City channels the cozy elegance of Bemelmans and the iconic energy of the Monkey Bar—intimate, timeless, and full of charm. With up to two glasses of wine included, plus a full bar on board, it’s the ultimate way to celebrate, impress, or simply lose yourself in the magic: sailing aboard New York’s largest Tall Ship, set against the dazzling backdrop of the world’s most vibrant city. A night that feels authentically New York—sophisticated and alive, relaxed yet unforgettable.
Additional Info
Wheelchair accessible
Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Infants are required to sit on an adult’s lap
Transportation options are wheelchair accessible
Suitable for all physical fitness levels
Subject to favorable weather conditions. Sails in light to moderate rain. If canceled due to severe weather, your sail will be rescheduled at no charge.
Refunds will not be issued if activity is missed due to late or non-arrival to ship.
What To Expect
New York Harbor
will sail in lower harbor of NYC waters
Manhattan Skyline
will see views of skyline and skyscraper
Options
Wine and Jazz
Jazz Concert 2 glasses of wine
What‘s Included
2 glasses of wine or premium cocktails (Additional drinks available for purchase)
Expert captain and crew
Gratuity 5%
All taxes, fees and handling charges
Evening cruise on largest passenger tall ship on East Coast
Live jazz entertainment
Restroom on board
Lite snacks available at onboard bar
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Reviews
23 reviews
Total reviews and rating from Viator & Tripadvisor
Memorable evening trip past lady liberty
Karen N,Jun 12, 2026
- Review from Tripadvisor
5.00Glorious summer evening with s beautiful sunset, great music and friendly crew
Bad experience
peter m,May 30, 2026
- Review from Viator
1.00Cancelled hours before. Totally unprofessional. Gave us an option for an earlier time (before sunset) or following day, neither of which worked with our child care provider.
Sailing experience in Manhattan
marcocJ6629NP,May 17, 2025
- Review from Tripadvisor
5.00Nice experience if you have the a pass like the new York pass. They sail to statue of Liberty and back. They do not turn off the engine during the trip so is not 100% sailing experience but is ok
Amazing Experience
I2320VMlucad,Jun 29, 2023
- Review from Tripadvisor
5.00Amazing experience! We were ready-booked to another one of their boat on the west side and it was such a nice experience for our anniversary. Not crowded at all and very relaxing. Staff was 💯. Super nice and welcoming
Smooth Sailing with Jazz
Voyager0762,Sep 10, 2022
- Review from Tripadvisor
5.00Great music, friendly crew. Because it was right after Labor Day, the ship wasn't crowded at all, so we had no problem finding a place to sit, or to walk around the ship. It was cloudy so we didn't get a great sunset, but the views of the city and Statue of Liberty are fantastic. It was really relaxing. The only thing I'd improve would be the food options, a bag of cheez-its is not cool.
Enjoyable But Tips Are Offered, Not Requested
swanking,Aug 15, 2022
- Review from Tripadvisor
4.00As soon as I got to Pier 17 I could see there were way more passengers queuing than seats on the boat, which presents a bit of a problem to me as I am disabled from a motorbike accident and queuing, standing, walking, all eventually cause a lot of pain for me. I was already in pain from a day exploring NYC so I made myself known to one of the crew and explained I'd need a seat, they were super helpful and boarded me first, so I could be sure to get a seat, they were also discreet about this, which I really appreciated. The sailing is a nice relaxing thing, with good views of Manhattan, Statue of Liberty and Governor's Island, all to the tune of jazz fretless bass and trumpet. I really enjoyed the musical element and my teenage son, who found the cruise 'boring', said this was the best bit. High praise indeed from a surly teen. The only thing that marred this trip, was repeated requests for tips from the crew and band as we neared the end of the trip. I would have tipped both the band and the crew anyway, but asking for tips is crass and we found this most off-putting. So much so, that we cancelled our planned next trip, which was one of the evening ones later in our stay. A tip is offered, never requested. All in all a good trip, but cheapened by being asked for tips.
Ok for the views but would not consider this an intimate affair
Jxxxwxxx,Aug 8, 2022
- Review from Tripadvisor
3.00Would have enjoyed it more if it felt like an intimate affair. The views are great though, they take you past the Statue of Liberty and you really do catch the sunset. But it was also advertised as unlimited wine- what they don’t tell you is that there’s only 1 bar and bartender and only 2 wine options: a white or a rose. If you’re not a fan, there are other options for purchase though. The large sailboat (not to be mistaken for a cruise ship) was packed to the brim with barely enough room for the jazz band to be comfortable. The drink line kept extending back to their area because there was nowhere to stand by the bar as there were also riders seated. This was underwhelming to be honest. Thankfully I used a coupon deal, if I had paid full price I would have been upset. Oh! And a couple got engaged on the boat. That was exciting.
Jazz Sailing
Cruiser239825,Jul 25, 2022
- Review from Tripadvisor
5.00This trip had to be re-booked from last year. It was cancelled due to weather. Re-booking the trip was easy and convenient. So glad we were able to enjoy this! The Jazz band was fun. The view of the Statue of Liberty was beautiful. It felt like the boat stopped right in front of her. It was an amazing experience!
Trip Cancelled after We Arrived at the Dock
MaureenM10549,Sep 30, 2021
- Review from Tripadvisor
1.00Huge disappointment that I made the trek down and found the boat broken down. They are refunding the cost of the event, but it was a huge let down that also cost additional round trip train and Uber rides. I guess things happen, but I won't be giving them a second chance because it is an effort and a haul for me to try to make it happen. Sad...
Fantastic Time!
carolyncJ3980OC,Sep 20, 2021
- Review from Tripadvisor
5.00We had the best time! The view was fantastic, the music was great and the staff was fabulous! Will definitely recommend to family and friends!
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Operated by Manhattan By Sail