Sunset jazz, golden-hour cocktails, day sails, and private celebrations in New York Harbor.
Public cruises and private charters aboard the Clipper City — from live jazz evenings to daytime sightseeing.
water-activities · New York
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.
“Every outing is organized with local river knowledge, basic safety instruction, and equipment checks before departure.”
Sails operate in New York Harbor
Public and private listed experiences
Some public sails are 90 minutes
New York’s largest passenger tall ship
Open the individual experience guide to confirm current availability, pricing, policies, conditions, and inclusions before booking.
The operator provides clear meeting points, departure times, and destination coordinates for all outings.
Personal flotation devices, emergency protocols, equipment checks, and paddling orientations are provided before departure.
Recommended layering, water shoes, sunscreen, and dry bags are detailed in each experience guide.
Guides share rich knowledge of regional flora, fauna, scenic landmarks, and river navigation.
A glimpse into the experiences, natural landscapes, and adventures waiting on your next trip.
Images supplied on the current Manhattan by Sail listing.
Manhattan by Sail offers a variety of guided outdoor excursions, scenic routes, rentals, and custom itineraries tailored for families, couples, and adventure enthusiasts.
Yes. Most trips feature comprehensive safety orientations, equipment fittings, and calm routes suited for first-time adventurers. Check the details on individual experience guides for specific age and skill requirements.
Standard safety equipment (such as certified life vests and essential gear) is supplied for each booking. Detailed checklists regarding weather-appropriate attire and personal items are provided prior to departure.
Check individual trip listings for departure times, ticket availability, and private charter options.
boat-charters · New York
Set sail aboard New York’s only passenger tall ship with Manhattan by Sail. Glide past the Statue of Liberty and NYC’s skyline for a uniquely scenic 90-minute harbor journey.
boat-charters · New York
Set sail on the Clipper City for a 90-minute cocktail cruise past NYC’s iconic landmarks during the unforgettable golden hour. Enjoy stunning sunset views of the Statue of Liberty and Brooklyn Bridge aboard New York’s largest tall ship.
boat-charters · New York
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.
Click into any experience card above to view current dates, live availability, transparent pricing, cancellation policies, and booking details.