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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.
145 đánh giá
Tổng số đánh giá và xếp hạng từ Viator & TripAdvisor
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 🌅
Jeff h,12 thg 6, 2026
- Đánh giá từ Viator
Great time. Had a nice wind and legitimate sail. Crew was awesome. Fun to watch them work the lines etc.
jeremiahb808,7 thg 6, 2026
- Đánh giá từ Tripadvisor
If you're looking for a quiet harbor cruise without too much distraction the Boston Harbor Sunset Sail tour is the one you want to pick. We were able to pick up tickets and easily find the place to wait at the main dock in Boston Harbor effortlessly. The boat was not overbooked and the circuit around the harbor was the right pace and timing to get both sunset and nighttime pictures of Boston. I wish I would have made time to take this tour long ago as it was a memorable experience.


Ken J,6 thg 6, 2026
- Đánh giá từ Viator
Excellent cruise. Great sail boat. Awesome crew. Nice twilight cruise. Crew interacted with passengers very well
Randa K,1 thg 6, 2026
- Đánh giá từ Viator
Captain should have cancelled with full refund beforehand knowing the weather forecast. The weather was very rainy & cold before and during entire cruise. No sunset to see...shivered & frozen wet entire time.
Maria T,30 thg 5, 2026
- Đánh giá từ Viator
Great sunset cruise. Friendly crew. Crew explained history of Boston Harbor. Plenty of room to sit on boat. Cash bar.
gail V,24 thg 5, 2026
- Đánh giá từ Viator
Just book it ! The captain Eric and crew were wonderful. The energy on the boat was fantastic. The temp was unseasonably low . They offered blanket's with their logo for $7 each . Great price and such a classy thing to do . The view as the sunset, going from light to dark stunning . The city lights were gorgeous
Vyshnavi S,20 thg 5, 2026
- Đánh giá từ Viator
We loved it! The crew was absolutely fun to be around ♥️ Would definitely recommend family and friends
Lisa S,14 thg 5, 2026
- Đánh giá từ Viator
A wonderful way to experience Boston Harbor! A wonderful experienced crew allows you an up close and personal sailing experience. The crew is happy to share stories of how Boston Harbor has changed and not changed over the years. Highly recommend!
Kelsey D,14 thg 5, 2026
- Đánh giá từ Viator
This was such a fun experience! I’ve never been sailing before and you really get the sailing experience! Alex was awesome and made sure to get our picture even while working the sails. Claire Hannah were great and really personable! Dante gave us a great ride! It got our adrenaline going while we also felt safe. Also they had drinks!! Great ride thank you!
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