Sightseeing Day Sail around Boston Harbor

Overview

Choose between either a 1.5 or 2-hour sail around Boston Harbor aboard beautiful schooner Adirondack III, an 80-foot pilot schooner of 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.

City: Boston

Sun 23 Feb

Other dates

You can choose the date already on the booking website

Starting at $59.74

Make a reservation

Sun 23 Feb

Starting at $59.74

Make a reservation

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What's Included

Duration: Choose between a 1.5 or 2 hour sailing experience

Additional Info

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.
Hand sanitiser available to travellers and staff
Regularly sanitised high-traffic areas
Contactless payments for gratuities and add-ons

What To Expect

Classic Harbor Line Boston MA Day Tours

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

Fan Pier

Sail by Fan Pier and see the spanning Moakley Federal Courthouse, the World Trade Center and Harpoon Brewery.

Boston Harbor Islands State Park

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.

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Traveler Photos

Reviews (122)

Kaitlin B

Oct 2022

It was beautiful. The boat was gorgeous and the scenery was amazing!! Drinks we offered and the guides were kind. I would book again for sure.

Response from Host

Nov 2022

Thank you very much for your review. Hope to see you again!

mfan728

Oct 2022

We had a great time! The schooner was beautiful and clean. We went with a couple of friends and I also had my baby with me. The staff were very helpful. Do keep in mind that there is no formal guide but we chatted with the crew who were very knowledgeable.

Sginiewicz

Oct 2022

I Set sail on this Beautiful Ship it was Simply Beautiful.... Captain & Crew So Warm and Welcoming.... The Day was Wonderful.... I was even able to Steer the Ship.... It was fun for all ages....

Response from Host

Oct 2022

Hello Sherry , We are very happy to hear that you had a fantastic time with us out on the water! Thank you for joining us and sharing this experience with others. Warmly, Classic Harbor Line Boston