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
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
Peak Rates Apply
Aboard Adirondack II or III
100 reviews
Total reviews and rating from Viator & Tripadvisor
Chrissy B,
Aug 18, 2025
- Viator
A beautiful night. The sail was wonderful, though it felt a little crowded for seating, but the staff were fun and engaging and we got beautiful photos of the sunset on the Boston Harbor.
Abbey W,
Aug 18, 2025
- Viator
It was a fun and relaxing experience. The views of the city from the harbor were beautiful. We would recommend it.
Claudette P,
Aug 16, 2025
- Viator
The Captain and Crew were amazing. We went to the outer harbor for beautiful views of the Boston skyline and sunset. Sails were set and we enjoyed the breeze and beauty of the inner islands
janiceadam244,
Aug 12, 2025
- Viator
Amazing! The boat was beautiful, plenty of room. The crew was very friendly and informative. We have been to Boston so many times, but we have never done anything like this. It was a beautiful 2 hours on the water.
VJ M,
Aug 9, 2025
- Viator
The water was smooth. Temp 72°. Crew (Charlie and Claire) were fantastic; the Captain ensured all experienced a lovely evening on the water to watch a beautiful sunset and full moon rise.
Operated by Classic Harbor Line - Boston