Can I bring food or drinks onboard?

Yes, guests are welcome to bring snacks and beverages, but alcohol policies vary, so please check in advance.

Is the cruise wheelchair accessible?

The vessel strives to accommodate all guests, but accessibility details should be confirmed at booking.

Are reservations required?

Yes, advanced booking is recommended, especially during peak seasons or holidays.

What is the best time of day for the cruise?

Sunset sails offer stunning lighting and are highly popular, but morning and midday trips are also available.

Absolutely; group reservations for families, corporate events, or celebrations can usually be accommodated.

What should I do if the weather looks bad?

In case of rain or strong winds, cruises may be rescheduled or canceled—check weather forecasts before heading to the dock.

NYC Sightseeing Sail with Classic Harbor Line | Boat Tour | Sailing

Adventure Brief

Discover a new perspective on New York City from the deck of the schooner America 2.0. Glide through the harbor and take in stunning skyline views and historic landmarks on this elegant sailing cruise. Perfect for all ages and an unforgettable addition to any NYC trip.

1.5–2 hours

easy

From $55.12

In the bustling heart of New York City, where skyscrapers brush the clouds and history whispers through cobblestone streets, a different view awaits—aboard the elegant schooner America 2.0. Operated by Classic Harbor Line, this 105-foot vessel offers a unique perspective on the city’s iconic skyline and famed harbor landmarks. As you set sail, the modern-day woodwork and vintage design merge seamlessly, creating an environment that feels like stepping back in time while enjoying all the comforts of today’s technology.

Sliding through the waters of New York Harbor, passengers are treated to spectacular sights: the shimmering skyline, the towering Statue of Liberty, and the historic Ellis Island. This cruise is perfect for families, couples, or anyone craving a relaxed but enriching outing amid the city’s pulse. The schooner’s smooth glide allows for clear views and plenty of photo opportunities, whether it’s capturing the sun setting behind Lower Manhattan or the bustling activity of the harbor. Sightseeing on the water offers a fresh dimension that ground-based tours can’t match, especially as the city sparkles at sunset.

What makes this experience truly stand out is the vessel itself—a beautiful blend of 19th-century design and modern engineering, providing both comfort and style. It’s a chance to see the city from an angle that few visitors get to enjoy, making it an essential addition to any NYC visit. Whether it’s a special occasion or a casual day of discovery, the America 2.0 cruise makes for life-long memories—all set against the backdrop of one of the world’s most vibrant cities.

For locals and visitors alike, this sailing adventure brings a sense of connection to New York’s maritime history while enjoying today’s scenic marvels. It’s a reminder that even in a city that never sleeps, quiet moments on the water can offer the most profound views.

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.