easy
2–3 hours
Minimal physical exertion; suitable for all fitness levels including children and seniors.
Sail Boston Harbor on the stunning Adirondack III with your own private charter. Perfect for celebrations and unforgettable views, this elegant boat tour blends history and luxury on the water.
Experience the charm of Boston Harbor aboard the Schooner Adirondack III, a stunning vessel perfect for private charters. With room for up to 42 guests, enjoy breathtaking views, exceptional hospitality, and customizable catering options. Ideal for any celebration, this sailing adventure promises unforgettable memories in a unique and elegant setting.
You and up to 41 other guests can have her all to yourselves for a private sailing excursion in Boston Harbor.
She is quite popular for corporate outings, team-builders, birthdays, anniversaries, wedding parties, and family and alumni reunions.
Full catering and bar options are available.
She sails from Rowes Wharf.
Is there parking and how much is it?
Limited metered parking can be found around Rowes Wharf. Regular daily rate at the Hotel is $36, but after 5:00 pm on weekdays and anytime on weekends, the rate is $12 with our validation.
What are the rates to charter the boat?
Rates are posted on our website on the private charters page. Go to www.boston-sailing.com and select private charters.
Is smoking permitted during the sail?
No, smoking is not permitted anywhere on the boat.
Classic Harbor Line’s Adirondack III features teak decks, mahogany-trimmings, and just under 2,000 square feet of canvas to escort you through Boston’s historic harbor!
Though it is a light and lively sailing vessel, it is also quite comfortable, with ample deck space and seating for up to 42. It was designed and built by Scarano Boat Building of Albany, NY for taking groups of people on spectacular sightseeing adventures.
Sailing in this schooner is a delight. She moves through the water efficiently and beautifully; we take great pride in sharing her with you.
The Adirondack III is operated by Coast Guard-certified captains and an extremely friendly and talented crew. Our crew is known for their amazing hospitality, and are professionally trained and experienced in sailing our vessels well and safely. Do not hesitate to ask our crew about the boat or any of the Boston sites.
An option to reschedule or convert to a gift certificate is available up until 24-hours prior to departure. We are not able to offer refunds. Requests for cancellation, rescheduling, or conversion to gift credit must be sent by email to publicsails@boston-sailing.com. *Unique cancellation terms can be offered upon request. Please call 617-951-2460.
For schooner sailing excursions, a captain-authorized cancellation or delay may be issued up until departure time if the weather is deemed too threatening to the safety or enjoyment of the experience. Extreme high winds, fog, torrential rain, extremely low temperatures, etc. may all contribute to a cancellation decision.
Private charters can fill quickly during weekends and holidays, so secure your spot early to guarantee availability.
Bring layers and a light windbreaker, as conditions on the water can change throughout the day.
Arriving 15 minutes before departure ensures a smooth check-in and the chance to explore the deck before setting sail.
The Adirondack III holds up to 42 guests; sticking to the limit ensures a comfortable and safe experience for everyone.
The Adirondack III is a replica of classic New England schooners, reflecting Boston’s rich maritime heritage dating back centuries.
Classic Harbor Line supports eco-friendly boating practices and encourages guests to respect local wildlife and waterways.
To adapt to shifting temperatures and sea breezes during springtime.
spring specific
Protect your skin from strong sun exposure while out on the water.
summer specific
Keeps you warm against crisp, cool winds while sailing.
fall specific
Shield your eyes and face from sun glare and UV rays during your cruise.