New York Harbor Wine and Jazz Sail aboard Clipper City
Overview
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
- Alcoholic beverages 2 glasses of wine or premium cocktails (Additional drinks available for purchase)
- Expert captain and crew
- All taxes, fees and handling charges
- Evening cruise on largest passenger tall ship on East Coast
- Gratuity 8%
- Live jazz entertainment
- Restroom on board
- Snacks Lite snacks available at onboard bar
Meeting Location
89 South Street
New York, NY 10038, USA
Detailed check-in instructions, including the exact address, are provided with your booking confirmation.
This activity ends back at the meeting point.
What To Expect
Book Online
Safe & secure Easy breezy Hassle‑free
Brooklyn Bridge (pass by)
Additional Info
- Confirmation is instant and will be received at time of booking
- Wheelchair accessible
- Transportation options are wheelchair accessible
- Service animals allowed
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Infants and small children can ride in a pram or stroller
- Infants are required to sit on an adult’s lap
- 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.
- This tour/activity will have a maximum of 149 travelers
Frequently Asked Questions (9)
Q: Will I get seasick on New York Harbor Wine and Jazz Sail aboard Clipper City?
Cancellation Policy
Still have questions?
We're here to help.
Activity code: C-5252SPECIAL
Traveler Photos
Reviews
Average 4.26 out of 5 stars based on 19 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor
Additional Info
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Frequently Asked Questions (9)
The answers provided below were previously given in response to questions from Cool Shore Excursions customers.
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If you have any doubts about becoming seasick on the water, we recommend taking a Dramamine® Motion Sickness Relief tablet the night before your trip. Some people recommend taking it the night before your cruise and then again that morning so you will not feel so drowsy.
Feb 2023- For a full refund, you must cancel at least 24 hours before the tour start time.
- If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
- Any changes made less than 24 hours before the tour start time will not be accepted.
- Cut-off times are based on the tour local time (EST).
- Alcoholic beverages. 2 glasses of wine or premium cocktails (Additional drinks available for purchase).
- Expert captain and crew.
- All taxes, fees and handling charges.
- Evening cruise on largest passenger tall ship on East Coast.
- Gratuity 8%.
- Live jazz entertainment.
- Restroom on board.
- Snacks. Lite snacks available at onboard bar.
This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
Apr 2025There is no minimum age for this tour, so bring your wee one along for an adventure. This tour requires at least one adult to accompany children..
Apr 2025If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.
If you find a date and time that works for you, book it NOW because things always sell out at this time of year.
Apr 2025Accessibility information for the New York Harbor Wine and Jazz Sail aboard Clipper City is as follows:
- Wheelchair accessible
- Transportation options are wheelchair accessible
- Service animals allowed
- Public transportation options are available nearby
- Suitable for all physical fitness levels
Detailed check-in instructions – including meeting point address, Google map, and parking information – for New York Harbor Wine and Jazz Sail aboard Clipper City will be included in your confirmation email from Cool Shore Excursions. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!
Mar 2024Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.
Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.
If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.
Oct 2026What's Included
- Alcoholic beverages2 glasses of wine or premium cocktails (Additional drinks available for purchase)
- Expert captain and crew
- All taxes, fees and handling charges
- Evening cruise on largest passenger tall ship on East Coast
- Gratuity 8%
- Live jazz entertainment
- Restroom on board
- SnacksLite snacks available at onboard bar
Additional Info
- Confirmation is instant and will be received at time of booking
- Wheelchair accessible
- Transportation options are wheelchair accessible
- Service animals allowed
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Infants and small children can ride in a pram or stroller
- Infants are required to sit on an adult’s lap
- 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.
- This tour/activity will have a maximum of 149 travelers
