About this experience
Choose between either a 1.5 or 2-hour sail around Boston Harbor aboard one of our beautiful schooner Adirondack sailboats! These classic boats are reminiscent of the sailboats from the 1890s. Sail past the seaport district, Castle Island, Fort Independence, Spectacle Island, and Long Island with Long Island Head Light. Great for families and friends who want to sail and see the sights of Boston from the water!
Within minutes of leaving the dock, guests will forget the distractions of life on land and experience the joy of a leisurely sail. Sit back and relax as the crew raises sail and provides beverage service. Drinks are available for purchase by credit card only. Guests are welcome to bring a picnic onboard.
The knowledgeable captain and crew are always ready to answer questions about the sights and history of Boston Harbor and its surrounding areas. From interesting facts to old-time legends, the maritime world of Boston has many great stories to offer.
At a glance
- Duration: 1 hr 30 min–2 hr
What is included
- This is not a narrated tour, but the crew is available to answer questions on the sights & landmarks
- Duration: Choose between a 1.5 or 2 hour sailing experience
Not included
- Beverages are not included, but are available for purchase by credit card only.
- Gratuities (recommended for the captain and crew)
- Food (guests are welcome to bring their own snack aboard)
Itinerary and highlights
Sail around Boston's Seaport District and take in views of many newly constructed buildings along with some classic structures that originally comprised Boston's waterfront community
Sail by Fan Pier and see the spanning Moakley Federal Courthouse, the World Trade Center and Harpoon Brewery.
Sail amongst the Inner Harbor Islands of Boston Harbor including Castle Island featuring Fort Independence and the Donald McKay Monument, Spectacle Island, and Long Island with the Long Island Head Light House.
Meeting and pickup information
- The boat departs from Rowes Wharf, directly behind the Boston Harbor Hotel, located at (for GPS) 400 Atlantic Avenue, Boston. Check-in at Rowes Wharf is located in the Ferry Terminal. If lost, please call us at Classic Harbor Line Boston.
Languages and tickets
- English — Guide
- Mobile Only
Tour operator
- Classic Harbor Line - Boston
Accessibility and practical details
- Service animals allowed
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Children must be accompanied by an adult
- Minimum drinking age is 21 years. Coolers and outside alcoholic beverages are not permitted
- Dress for the weather - it's often cooler on the water
- Please let us know in advance if assistance is required for boarding
- Only animals that perform a manual task to assist a person are permitted aboard. Emotional support animals and pets are not permitted
- Plan to arrive at the ticket booth 15-30 minutes prior to the departure time. The meeting point is located directly behind the Boston Harbor Hotel in the Ferry Terminal just steps away from the dock. Boarding begins 5 minutes prior to the scheduled departure time.
- This experience will be aboard Schooner Adirondack III or Schooner Adirondack IV
- Large group bookings are not permitted. Multiple bookings are subject to added fees or cancellation by operator
Cancellation policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Available tour options
- Aboard Adirondack II or III
- Duration: 2 hours Aboard Adirondack II or III
- Aboard Adirondack II or III: Peak rates apply.
- Must be 21+ to attend: Select this option to sail aboard one of our Adirondack Schooners with Oysters included. Duration: 2 hours Oysters : Enjoy a curated selection of local oysters, shucked on board and paired with mignonette, lemon, and hot sauce. Drinks available for purchase : Drinks are not included but available for purchase onboard.
Traveller reviews and photos
Traveller experiences load when you reach this section.
