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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
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
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)
For a full refund, cancel at least 24 hours before the scheduled departure time.
156 đánh giá
Tổng số đánh giá và xếp hạng từ Viator & TripAdvisor
fitbaboss,29 thg 6, 2026
- Đánh giá từ Viator
This was a nice relaxing sail on the bay. No loud music and not a party boat. Be sure to bundle up or have layers as it might get cold. The sailing was great, the Captain zig zagged the boat so either side enjoyed the views, and yes they used the sails. Limited cocktails are offrered for a hefty price. Overall this is nice for a couple to enjoy.
Erick C,29 thg 6, 2026
- Đánh giá từ Tripadvisor
We had a wonderful sunset cruise of the harbor. The view from the ship of the sun setting over the Boston skyline was beautiful. The ship was very nice and clean and the staff were wonderful. Captain Dante and the crew were great at explaining the landmarks and answering questions about the ship and Boston in general. We had a great time.




ERICK C,29 thg 6, 2026
- Đánh giá từ Viator
We had such a nice time. The sunset over the Boston skyline was beautiful and the staff and ship are very nice. Captain Dante was great as well as the staff, Charlie and others were excellent at pointing out landmarks, explaining the ship workings and generally giving pointers on visiting the city. It was a great time!
Michelle M,27 thg 6, 2026
- Đánh giá từ Viator
Absolutely amazing. Michael and his crew were fantastic. The cruise was beautiful and we completely enjoyed it. Highly recommend!!
Denise F,26 thg 6, 2026
- Đánh giá từ Viator
We should have been notified that the cruise was cancelled. I’d like to have my account be credited so that I can use the unused monies fr an activity in my home town of Lex, KY. Thanking you in advance. I’ve been a loyal customer for many years.
Summer D,24 thg 6, 2026
- Đánh giá từ Viator
Beautiful boat, great and knowledgeable crew! Amazing sunset and views of the city. They gave us panchos when it started raining!
Jennifer A,22 thg 6, 2026
- Đánh giá từ Viator
Lovely ship. Would love to hear more about the harbor and see more areas. Sailing was wonderful. More of a tour would be great.
Amy M,22 thg 6, 2026
- Đánh giá từ Viator
It was a lovely experience and the crew couldn't have been more wonderful! Definitely recommend this tour/boat/crew!
Chelsea S,17 thg 6, 2026
- Đánh giá từ Viator
We had an amazing experience with Eric, Claire and Alex on the Adirondack II last night! Beautiful weather, sky and amazing views! We can’t wait to book again when we come back! Also the SunBoy spiked water that Claire recommended 10/10!
Jere M,16 thg 6, 2026
- Đánh giá từ Viator
This was the best sunset cruise we’ve ever been on. Outstanding crew, boat and land team. Everyone got to see an incredible sunset 🌅
Vận hành bởi Classic Harbor Line - Boston