Are dietary restrictions accommodated?

Yes, please notify us in advance of any allergies or dietary needs to ensure suitable pairings.

Is there a dress code?

Casual but warm attire is recommended, especially for outdoor access before boarding.

Can I bring my own wine or snacks?

The cruise provides curated pairings; outside alcohol is not permitted onboard.

Are children allowed?

Yes, children are welcome, but please note the cruise's age-appropriate nature.

What is the cancellation policy?

Cancellations made at least 48 hours in advance are fully refundable.

What are the boarding times?

Boardings are scheduled at specific times during the holiday season—check your ticket for details.

Holiday Wine & Cheese Cruise with Classic Harbor Line in NYC | Events | Sailing

During the bustling holiday season, few experiences capture New York City’s vibrant spirit quite like a scenic cruise coupled with refined tastes. Classic Harbor Line offers a festive twist on maritime sightseeing—a Wine, Cheese & Small Bites Pairing cruise that elevates a classic skyline tour into an indulgent evening. As the vessel glides past towering skyscrapers and iconic landmarks like the Statue of Liberty, guests relax in a climate-controlled salon, savoring expertly paired wines, local cheeses, and small bites that complement one another perfectly. The experience melds the joyful energy of the city with moments of intimate luxury, ideal for celebrating with friends or sharing a romantic night out.

New York Harbor’s waters offer a dynamic backdrop, with panoramic views of Manhattan’s illuminated skyline lighting up the night. The cruise’s curated pairings are thoughtfully designed to enhance the flavors against this stunning setting, making each sip and bite a part of the adventure. The vessel’s comfortable interior makes it accessible for visitors of all ages, and the seasonal ambiance adds a layer of warmth and cheer suitable for this time of year.

Known for blending engaging hospitality with scenic serenity, Classic Harbor Line stands out as one of the premier ways to experience NYC’s waterfront. Their holiday cruise combines the city’s rich maritime history with a contemporary celebration, providing an experience that’s both memorable and accessible. Whether you’re seeking a special gift, a unique date night, or a festive outing, this cruise offers an immersive taste of New York’s holiday charm from the comfort of a luxurious boat.

For anyone looking to combine stunning views with gourmet bites, this cruise brings a sophisticated edge to urban holiday traditions. The carefully curated experience, set against one of the world’s most iconic skylines, makes it an unmissable adventure in New York City’s winter calendar.

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.