Boston Harbor Sunset Sail: Scenic Waterfront Views

Sail Boston Harbor at sunset, see iconic landmarks, and enjoy top-notch service aboard a classic schooner. Book your unforgettable sunset cruise now.

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • Classic Harbor Line Boston - Enjoy a 2-hour sail around Boston’s Seaport District and Harbor, taking in the sunset views of both modern buildings and historic structures that once made up Boston’s waterfront community.
  • Fan Pier - Cruise past Fan Pier to see the expansive Moakley Federal Courthouse, the World Trade Center, and Harpoon Brewery….
What's Included
  • 2-hour sailing experience in Boston Harbor
  • Crew available to answer questions on sights & landmarks
What's Not Included
  • Beverages are not included, but are available for purchase by credit card
  • Gratuities (recommended for the captain and crew)
Additional Information

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…

Location
Classic Harbor Line Boston
Rowes Wharf
The boat departs from Rowes Wharf, directly behind the Boston Harbor Hotel, located at 400 Atlantic Avenue, Boston. Check-in at Rowes Wharf is located in the Ferry Terminal, a climate-controlled public space, only steps away from our dock. If lost or running late, please call us.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.7
(67 Ratings)
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Elbruner
Jun 7, 2025
beautiful sunset sail! - I went on the Adirondack sunset sail with coworkers last week- we had a blast! Bob, Kyra, Therese and the rest of the crew were super friendly and professional . The sailboat was beautiful and we had a great time! I’m already thinking of bringing back friends when they are in town. Great summer activity !
Review provided by Tripadvisor
Paige_p
Jun 7, 2025
One of our favorites! - We did have exceptionally good weather...but truly awesome. Great size boat...great crew. Good length. They sell drinks and blankets on board. It is cooler on water. Do allow extra time as your GPS may not get to the right spot. We had to call ...were close and fortunately they picked up the phone. If you can get a night with good weather jump on it!!!
Review provided by Viator
Joan_m
Jun 6, 2025
Beautiful evening on the... - Beautiful evening on the water. Gorgeous sunset. Enjoyed seeing the skyline from the water and information about what we were seeing
Review provided by Viator
Roseyjacksonms
Jun 5, 2025
Night sailing - Beautiful night for a cruise. Captain was a lovely young woman who kept things running smoothly. Check in was quick. I wish the seats had a more ample cushion was the only complaint.
Review provided by Tripadvisor
Deannak929
May 30, 2025
Amazing! - Amazing experience! Staff was friendly and very patient with nervous guests. Highly recommend for anyone visiting Boston.
Review provided by Tripadvisor
Wei_y
May 8, 2025
A pleasant experience with fantastic view of the harbor - The staff were friendly and helpful to answer the questions about the surrounding areas. The view was fantastic. A very pleasant experience.
Review provided by Viator
Sonia_d
May 3, 2025
Must do - We absolutely love it, wonderful views of the sunset and the city at night. The staff was amazing and it was secure.
Review provided by Viator
Rosalind_g
Oct 9, 2024
Perfect Sunset - We had a picture perfect day in early October for our sunset cruise. We sailed past Fort Independence and small islands. We really enjoyed the peace on the water while sailing in the harbor. I would do this again in a heartbeat. There is no narration but the crew will answer questions about what you are seeing.
Review provided by Viator
Joseoh_w
Oct 6, 2024
Great trip - The captain and crew were "chill" which made the trip more relaxing and enjoyable - the sunset was awesome and the weather was great
Review provided by Viator
Cathy_s
Sep 30, 2024
Wonderful Boston sunset cruise - Everything! Thank you for such a fun time. Staff couldn’t have been nicer!!! It met all our expectations for having a fun sailing experience!
Review provided by Viator
From $82
up to 8 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).