Step aboard the schooner Adirondack for a 1.5 or 2-hour sail from Rowes Wharf and see Boston from the water—lighthouses, Fort Independence, Spectacle Island and a skyline that loosens its grip as the harbor takes over.
Step aboard the schooner Adirondack for a 1.5 or 2-hour sail from Rowes Wharf and see Boston from the water—lighthouses, Fort Independence, Spectacle Island and a skyline that loosens its grip as the harbor takes over.
Verified experiences and guided adventures in the surrounding area.
Operated by Classic Harbor Line - Boston · Boston, Massachusetts
The schooner slips free of Rowes Wharf with a soft sigh of rigging and the city releases you. Glass towers of the Seaport recede into a low-brick shoreline punctuated by the squat mass of Fort Independence on Castle Island. Salt air moves through the rigging like a living thing, and within minutes downtown Boston is a backdrop to gulls, lighthouses and a chain of harbor islands that have shaped New England’s maritime story.
easy.
1.5–2 hours.
Suitable for most fitness levels; you should be able to step up a short gangway and stand or sit for the duration.
Check in at the ticket booth in the Ferry Terminal at Rowes Wharf, directly behind the Boston Harbor Hotel (400 Atlantic Ave). Arrive 15–30 minutes early.
Yes; the sail is family-friendly but children must be accompanied by an adult and supervised near railings.
You may bring a picnic; outside alcoholic beverages are not permitted. Drinks are available for purchase by card onboard.
This is not a formal narration, but the crew is available to answer questions and point out sights and history.
The vessel is not wheelchair accessible without advance notice; contact the operator ahead of booking to discuss accommodations.
Full refunds are available if you cancel at least 24 hours before departure; trips may be canceled if weather or insufficient bookings occur.
The harbor islands and piers were central to Boston’s shipbuilding and trade; Fort Independence on Castle Island has fortified the harbor since colonial times.
The Boston Harbor Islands National Recreation Area and long-term cleanup projects have restored water quality and wildlife habitat, but visitors should avoid disturbing nesting birds and pack out all trash.
Classic Harbor Line - Boston operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




Book with Classic Harbor Line - Boston
Book directly with Classic Harbor Line - Boston for the best rates and real-time scheduling.
Reserve Now