Available languages
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.
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
For a full refund, cancel at least 24 hours before the scheduled departure time.
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)
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.
Fan Pier
Sail by Fan Pier and see the spanning Moakley Federal Courthouse, the World Trade Center and Harpoon Brewery.
Aboard Adirondack II or III
Aboard Adirondack II or III
Peak Rates Apply
132 reviews
Total reviews and rating from Viator & Tripadvisor
Andrea G,
Oct 15, 2025
- Viator
Great Sail in Boston - BOS love my city! Great sail, drinks, beautiful sunset sail. Great crew members
Katia H,
Oct 11, 2025
- Viator
Amazing time. Friendly, small enough and gorgeous sunset! The staff was friendly. They were also offering drinks if you want.
David R,
Sep 30, 2025
- Viator
Beautiful cruise in the harbor. Great backdrop of the city at sunset and planes landing over your head. Great and helpful staff.
Kathryn h,
Sep 30, 2025
- Viator
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!
Marisol R,
Sep 29, 2025
- Viator
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.
Operated by Classic Harbor Line - Boston