Skip to main content
Sunset Sail Cruise at Boston Harbor Aboard Schooner “Adirondack III” image 1
Sunset Sail Cruise at Boston Harbor Aboard Schooner “Adirondack III” image 2
Sunset Sail Cruise at Boston Harbor Aboard Schooner “Adirondack III” image 3
Sunset Sail Cruise at Boston Harbor Aboard Schooner “Adirondack III” image 4
Sunset Sail Cruise at Boston Harbor Aboard Schooner “Adirondack III” image 5
Sunset Sail Cruise at Boston Harbor Aboard Schooner “Adirondack III” image 6
Sunset Sail Cruise at Boston Harbor Aboard Schooner “Adirondack III” image 7
Sunset Sail Cruise at Boston Harbor Aboard Schooner “Adirondack III” image 8
Sunset Sail Cruise at Boston Harbor Aboard Schooner “Adirondack III” image 9
Sunset Sail Cruise at Boston Harbor Aboard Schooner “Adirondack III” image 10
Sunset Sail Cruise at Boston Harbor Aboard Schooner “Adirondack III” image 11
Sunset Sail Cruise at Boston Harbor Aboard Schooner “Adirondack III” image 12
Sunset Sail Cruise at Boston Harbor Aboard Schooner “Adirondack III” image 13

Sunset Sail Cruise at Boston Harbor Aboard Schooner “Adirondack III”

  • 1hr 30min - 2hr

About this experience

What you'll do:

There is no better way to enjoy the day than sailing aboard the schooner Adirondack III, which is the most elegant sailing excursion you will find in the harbor. Adirondack III is a classically styled 80-foot pilot schooner with long sleek lines. She is a smooth and gentle sailing vessel with some speediness to boot. The Perfect way to enjoy your party on the water. This is a great intimate setting for your small group! Within minutes of leaving the dock, you'll forget the distractions of life on land, as you experience the joy of a leisurely sailing cruise!

Why we love it for your party:

  • Unique sailing experience (Sail through Boston Harbor and admire the Boston Seaport District's blend of modern and classic architecture)
  • Perfect for sightseeing (Spot notable landmarks like The Moakley Federal Courthouse, World Trade Center, and Harpoon Brewery)
  • Party with a side of history (Explore historical islands such as Castle Island, Spectacle Island, and Long Island with its charming lighthouse)
  • Amazing captain and crew (Sail with their knowledgeable captain and crew, who are ready to share stories about Boston Harbor's history)
  • Departures throughout the week and weekend (You can easily plan a brunch, day, or sunset cruise that suits your schedule)

About this experience partner:

Inspired by the pilot schooners of the 1890s, Classic Harbor Line’s Adirondack III is 80-ft in length, features teak decks, mahogany trimmings, complete with 2 bathrooms, and just under 2,000 square feet of canvas to escort you through Boston’s historic harbor!

The Adirondack III is operated by Coast Guard-certified captains and an extremely friendly and talented crew. The 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 about the boat or any of the Boston sites.

Additional information:

An option to reschedule or convert to a gift certificate is available up until 24 hours prior to departure. They 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.

Most activities run regardless of weather conditions. In the rare situation where the seller is forced to cancel the event, ticket holders will be allowed to reschedule to another time (subject to availability), receive credit for a future event, or receive a refund.

- Weather Policy
Activity may be canceled due to severe weather.
The activity usually runs in light rain and other moderate weather conditions, but the seller may cancel the activity up to an hour before the start time in the event of severe or unsafe weather conditions. If the seller cancels the event, ticket-holders will be allowed to reschedule tickets (subject to availability), receive credit for a future event, or receive a refund.

- Other Policies
All participants are required to have tickets for this event.
According to U.S. Coast Guard capacity rules, all passengers including infants and toddlers must have a ticket.

Parties of 12 or more will be contacted for an additional gratuity charge of 15%
Classic Harbor Line will contact you directly within 48 hours of your purchase to take your credit card information for the additional charge. You must be reachable at the telephone number and email you provided.

Do not bring alcohol onboard our boats. They have a bar available to purchase drinks by credit card. Crew must do all the serving.

Dress for the weather. Heels not recommended.

Book Your Experience

1.5-Hour Day Sail on the Adirondack III

Starting at$55per person

1hr 30min

The perfect way to see the sights of Boston Harbor. Adirondack III is a classically styled 80-foot pilot schooner with long sleek lines. She is smooth and gentle sailing vessel with some speediness to boot.

See Availability

Weekday 2-Hour Sunset Sail on Adirondack III (Mon-Fri)

Starting at$68per person

2hr

Experience a beautiful 2-hour Boston Harbor sunset sail on the water and see some of the city's waterfront landmarks as the sun dips below the horizon. You will be aboard the most elegant sailing yacht in town, Adirondack III, a classically styled, 80-foot pilot schooner. 

See Availability

Weekend 2-Hour Sunset Sail on Adirondack III (Sat & Sun)

Starting at$82per person

2hr

Experience a beautiful 2-hour Boston Harbor sunset sail on the water and see some of the city's waterfront landmarks as the sun dips below the horizon. You will be aboard the most elegant sailing yacht in town, Adirondack III, a classically styled, 80-foot pilot schooner. 

See Availability

Location

60 Rowes Wharf, Boston, MA 02110, USA

Cancellation Policy

Red shield with an X in the center

strict Cancellation Policy

This experience partner offers no refunds once the reservation is confirmed

Book Your Experience

1

Choose a Booking Option

1.5-Hour Day Sail on the Adirondack III

Starting at$55per person

1hr 30min

The perfect way to see the sights of Boston Harbor. Adirondack III is a classically styled 80-foot pilot schooner with long sleek lines. She is smooth and gentle sailing vessel with some speediness to boot.

See Availability

Weekday 2-Hour Sunset Sail on Adirondack III (Mon-Fri)

Starting at$68per person

2hr

Experience a beautiful 2-hour Boston Harbor sunset sail on the water and see some of the city's waterfront landmarks as the sun dips below the horizon. You will be aboard the most elegant sailing yacht in town, Adirondack III, a classically styled, 80-foot pilot schooner. 

See Availability

Frequently Asked Questions

What type of boat is the Adirondack III?

What can we expect to see during the cruise?

Who will be operating the boat?

Can we bring our own alcohol on board?

What should we wear for the cruise?

Why Book With Batch?

All Your Parties on One Account

With over 30 cities and counting, you can plan all your parties on Batch. We’ll save your information and preferences to make booking a breeze.

Anthropomorphic disco ball holding a 'fun incoming' banner

Party Planning at Your Fingertips

Download our app for access to party planning tools like polls, shared itineraries, and expenses.

Mobile phone displaying the Batch app dashboard screen
Piggy bank with sunglasses striking a pose as it accepts a gold coin

Book More, Save More

As a Batch member, receive exclusive discounts and first looks to our best party experiences! From transportation to private chefs, we’re here to help.