Classic Harbor Line, renowned for its stunning and unique cruises, is excited to announce its Winter 2025 public cruise schedule. This enticing selection includes a diverse range of holiday-themed cruises, eco-tours, and a breathtaking array of New Year’s Eve events across some of the country’s most iconic waterfront destinations. Kicking off mid-November, guests will have the opportunity to enjoy the elegance of 1920s-style motor yachts in New York City, Boston, and Key West. These cruises promise cozy interiors, sweeping skyline views, and live holiday music, creating peaceful moments amid the seasonal bustle.
Whether you seek a family-friendly outing, a romantic escape, or a festive gathering with friends or colleagues, Classic Harbor Line’s winter offerings deliver unforgettable aquatic experiences. This season includes an array of Christmas-themed live music cruises, captivating eco-tours, and vibrant New Year’s celebrations, all tailored to showcase the beauty of each city while crafting lasting memories.
Holiday Music Cruises: A Festive Journey on the Water
A prominent feature of Classic Harbor Line’s Winter 2025 schedule is the collection of holiday music cruises. Launching on November 21, the Cocoa and Carols cruises provide a magical avenue to connect with the season’s spirit. Spanning 1.5 hours, these journeys feature live performances by talented instrumentalists and vocalists renowned for their appearances at prestigious venues like Broadway and the Kennedy Center. Guests can indulge in a delightful mix of cherished holiday classics and lively jazz-infused tunes.
New Yorkers can select from a variety of Cocoa and Carols options, including the Holiday Live Jazz Cruise, the participatory Sing-Along Cocoa and Carols Cruise, and the Holy Cocoa and Carols Cruise, which features revered hymns. Families can enjoy the Statue & Skyline Holiday Cocoa Cruise, offering stunning views of landmarks such as the Statue of Liberty and the Brooklyn Bridge.
For adults, seasonal offerings like spiked hot cocoa and festive cocktails transform these cruises into enchanting experiences, perfect for savoring the sights and sounds of New York City during this vibrant season.
A Taste of the Holidays: Brunch and Dinner Cruises
Classic Harbor Line New York will also present a series of delightful holiday brunch and dinner cruises to enhance the festive atmosphere. Beginning on November 22, the Around Manhattan Holiday Brunch Cruise boasts a gourmet three-course prix fixe menu coupled with an array of pastries, bagels, and seasonal dishes during a leisurely 2.75-hour sail. Guests can savor sumptuous meals while basking in the breathtaking views of the Manhattan skyline in a warm, inviting setting.
Those looking for an elegant experience can attend the Holiday Wine, Cheese, and Light Bites Cruise, which takes place on select Monday nights starting November 17. Attendees will relish a curated selection of both savory and sweet holiday delights, perfectly paired with wine, as they float past the shimmering Manhattan skyline.
Eco-Tours: Winter Wildlife and Nature Cruises
For an educational and relaxing experience, Classic Harbor Line continues to offer its popular winter nature eco-tours. Starting on December 15, the Urban Naturalist Seals, Seabirds, and Winter Wildlife Tour invites guests for a 2-hour, 45-minute exploration along the picturesque route of the Verrazzano Bridge, heading toward Swinburne and Hoffman Islands. This unique tour enables participants to observe harbor seals, gray seals, and various migrating seabirds in their natural habitats.
Guests can choose to unwind in the temperature-controlled cabin or enjoy the panoramic views on deck while spotting wildlife in their winter habitats. These eco-tours offer a serene opportunity for nature enthusiasts and add an enriching element to Classic Harbor Line’s winter itinerary.
Boston and Key West: Seasonal Sails on NORTHERN LIGHTS and America 2.0
Expanding its horizons to Boston and Key West, Classic Harbor Line will present a variety of festive experiences aboard their classic yachts. The NORTHERN LIGHTS, inspired by early 20th-century maritime aesthetics, will host holiday cruises in Boston, offering both a delightful Cocoa and Carols Holiday Cruise and a charming Holiday Sunset Cruise accompanied by live music.
Meanwhile, America 2.0 will set sail in Key West on both Christmas Eve and Christmas Day, featuring sunset voyages and a special Christmas Day Brunch Cruise. Unique events, such as the Astronomer Guided Stargazing Cruise and the Key West Lighted Boat Holiday Parade, showcase America 2.0, adorned with festive lights, enveloping guests in a magical atmosphere. Notably, 50% of ticket sales from the holiday parade will support Reef Relief, bolstering local environmental initiatives.
A Classic Experience on the Water This Winter
With an exciting variety of holiday cruises and eco-tours, Classic Harbor Line invites travelers to embrace the enchanting waters of New York City, Boston, and Key West this winter. Whether you are celebrating with family, sharing special moments with a partner, or simply soaking in the picturesque coastal views, these cruises provide a warm, festive atmosphere that beautifully embodies the charm of the holiday season.
