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Jazz Sail: NYC Harbor Views & Live Music
4.4
21 Ratings
New York
Sail New York Harbor on Clipper City, enjoy live jazz, stunning skyline views, and free wine. Experience NYC’s iconic sights uniquely.
Sail New York Harbor on Clipper City, enjoy live jazz, stunning skyline views, and free wine. Experience NYC’s iconic sights uniquely.
Duration:
1 hour, 45 minutes
Cancellation:
24 hours
Highlights
- New York Harbor - Cruise through the lower harbor of New York City
- Manhattan Skyline - Enjoy views of the skyline and towering skyscrapers
- Ellis Island - Famous as the first immigration center
- Governors Island National Monument - Sail past this national park of NYC for a view
- Statue of Liberty - Sail and pause to capture…
- New York Harbor - Cruise through the lower harbor of New York City
- Manhattan Skyline - Enjoy views of the skyline and towering skyscrapers
- Ellis Island - Famous as the first immigration center
- Governors Island National Monument - Sail past this national park of NYC for a view
- Statue of Liberty - Sail and pause to capture photos of Lady Liberty
- Brooklyn Bridge - Glide under the iconic suspension bridge on the way to the harbor.
What's Included
- Expert captain and crew
- All taxes, fees and handling charges
- Live jazz entertainment
- Evening cruise by classic tall ship
- On-board restrooms
- Alcoholic beverages
- Expert captain and crew
- All taxes, fees and handling charges
- Live jazz entertainment
- Evening cruise by classic tall ship
- On-board restrooms
- Alcoholic beverages
What's Not Included
- Gratuities
- Full bar (available for purchase)
- Gratuities
- Full bar (available for purchase)
Additional Information
Sail towards the sunset behind the Statue of Liberty and return with the Manhattan skyline sparkling before you—a view that showcases New York at its finest. This experience is more than just a cruise; it’s a tribute to the owner’s New York jazz heritage, featuring a rotating lineup of the city’s most talented musicians. From smoky ballads to bebop,…
Sail towards the sunset behind the Statue of Liberty and return with the Manhattan skyline sparkling before you—a view that showcases New York at its finest. This experience is more than just a cruise; it’s a tribute to the owner’s New York jazz heritage, featuring a rotating lineup of the city’s most talented musicians. From smoky ballads to bebop, swing, American standards, and straight-ahead jazz, the music harmonizes perfectly with the harbor’s rhythm.
On deck, the Clipper City embodies 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, along with a full bar on board, it’s the perfect way to celebrate, impress, or simply immerse yourself in the magic: sailing aboard New York’s largest Tall Ship, set against the stunning backdrop of the world’s most vibrant city. A night that feels truly New York—sophisticated and lively, relaxed yet unforgettable.
- 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.
Location
Clipper City Tall Ship - Operated by Manhattan By Sail
South Street
The Clipper City departs from Pier 17 at 89 South Street, NY at The Seaport - just below the Brooklyn Bridge on the East side of Manhattan.
(Check-In is in front of Gitano NYC Restaurant) Please allow up to 20 minutes to locate the dock if you are not familiar with the area.
40.705130 -74.001120
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
4.4
(21 Ratings)
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Marcocj6629np
May 17, 2025
Sailing experience in Manhattan - Nice 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
Review provided by Tripadvisor
I2320vmlucad
Jun 29, 2023
Amazing Experience - Amazing 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
Review provided by Tripadvisor
Voyager0762
Sep 10, 2022
Smooth Sailing with Jazz - Great 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.
Review provided by Tripadvisor
Cruiser239825
Jul 25, 2022
Jazz Sailing - This 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!
Review provided by Tripadvisor
Carolyncj3980oc
Sep 20, 2021
Fantastic Time! - We had the best time! The view was fantastic, the music was great and the staff was fabulous! Will definitely recommend to family and friends!
Review provided by Tripadvisor
Chanieb
Aug 16, 2021
Fantastic and memorable for the whole family! - Our family went on this sailboat ride for my brother's birthday. We had our father with us who has a walking disability. We also brought my brother's four children under the age of seven. Our experience was incredible!
Cindy was so helpful with buying tickets and explaining where to go. When we got to the dock, the crew was waiting to board our family first due to my father's walking.
We were also worried that the 2-hour trip would be too long for the little kids - not at all! They had a grand old time! They got to help raise the sail, and the crew member could not have been more welcoming, gracious, patient, and eager to make sure our trip was fantastic. We got magnificent views of Manhattan, Lady Liberty, and more. Thank you so much for this memorable boat ride! Can't wait to go again!
Review provided by Tripadvisor
Yuvha
Sep 24, 2020
Great views + music! - I had a great time with my girlfriend on a warm Tues evening! The jazz duo was perfect, they sang too a couple of NY themed songs and the views were gorgeous! The team was also really nice as they even offered us blankets and constantly checking up on us if we need anything.
I highly recommend this for a date night activity! Even thinking of doing another one with my husband.
Review provided by Tripadvisor
Swanking
Aug 15, 2022
Enjoyable But Tips Are Offered, Not Requested - As 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.
Review provided by Tripadvisor
Jxxxwxxx
Aug 8, 2022
Ok for the views but would not consider this an intimate affair - Would 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.
Review provided by Tripadvisor
Maureenm10549
Sep 30, 2021
Trip Cancelled after We Arrived at the Dock - Huge 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...
Review provided by Tripadvisor
