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Boston Harbor Sunset Sail Tour

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Overview

Available languages

English

2 hours

Mobile ticket

Experience a beautiful Boston Harbor sunset sail on the water and see some of the city's waterfront landmarks as the sun dips below the horizon. This elegant sailing experience will be aboard either Schooner Adirondack III or Adirondack IV. Both sailboats are classically styled schooners and offer a smooth and gentle sailing experience as well as top-notch customer service by our captain and crew. Within minutes of leaving the dock, you'll forget the distractions of life on land, as you experience the ambiance of a sunset sailing cruise aboard a beautiful sailboat.

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.

This is not a narrated tour, but the crew is available to answer questions on the sights & landmarks as we sail

This experience will take place on Schooner Adirondack II or III

The official route of this experience will depend on the wind

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.

What‘s Included

This is a 2 hour sailing experience in Boston Harbor.

This is not a narrated tour, but the crew is available to answer questions on the sights & landmarks

Beverages are not included, but are available for purchase by credit card

Gratuities (recommended for the captain and crew)

What To Expect

1

Sail around Boston's Seaport District and Harbor for 2 hours as you take in the sunset views of many newly constructed buildings along with some classic structures that originally comprised Boston's waterfront community.

2 hours • Admission Included
2

Fan Pier

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

Admission Not Applicable

Options

Standard Sunset Sail

Aboard Adirondack II or III

Peak Season Saturdays

Peak Sunset Sail

Aboard Adirondack II or III
Peak Rates Apply

Reviews

4.81

132 reviews

Total reviews and rating from Viator & Tripadvisor

123
2
2
1
4
  • Love Bos

    Andrea G,

    Oct 15, 2025

    - Viator

    5.00

    Great Sail in Boston - BOS love my city! Great sail, drinks, beautiful sunset sail. Great crew members

  • I would recommend it and do it again! Staff super kind and friendly.

    Katia H,

    Oct 11, 2025

    - Viator

    5.00

    Amazing time. Friendly, small enough and gorgeous sunset! The staff was friendly. They were also offering drinks if you want.

  • Sunset sail

    David R,

    Sep 30, 2025

    - Viator

    5.00

    Beautiful cruise in the harbor. Great backdrop of the city at sunset and planes landing over your head. Great and helpful staff.

  • Beyond our expectations

    Kathryn h,

    Sep 30, 2025

    - Viator

    5.00

    Beyond our expectation - the sunset cruise takes you to the parts of the harbor that have spectacular views. Planes landing at Logan airport was a sight to behold as they flew over head. The crew were engaging and knowledgeable and added some history and insight to points of interest. Highly recommend!

  • This trip is a must!...

    Marisol R,

    Sep 29, 2025

    - Viator

    5.00

    This trip is a must! Beautiful views with amazing weather. The staff was wonderful and full of knowledge. Can't beat the experience well worth every penny.

From $82.27

4.81
132 reviews
Check availability

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Operated by Classic Harbor Line - Boston

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