New York Harbor Wine and Jazz Sail aboard Clipper City

4.5 (20)
New York, US
4.5 (20)
New York, US
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Experience the magic of New York Harbor like never before with the New York Harbor Wine and Jazz Sail aboard Clipper City. Step aboard this historic sailing ship and set sail on an unforgettable evening jazz sail. As you cruise around the harbor, be mesmerized by the stunning views of the Manhattan skyline, the Statue of Liberty, the Brooklyn Bridge, and Ellis Island. But that's not all - immerse yourself in the soulful sounds of a live jazz quintet, creating the perfect ambiance for your journey. And to enhance your experience, enjoy two glasses of free wine as you soak in the beauty of the city. Don't miss out on this unique and captivating adventure. Book your spot now and get ready to sail away into the night.

About this experience

  • Free Cancellation For a full refund cancel at least before the start of your booking
  • 1 hours 45 minutes
  • Suitable for 1-9 Participants
  • Private Tour, Small Group Tour
  • Guided Experience
  • Breathtaking views of the Manhattan skyline
  • Live jazz quintet providing bluesy sounds
  • 2 glasses of free wine included
  • Sailing in the lower harbor of NYC waters
  • Opportunity to take pictures of the Statue of Liberty
  • Alcoholic beverages
  • Restroom on board
  • Expert captain and crew
  • All taxes, fees and handling charges
  • Live jazz entertainment
  • Evening cruise by classic tall ship
  • Gratuities
  • Full bar (available for purchase)

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More about this experience


Step aboard a historic sailing ship and embark on a captivating journey through New York Harbor. On this delightful evening jazz sail, you will be treated to awe-inspiring views of the iconic Manhattan skyline, the majestic Statue of Liberty, the grand Brooklyn Bridge, and other hidden treasures of the harbor. As you soak in the breathtaking scenery, you will also be serenaded by the soulful melodies of a talented live jazz quintet.

What to expect?

During this 105-minute experience, you can expect to be enchanted by the beauty of New York City from the water. You'll cruise through the lower harbor waters, passing remarkable landmarks such as Ellis Island, where millions of immigrants first set foot in America, and Governors Island National Monument, a picturesque national park. The highlight of the tour is a stop near the magnificent Statue of Liberty, allowing you the perfect photo opportunity. Along with these incredible sights, you will be served two glasses of complimentary wine to enhance your evening sail.

Who is this for?

This enchanting experience is perfect for anyone seeking a unique and memorable way to explore New York City. Whether you are a local resident or a visitor, the New York Harbor Wine and Jazz Sail aboard Clipper City offers a delightful escape from the bustling streets of the city. Jazz enthusiasts will be captivated by the live music performed by talented musicians, while photography enthusiasts will revel in the incredible photo opportunities. This sail is suitable for couples looking for a romantic evening, friends seeking a fun outing, or solo travelers wanting to indulge in the magic of the city.

Why book this?

Immerse yourself in the charm of New York City on this one-of-a-kind sailing experience. Feel the gentle breeze on your face as you glide through the harbor, admiring the breathtaking skyline and iconic landmarks. The live jazz quintet sets the perfect ambiance, creating a soothing and captivating atmosphere as you sip on complimentary wine and take in the beauty of the surroundings. This unique experience combines the best of stunning views, enchanting music, and a relaxed cruise, making it an unforgettable journey.

Good to know

Before boarding the Clipper City, please make your way to the End of Pier 17 at The Seaport, just below the Brooklyn Bridge on the East side of Manhattan. Check-in is located in front of the Fulton Restaurant and Pearl Alley. To fully enjoy this experience, we recommend allowing extra time to locate the boat if you are not familiar with the area. The tour lasts 105 minutes, providing ample time to capture stunning photos, relax, and enjoy the atmosphere. Prepare for a truly captivating evening aboard the historic sailing ship.


Those who have embarked on the New York Harbor Wine and Jazz Sail aboard Clipper City have praised its beauty and charm. Travelers have shared their delight in the panoramic views of the city, complimenting the exceptional itinerary that includes sailing past iconic landmarks such as Ellis Island, Governors Island National Monument, and the Statue of Liberty. The soulful melodies of the live jazz quintet have left guests enchanted and wanting more. Many reviewers speak highly of the attentive and friendly staff, ensuring a comfortable and memorable experience. Overall, visitors have cherished this unique sailing adventure and recommend it as a must-do when visiting the Big Apple.

How long before the event do I need to book?

  • You can book at any time before the event

Vouchers accepted in the following formats

  • Mobile

Is an adult required for the booking?

  • At least one adult or senior required per booking

Your Itinerary

New York Harbor

(Pass by)

will sail in lower harbor of NYC waters

Manhattan Skyline

(Pass by)

will see views of skyline and skyscraper

Ellis Island

(Pass by)

Island known for 1st immigration center

Governors Island National Monument

(Pass by)

national park of NYC will sail past to view

Statue of Liberty

(Pass by)

will sail and stop to take pictures of Lady Liberty

Brooklyn Bridge

(Pass by)

Pass under the iconic suspension bridge as we head for the harbor.



4.5 (20)


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


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.


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.


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.


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!


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...


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!


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!


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.


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.
Collected by Evendo & our supplier partners
2024-06-17 16:00