Evening Wine and Jazz Sail 

• Sail toward the Statue of Liberty at sunset and return with the Manhattan skyline sparkling at night.
• NYC’s top musicians set the mood with smoky ballads, swing, bebop, and more flowing with the harbor.
• Start the evening with 2 complimentary glasses of wine, then keep the night going with handcrafted cocktails and more from the full bar.
• Forget crowded rooftops; this is New York at its most timeless, intimate, and unforgettable.

Description

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.

FAQs /  Know before you book

• Dress for the weather, temperatures are usually 10 degrees cooler on the water. Light layers are recommended. 
• Full Bar on board offering a variety of beer, wine and mixed drink options available for purchase. Have a photo ID available as needed. 
• Seaport is a 15-20 minute walk from Fulton Street train station, plan accordingly to check in before sail starts.
• Restrooms are located on the main deck and ADA compliant.
• Benches are available for seating both on the main deck and the raised quarter deck. You are also welcome to sit directly on the wooden deck. 

Duration: 1 Hour 45 Minutes

Evening  Wine and Jazz Sail Dates and Time Designation:

7:30pm: 5/01/2026 - 8/09/2026

7pm: 8/10/2026 - 8/23/2026

6:30pm: 8/24/2026 - 9/13/2026

6:00pm: 9/14/2026 - 9/27/2026

5:30pm: 9/28/2026 - 10/18/2026

5:00pm: 10/19/2026 - 10/31/2026

PLEASE NOTE: Children ages 4 and under receive complimentary admission to cruises but need to be ticketed for capacity control.