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
111 reviews
Total reviews and rating from Viator & Tripadvisor
Wendy M,
Sep 5, 2025
- Viator
It was a wonderful experience! The crew was very interactive with everyone and so accommodating! It was as if you had known them for a long time. I would highly recommend this excursion if you ever visit Boston.
Acamargo,
Sep 4, 2025
- Viator
Great experience: beautiful sunset, perfect views, friendly and knowledgeable crew, and great atmosphere. This experience wax the highly of my trip in Boston
Elaina D,
Sep 2, 2025
- Viator
This sunset sail was PERFECT. The crew was awesome. Honestly, what more is there to say? It was a great experience. Highly recommend for date night or a chill evening out!
Barb R,
Sep 2, 2025
- Viator
Must take the cruise, the whole crew and the captain were fantastic, wonderful hospitality, quiet and peaceful cruise out of the bay in Boston. You can take a snack with you and enjoy the refreshments the crew serves.
Sara J,
Aug 31, 2025
- Viator
What an amazing way to experience the Boston Harbor! The deckhands and captain were attentive and friendly, always ready to answer questions or get your drink order. The views were unbeatable and we topped off the night with our sister-in-law getting engaged at the bow of the boat right after we docked. Highly recommend for out of town visitors or locals alike!
Operated by Classic Harbor Line - Boston