



by Classic Harbor Line - Boston
How do you want to book?
✓Confirmation before Wed, 9 Sept - card's only charged if it's a yes. If it's a no, still time to book on Viator.
Book on Viator Confirmed right away, but you pay full price.$108.88This sailing trip offers a choice between a 1.5-hour or 2-hour cruise around Boston Harbor aboard the Schooner Adirondack III or IV, classic schooners styled after 1890s sailboats. The boat departs from a dock near the Boston Harbor Hotel and sails past several landmarks including the Seaport District, Fan Pier, Castle Island with Fort Independence, Spectacle Island, and Long Island with the Long Island Head Light. Shortly after leaving the dock, the vessel raises its sails and guests can relax on deck while enjoying views of Boston’s waterfront. The crew is available to answer questions about the harbor’s landmarks and history, though the tour is not formally narrated. Drinks can be purchased on board by credit card, and passengers may bring their own food to eat during the sail. The trip is suitable for families and groups of friends who want to see Boston from the water. Passengers should dress for cooler weather conditions on the water. Boarding begins five minutes before departure at the Ferry Terminal behind the Boston Harbor Hotel. Children must be accompanied by an adult, and only service animals are allowed on board. Large groups are not permitted without prior arrangement and may face additional fees or cancellation.
Classic Harbor Line Boston MA Day Tours
Sail around Boston’s Seaport District with views of new buildings alongside older structures that formed Boston’s original waterfront community.
Fan Pier
Pass by Fan Pier, observing the Moakley Federal Courthouse, the World Trade Center, and the Harpoon Brewery.
Boston Harbor Islands State Park
Navigate through the Inner Harbor Islands including Castle Island with Fort Independence and the Donald McKay Monument, Spectacle Island, and Long Island featuring the Long Island Head Light House.
The boat departs from Rowes Wharf, directly behind the Boston Harbor Hotel, located at (for GPS) 400 Atlantic Avenue, Boston (02110). Check-in at Rowes Wharf is located in the Ferry Terminal, a climate controlled public space, located on the wharf only steps away from our dock. If guests are lost or running late, please call us at 617-951-2460.
End point
The boat departs from Rowes Wharf, directly behind the Boston Harbor Hotel, located at (for GPS) 400 Atlantic Avenue, Boston (02110). Check-in at Rowes Wharf is located in the Ferry Terminal, a climate controlled public space, located on the wharf only steps away from our dock. If guests are lost or running late, please call us at 617-951-2460.




by Classic Harbor Line - Boston
How do you want to book?
✓Confirmation before Wed, 9 Sept - card's only charged if it's a yes. If it's a no, still time to book on Viator.
Book on Viator Confirmed right away, but you pay full price.$108.88This sailing trip offers a choice between a 1.5-hour or 2-hour cruise around Boston Harbor aboard the Schooner Adirondack III or IV, classic schooners styled after 1890s sailboats. The boat departs from a dock near the Boston Harbor Hotel and sails past several landmarks including the Seaport District, Fan Pier, Castle Island with Fort Independence, Spectacle Island, and Long Island with the Long Island Head Light. Shortly after leaving the dock, the vessel raises its sails and guests can relax on deck while enjoying views of Boston’s waterfront. The crew is available to answer questions about the harbor’s landmarks and history, though the tour is not formally narrated. Drinks can be purchased on board by credit card, and passengers may bring their own food to eat during the sail. The trip is suitable for families and groups of friends who want to see Boston from the water. Passengers should dress for cooler weather conditions on the water. Boarding begins five minutes before departure at the Ferry Terminal behind the Boston Harbor Hotel. Children must be accompanied by an adult, and only service animals are allowed on board. Large groups are not permitted without prior arrangement and may face additional fees or cancellation.
Classic Harbor Line Boston MA Day Tours
Sail around Boston’s Seaport District with views of new buildings alongside older structures that formed Boston’s original waterfront community.
Fan Pier
Pass by Fan Pier, observing the Moakley Federal Courthouse, the World Trade Center, and the Harpoon Brewery.
Boston Harbor Islands State Park
Navigate through the Inner Harbor Islands including Castle Island with Fort Independence and the Donald McKay Monument, Spectacle Island, and Long Island featuring the Long Island Head Light House.
The boat departs from Rowes Wharf, directly behind the Boston Harbor Hotel, located at (for GPS) 400 Atlantic Avenue, Boston (02110). Check-in at Rowes Wharf is located in the Ferry Terminal, a climate controlled public space, located on the wharf only steps away from our dock. If guests are lost or running late, please call us at 617-951-2460.
End point
The boat departs from Rowes Wharf, directly behind the Boston Harbor Hotel, located at (for GPS) 400 Atlantic Avenue, Boston (02110). Check-in at Rowes Wharf is located in the Ferry Terminal, a climate controlled public space, located on the wharf only steps away from our dock. If guests are lost or running late, please call us at 617-951-2460.