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Sail into the night with live jazz, fine wine, and stunning NYC skyline views aboard the Clipper City. Discover a unique blend of music and maritime magic on this unforgettable evening cruise.
Sail into the night with live jazz, fine wine, and stunning NYC skyline views aboard the Clipper City. Discover a unique blend of music and maritime magic on this unforgettable evening cruise.
Book with Manhattan by Sail
Verified experiences and guided adventures in the surrounding area.
Operated by Manhattan by Sail · New York, New York
Glide past the iconic Manhattan skyline under a velvet twilight sky aboard the Clipper City, New York City’s largest passenger sailing vessel. For nearly two hours, the hustle and bustle of the city fades into the smooth melodies of live jazz, while you sip on expertly paired wines and soak in unparalleled waterfront views. This Evening Wine & Jazz Concert Sail is not just a cruise—it’s an invitation to experience New York from a rhythm-infused, serene vantage point unlike any other.
Launching from Pier 17, nestled along the lively South Street Seaport, the Clipper City evening sail sets off against a backdrop of twinkling skyscraper lights and the East River’s dance of reflections. Onboard, NYC’s celebrated jazz musicians fill the air with bebop, smoky blues, and soulful ballads—genres that pay homage to the city’s rich musical heritage. This event is made possible through a partnership with Jazz Generation, an organization dedicated to supporting New York’s vibrant jazz community and music education initiatives for local youth.
Guests receive two glasses of wine included with their ticket, complementing the sensory pleasures of live music and panoramic cityscapes. The full standing bar expands drink options further, offering craft beers, mixed beverages, and snacks to enhance the experience. Whether you’re celebrating a special occasion, planning a romantic date, or simply seeking a relaxing evening with friends, this sail creates the perfect setting.
Unlike typical nightlife in NYC, the sway of the historic clipper, combined with the open air and gentle light sea breeze, invites a unique intimacy and escape. Spacious seating and standing areas allow onboard guests to find their preferred vantage point as the ship cruises smoothly into the starry night.
Sailing from New York’s Lower Manhattan, near the bustling Financial District and stretches of waterfront parks, this excursion blends history, culture, and nature. The Clipper City itself is a living relic, offering an authentic sailing experience on the East Coast, while acting as a floating concert hall.
For visitors staying in New York City, particularly in neighborhoods like the Financial District and Lower East Side, this sail is an excellent way to combine sightseeing, culture, and leisure. Don’t forget to dress for cooler waterside temperatures and bring layers for comfort as the evening progresses.
With its unique combination of live jazz, fine wine, and spectacular city views from a historic vessel, the Evening Wine & Jazz Concert Sail aboard the Clipper City offers a refreshing, elegant way to enjoy New York’s iconic skyline after dark.
Dress in layers as temperatures aboard the water can be cooler than on land; hats and sunscreen are recommended on sunny days.
Yes, there are benches on both the main deck and the raised quarterdeck, plus space to sit or stand on the wooden deck.
This sail is suitable for all ages; however, minors must be accompanied by adults.
No, tipping the captain and crew is customary but not included in ticket price.
The sail continues in light rain or sprinkles, but severe weather may cause cancellations with alternate options offered.
The onboard bar accepts both cash and card for additional drinks and snacks.
Manhattan by Sail operates passenger sails in New York, New York, offering public and private cruises aboard the Clipper City, New York’s largest passenger tall ship. The company’s scheduled experiences include Sunset Jazz sails, Afternoon Golden Hour Cocktail sails, Evening Wine & Jazz concerts, City Lights evening cruises, and daytime harbor sails. Private charters for celebrations and reunions are also available and listed events include birthday and class reunion sails. Each itinerary sails through New York Harbor, passing signature landmarks such as the Statue of Liberty, Ellis Island, and the Brooklyn Bridge, with close views of the Manhattan skyline. Public trips advertised include a 90-minute Afternoon Golden Hour Cocktail sail and multiple evening jazz and wine cruises that combine live music and scenic harbor passages. The Clipper City features spacious wooden decks and a full bar with cocktails and wine; some offerings also note snacks and hors d’oeuvres during private events. Manhattan by Sail markets both ticketed public excursions and privately booked events, providing options for couples, friends, and groups seeking skyline views or music-focused evenings. Trip summaries reference live jazz ensembles, wine selections, cocktail service, and photo-friendly sunset opportunities. Routes and featured experiences vary by departure, with specific sails emphasizing music, cocktails, or city lights. All information on this page reflects listed trip summaries and locations for Manhattan by Sail as published for each advertised experience in New York Harbor. Ticket availability, pricing, and exact departure times are published with each trip listing. Check individual listings for booking details.
Book with Manhattan by Sail