New York Harbor Wine and Jazz Sail aboard Clipper City

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 homa

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.

From: $0.00

Location: New York City

What's Included

Community Discussion

Q&A

Q: Is there an age limit for this sail? Can kids come?

A: There's no strict age limit for the New York Harbor Wine and Jazz Sail, so kids are welcome! Just keep in mind that the cruise has a relaxed vibe, and kids will need to be supervised by adults at all times. Also, it can be a bit late for younger ones depending on the time of year, so check the schedule for the sunset cruise times.

Q: How does the parking work around the boarding area?

A: Parking can be tricky near the docks, especially on weekends. There are some garages nearby, but they can get pricey. I'd recommend using public transport if you can! The subway is close, and the location is pretty accessible. If you do drive, maybe check out street parking a bit further away; sometimes that works out better.

Q: What should we wear? Is it chilly on the water?

A: Definitely dress in layers! It can get breezy on the water, especially when the sun sets. A light jacket or sweater is a good idea. Most people go for a smart-casual look since it feels classy on the Clipper City. And don’t forget comfy shoes if you're planning to move around and enjoy the jazz!

Discussions

Just got back from the Jazz Sail, and it was AMAZING!

I took the New York Harbor Wine and Jazz Sail last weekend, and wow, it exceeded my expectations! We watched the sunset behind the Statue of Liberty while sipping our wine, and the jazz band was incredible! It really felt like New York magic on the Clipper City, such a beautiful ship. I highly recommend it for any occasion or just a fun night out.

Help! Looking to book this as a gift for my partner’s birthday!

I’m considering the Wine and Jazz Sail for my partner's birthday. He loves jazz and the water, but I want to make sure it’s a special experience. What do you guys think? Any tips on surprises or packaging it as a gift? How do the drinks work on board?