Can I bring alcohol onboard?

Complimentary drinks are provided as part of the experience, but outside alcohol is not permitted.

Is there a dress code?

Casual, comfortable clothing suitable for the weather and sailing conditions is recommended.

Is this activity suitable for children?

Yes, most children enjoy the sail, but age restrictions or special considerations may apply—check with the operator.

Are tickets refundable?

Refund policies vary; it’s best to check the specific booking terms at the time of reservation.

What is the cancellation policy for bad weather?

Sails may be canceled or rescheduled due to unsafe weather conditions, with full refunds or credits provided.

How many people does the schooner accommodate?

The America 2.0 can host up to 49 guests, allowing for an intimate, crowd-free experience.

Sunset Sail on America 2.0 with Classic Harbor Line in NYC | Boat Tour | City Tour

In the heart of Manhattan, where skyscrapers scrape the sky and the neon glow reflects off the river, Classic Harbor Line offers a chance to drift away from the urban rush. Their Sunset Sail aboard the elegant Schooner America 2.0 turns the busy New York Harbor into your personal stage for a two-hour voyage into the evening. As the 105-foot vessel glides past iconic landmarks like the Statue of Liberty and Ellis Island, you’ll be immersed in a scene that feels simultaneously timeless and entirely immersive. With complimentary drinks in hand, passengers soak in the vibrant skyline illuminated against the dusk sky, capturing views that are as breathtaking as they are unique.

This journey isn’t just about the view; it’s a rare vantage point to appreciate the city’s maritime history and the engineering marvel that is Manhattan’s waterfront. The America 2.0 is an authentic schooner, offering a taste of classic sailing combined with modern comfort—perfect for a romantic evening or a memorable outing with friends. The crew's knowledge and warm hospitality make everything smooth and inviting, letting you relax as the sun sets behind the New York City skyline.

Whether you're a visitor or a local, this sunset sail provides a pause—an opportunity to connect with the city’s nautical past and its lively present. It’s a stand-out experience in New York’s outdoor scene, blending scenic beauty with the thrill of a tall ship adventure. The experience is ideal for those seeking a unique, scenic escape that pairs natural beauty with urban energy, all from a vessel that feels as elegant as it looks.

Best during the late summer and early fall, this sail captures the magic of golden hour on the water, with the city lights beginning to sparkle as darkness falls. It’s an accessible activity suitable for most—no technical sailing skills required—just a love for the moment and a desire to see NYC from a different perspective.

About Classic Harbor Line - New York, NY

Classic Harbor Line is a New York-based boat cruise company that operates elegant, historically styled yachts and schooners providing sightseeing, specialty and educational cruises in New York Harbor and around Manhattan. The fleet includes named vessels such as Manhattan, Manhattan II, Kingston, America 2.0, Adirondack and Full Moon, and sails to iconic landmarks including the Statue of Liberty, Ellis Island, Brooklyn Bridge and the Manhattan skyline.

Tours range from 1.5-hour Statue & Skyline sightseeing cruises and mimosa or cocktail cruises to longer specialty experiences like AIANY architecture tours, Urban Naturalist wildlife trips, fall foliage sails, holiday cocoa or wine pairing cruises, and live jazz sunset sails.

AIANY architecture cruises are led with narration from AIA members and explore resilient design and climate adaptation around Manhattan. Naturalist-guided tours highlight island wildlife and ecology on routes to North and South Brother Islands and regional palisades. Live-music cruises feature jazz and vocal performances aboard period-style yachts, while seasonal offerings include brunch, lunch and holiday-themed events.

Private charters are available on multiple vessels for corporate events, weddings and group outings, and many public cruises include complimentary specialty drinks, snacks or narrated commentary. Classic Harbor Line emphasizes comfortable seating, panoramic windows, and climate-controlled interiors for year-round sailing.

Featured on The Adventure Collective, Classic Harbor Line provides third-party visibility and consistent scheduling across diverse experiences, making it a reliable choice for visitors seeking scenic, narrated and curated maritime experiences in New York City. Tickets are available online, schedules vary seasonally, and select departures include accessibility accommodations.