New York Harbor Wine and Jazz Sail aboard Clipper City
New York, United States

New York Harbor Wine and Jazz Sail aboard Clipper City

Outty Ranking 49 4.2 · 24 traveler reviews1.8 hoursFrom $151
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Outty Ranking

49/100

Worth a Look. Our proprietary evaluation. How we score

Traveler rating

4.2/5

Based on 24 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is New York Harbor Wine and Jazz Sail aboard Clipper City worth booking?

New York Harbor Wine and Jazz Sail aboard Clipper City is a 1.8-hour experience in New York, United States, from $151 per person. It scores 49 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 4.2/5 rating across 24 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
49 / 100
Rating
4.2/5 (24)
Duration
1.8 hours
From
$151 per person

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.

What you get

    About this experience

    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.

    What's included

    Included

    • Alcoholic beverages
    • 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
    • On-board restrooms

    Not included

    • Snacks

    What you'll see and do

    1. New York Harbor

      will sail in lower harbor of NYC waters

      Pass by without stopping

    2. Manhattan Skyline

      will see views of skyline and skyscraper

      Pass by without stopping

    3. Ellis Island

      Island known for 1st immigration center

      Pass by without stopping

    4. Governors Island National Monument

      national park of NYC will sail past to view

      Pass by without stopping

    5. Statue of Liberty

      will sail and stop to take pictures of Lady Liberty

      Pass by without stopping

    6. Brooklyn Bridge

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

      Pass by without stopping

    Where it starts and ends

    Meeting point

    New York

    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

    Hotel pickup

    No pickup: everyone meets at the start point.

    Ends at

    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

    Before you book

    Cancellation
    For a full refund, cancel at least 24 hours before the scheduled departure time.
    Ticket
    Mobile Only
    Runs on
    Every day
    Group size
    Up to 9 travelers per booking
    Operated by
    Manhattan By Sail

    Know before you go

    • 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.

    Photos

    Enjoy the smoky sounds of a live jazz band, New York Harbor Wine and Jazz Sail aboard Clipper CityTake in beautiful views of the New York skyline, New York Harbor Wine and Jazz Sail aboard Clipper CityJazz Sail, New York Harbor Wine and Jazz Sail aboard Clipper CityPiano, New York Harbor Wine and Jazz Sail aboard Clipper CityNew York Harbor Wine and Jazz Sail aboard Clipper City, photo 6New York Harbor Wine and Jazz Sail aboard Clipper City, photo 7

    What travelers are saying

    Outty’s summary of the themes that recur across 24 traveler reviews. Written by us, not quoted from reviewers.

    Photo opportunities

    4 mentions

    The views and photo stops come up again and again.

    Food and drink

    2 mentions

    The tastings and food stops are a highlight for most reviewers.

    Pace and timing

    2 mentions

    Several reviewers comment on how the schedule is paced.

    Traveler reviews

    24 verified traveler reviews for New York Harbor Wine and Jazz Sail aboard Clipper City. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    17
    4 star
    1
    3 star
    2
    2 star
    1
    1 star
    3
    Sort
    munshlyn · June 2026

    Book at risk and review Cancellation policy first!

    Be careful with booking. I have no doubt it would have been a beautiful experience but if by chance (which was the case with me) the sail is cancelled by the company you will not get a refund but a proposed new date to sail. I am not from the area so was unable to book another time thus am out the $275.

    via Tripadvisor

    Karen N · June 2026

    Memorable evening trip past lady liberty

    Glorious summer evening with s beautiful sunset, great music and friendly crew

    via Tripadvisor

    peter_m · May 2026

    Bad experience

    Cancelled 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.

    via Viator

    marcocJ6629NP · May 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

    via Tripadvisor

    I2320VMlucad · June 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

    Response from the operator: Great to have you on board! Hope to see you again soon.

    via Tripadvisor

    Good to know

    Duration
    1.8 hours
    Free cancellation
    Up to 24h before
    Minimum age to book
    All ages
    Availability
    Bookable today
    Runs on
    Every day
    Hotel pickup
    No pickup, meet at start point
    Booked in 30 days
    8
    Verdict
    Worth a Look

    Why this scores 49

    The Outty Ranking is a weighted composite. Here is how this experience performed on each component.

    Traveler sentiment (30% weight)57
    Review evidence (18% weight)41
    Booking momentum (14% weight)33
    Value for money (12% weight)14
    Listing quality (10% weight)85
    Local standing (8% weight)20
    Booking flexibility (8% weight)100

    New York Harbor Wine and Jazz Sail aboard Clipper City: questions travelers ask

    Practical detail on this experience, plus the wider planning questions for New York.

    How much does New York Harbor Wine and Jazz Sail aboard Clipper City cost?

    +

    Prices start at $151 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in New York usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.

    How long does New York Harbor Wine and Jazz Sail aboard Clipper City take?

    +

    Plan for about 1.8 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in New York is not rushed.

    Is New York Harbor Wine and Jazz Sail aboard Clipper City worth it?

    +

    It holds an Outty Ranking of 49 out of 100, which we label "Worth a Look". That score blends traveler sentiment (4.2/5 across 24 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in New York, and how flexible the cancellation terms are.

    Can I cancel or reschedule New York Harbor Wine and Jazz Sail aboard Clipper City?

    +

    Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.

    Is New York Harbor Wine and Jazz Sail aboard Clipper City suitable for kids and families?

    +

    Yes, all ages are welcome. Families should still weigh the 1.8-hour running time, and strollers are easier on the earlier, quieter departures.

    How far in advance should I book New York Harbor Wine and Jazz Sail aboard Clipper City?

    +

    Around 8 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in New York can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.

    What should I bring or wear?

    +

    Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in New York and add a light layer if any part of the 1.8-hour experience runs outdoors or after sunset.

    Where does New York Harbor Wine and Jazz Sail aboard Clipper City start and how do I get there?

    +

    The exact meeting point and directions are on your voucher once you book, and they sit in central New York within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.

    What are the best things to do in New York?

    +

    New York has more bookable experiences than any other city on Outty, and the quality spread is brutal. Observation decks are commoditised, so we score them on timed-entry reliability and sunset slots. Food tours and borough walks are where the ranking really separates operators, and the top scores in the city all come from small-group guides. On Outty we rank every New York experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include NYC Bus Tour of Brooklyn, Bronx, Queens: Art, Food & Sports, Half-Day Bus Tour of NYC Top Highlights, SoHo, Little Italy, and Chinatown Walking Tour in New York. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.

    When is the best time to visit New York?

    +

    September to early November, and late April through June. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.

    How many days do you need in New York?

    +

    Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.

    Do I book through Outty or through the operator?

    +

    Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.

    What is included in New York Harbor Wine and Jazz Sail aboard Clipper City?

    +

    Included: Alcoholic beverages; Expert captain and crew; Gratuity 5%; All taxes, fees and handling charges; and Evening cruise on largest passenger tall ship on East Coast. Not included: Snacks. Always check the voucher for the final list before you travel.

    Where is the meeting point for New York Harbor Wine and Jazz Sail aboard Clipper City?

    +

    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. Hotel pickup is not included, so plan your own transport and arrive 15 minutes early.

    Will I get instant confirmation and a mobile ticket for New York Harbor Wine and Jazz Sail aboard Clipper City?

    +

    Confirmation is sent by the operator after booking, usually within 48 hours; if it is not confirmed you are not charged. Mobile tickets are accepted, so you can show the voucher on your phone.

    Is New York Harbor Wine and Jazz Sail aboard Clipper City wheelchair or stroller accessible?

    +

    The operator notes: Wheelchair accessible; Infants and small children can ride in a pram or stroller; Infants are required to sit on an adult’s lap; and Transportation options are wheelchair accessible. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.

    What happens to New York Harbor Wine and Jazz Sail aboard Clipper City if the weather is bad?

    +

    This experience depends on good weather. If it is canceled because of poor weather, you are offered a different date or a full refund.

    What do travelers say about New York Harbor Wine and Jazz Sail aboard Clipper City?

    +

    Across 24 reviews averaging 4.2 out of 5, recurring themes include photo opportunities, food and drink. The views and photo stops come up again and again. One thing to know: Several reviewers comment on how the schedule is paced.

    Ready to lock in your spot?

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