Celebrate a special milestone aboard a private sail with stunning Manhattan views, delicious food, and unforgettable moments on the water.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
2–3 hours
Fitness Level
No special fitness required, but comfort with being on a boat helps.
Wildlife
History
The vessel passes by landmarks that have shaped NYC’s maritime history since the 19th century.
Conservation
Manhattan by Sail emphasizes eco-friendly practices, including waste reduction and responsible boating to protect the harbor’s health.
Manhattan by Sail
Celebrate a special milestone aboard a private sail with stunning Manhattan views, delicious food, and unforgettable moments on the water.
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 to secure your spot
Early arrival ensures the best seating and experience onboard.
Dress for the weather
Layers and weather-appropriate clothing will keep you comfortable during the sail.
Bring your camera or smartphone
Capture the skyline, sunset, and candid moments from the deck.
Check the weather forecast beforehand
Being prepared for wind and changing temperatures makes for a smoother experience.
Layered clothing
Adjustable layers keep you comfortable as temperatures change.
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Sunscreen
Protect your skin from UV rays during the afternoon sail.
Sunglasses
Reduce glare and enjoy clear views of the city.
Windbreaker or light jacket
Additional protection against wind and chill.
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