New York Harbor Wine and Jazz Sail aboard Clipper City

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based on 20 reviews
  • Duration:1 hours 45 minutes (approx.)
  • Location: New York City, New York
From $124
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CHILD (Age : 0 to 12)
ADULT (Age : 13 to 99)


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Step aboard a historic sailing ship and cruise around New York Harbor, taking in magnificent views of New York City on this entertaining evening jazz sail. From the decks of the boat, you will enjoy breathtaking views of the Manhattan skyline, the Statue of Liberty, the Brooklyn Bridge, Ellis Island and other treasures of the harbor along with the bluesy sounds of a live jazz quintet. 2 glasses of free wine will be included with your cruise!


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Posted By : I2320VMlucad
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
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Posted On : 2023-06-29 13:48:58 full ratings


Posted By : Voyager0762
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.
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Posted On : 2022-09-10 13:07:31 full ratings


Posted By : swanking
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.
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Posted On : 2022-08-15 12:43:03 full ratings


Posted By : Jxxxwxxx
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.
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Posted On : 2022-08-08 08:53:55 full ratings


Posted By : Cruiser239825
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!
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Posted On : 2022-07-25 23:03:20 full ratings


Posted By : MaureenM10549
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...
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Posted On : 2021-09-30 07:16:50 full ratings


Posted By : carolyncJ3980OC
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!
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Posted On : 2021-09-20 18:09:59 full ratings


Posted By : ChanieB
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!
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Posted On : 2021-08-16 21:57:46 full ratings


Posted By : Yuvha
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.
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Posted On : 2020-09-24 13:56:05 full ratings


Posted By : Jaseace
Having sailed twice previously with 'Manhattan by sail' (daytime statue sail and sunset statue sail) we decided to do the Jazz and wine sail on June 26th this year because we'd had excellent experiences before. We were not disappointed this time around and thoroughly enjoyed every aspect of the sail but this time with the added bonus of the live jazz music which was excellent and really added to the overall atmosphere. The boat was busy but there was still room to sit down if you wanted to and the crew were professional throughout. Two hours of live jazz, free wine (while it lasted) was just sheer bliss. I only wish it could have lasted longer. Overall having now sailed 3 times on our visits to NYC I can highly recommend this company for anyone looking for an awesome experience.
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Posted On : 2019-07-10 13:23:25 full ratings