Overview
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.
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
What To Expect
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.
Options
Peak Sunset Sail
Aboard Adirondack II or III Peak Rates Apply
Peak Season Saturdays
Standard Sunset Sail
Aboard Adirondack II or III
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)
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Reviews
156 reviews
Total reviews and rating from Viator & Tripadvisor
Great sunset sail, 20 or so folks, no loud music, relaxing
fitbaboss,Jun 29, 2026
- Review from Viator
5.00This 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.
Beautiful Sunset Cruise
Erick C,Jun 29, 2026
- Review from Tripadvisor
5.00We 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.
Wonderful Sunset Cruise
ERICK C,Jun 29, 2026
- Review from Viator
5.00We 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!
Loved it!!
Michelle M,Jun 27, 2026
- Review from Viator
5.00Absolutely amazing. Michael and his crew were fantastic. The cruise was beautiful and we completely enjoyed it. Highly recommend!!
Very Dissapointex
Denise F,Jun 26, 2026
- Review from Viator
2.00We 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.
Must Do
Summer D,Jun 24, 2026
- Review from Viator
5.00Beautiful boat, great and knowledgeable crew! Amazing sunset and views of the city. They gave us panchos when it started raining!
Lovely ship. Would love...
Jennifer A,Jun 22, 2026
- Review from Viator
4.00Lovely ship. Would love to hear more about the harbor and see more areas. Sailing was wonderful. More of a tour would be great.
Absolutely recommend
Amy M,Jun 22, 2026
- Review from Viator
5.00It was a lovely experience and the crew couldn't have been more wonderful! Definitely recommend this tour/boat/crew!
A Sunset Dream!
Chelsea S,Jun 17, 2026
- Review from Viator
5.00We 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!
Best ever
Jere M,Jun 16, 2026
- Review from Viator
5.00This was the best sunset cruise we’ve ever been on. Outstanding crew, boat and land team. Everyone got to see an incredible sunset 🌅
Related Experiences
Operated by Classic Harbor Line - Boston