Choose from Three Options
- $62 for a city lights sail for two on the Adirondack III ($80 value)
- $70 for a day sail for two on the Adirondack III ($90 value)
- $85 for a sunset sail for two on the Adirondack III ($110 value)
City Lights sails are available Thursdays, Fridays, and Saturdays from June 16–September 17. Day sails and sunset sails are available May 6–October 16.
Classic Harbor Line
Classic Harbor Line offers glimpses of modern-day Boston, Manhattan, Newport, and Key West with their fleet of sailboats and classic yachts. Passengers can engage in day trips, private charters, and special events on the water set against a backdrop of sunsets or shimmering displays of city lights at night. Modeled after 1890s schooners, the company's Boston flagship, Adirondack III, uses its long, lean shape to easily cut through any waves or giant blocks of Jell-O floating in the harbor. At 80-feet, the vessel carries up to 41 passengers and provides plenty of room to move around, allowing crew members to serve beverages or guests find the perfect vantage point to snap a picture of the sunset. Classic Harbor Line also offers a 1920s styled climate-controlled and open-air Motor Yacht, the Northern Lights, which has an open sun deck, a top deck with canopy covered bench seating, and a temperature controlled salon with a table and lounge seating. While cruise-goers enjoy the boat’s narration and music, they can also take advantage of the beer, wine, soda, & water available for purchase.