Step aboard the Clipper City for a sunset jazz cruise that combines live music with sweeping NYC harbor views. Discover why this is one of the most unique ways to see the city after sunset.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
2–3 hours
Fitness Level
No physical fitness required—just bring your enthusiasm
Wildlife
History
The Clipper City has been sailing NYC waters since 1984, sharing maritime heritage with thousands of visitors.
Conservation
The cruise operators prioritize eco-friendly practices, including waste reduction and respectful wildlife viewing.
Manhattan by Sail
Step aboard the Clipper City for a sunset jazz cruise that combines live music with sweeping NYC harbor views. Discover why this is one of the most unique ways to see the city after sunset.
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.
Location
New York, NY
Sails operate in New York Harbor
Trips Offered
8 Trips
Public and private listed experiences
Duration
Varied (including 90 min)
Some public sails are 90 minutes
Vessel
Clipper City
New York’s largest passenger tall ship
Check individual trip listings for departure times, ticket availability, and private charter options.
Arrive early
Get a good spot on the deck for optimal views and sound experience.
Dress smart casual
Wear comfortable yet stylish clothing suitable for an outdoor evening on the water.
Bring a camera
Capture iconic skyline shots and sunset moments from the deck.
Sip responsibly
Enjoy your cocktails while staying mindful of safety and cleanliness.
Light jacket or sweater
Evenings on the water can get breezy; a light layer keeps you comfortable.
summer
Camera or smartphone
Ideal for capturing memorable harbor and skyline views.
Sunscreen
Protect your skin during late afternoon or early evening.
summer
Binoculars
Enhance views of distant landmarks and ships.