We had a wonderful time on our sunset cruise. Captain Eric and his crew took great care and were very fun to be around. We would definitely recommend this cruise to anyone thinking about a harbor cruise in Boston.





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.
Prices change with the date; the lowest is shown.
Out at sunset: the 4:00 PM departure is under way when the sun sets, around 5:55 PM in the coming weeks.
In demand: 503 of the next 510 departures are already sold out.
From the operator’s live schedule on Viator, checked Oct 7.
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.
Sail by Fan Pier and see the spanning Moakley Federal Courthouse, the World Trade Center and Harpoon Brewery.
Sail amongst the Inner Harbor Islands of Boston Harbor including Spectacle Island and Long Island with the Long Island Head Light House.
Sail by Castle Island, featuring Fort Independence and the Donald McKay Monument
Reviews collected by Viator and Tripadvisor
Excurgo comparison of 479 Viator tours, recalculated daily.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Boston Harbor Sunset Sail Tour lasts about 2 hours. The itinerary has 4 stops.
Prices start at $82 per person for this Boston experience, booked through Viator with the price shown before checkout. There are 3 booking options, so the final price depends on the option you choose.
According to the operator’s current schedule, it runs every day, with 17 departures a day between 4:00 PM and 8:00 PM.
It can: 503 of the next 510 departures are already sold out, so booking ahead is a good idea.
Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.
The meeting point is The boat departs from Rowes Wharf, directly behind the Boston Harbor Hotel, located at (for GPS) 400 Atlantic Avenue, Boston. Check-in at Rowes Wharf is located in the Ferry Terminal. If lost, please call us at Classic Harbor Line Boston. Hotel pickup is not part of this experience.
The experience is available in EN.
It is a small-group experience with a maximum of 80 participants.
Children must be accompanied by an adult
Yes, bookings are confirmed instantly.
Travellers rate it 4.8 out of 5 across 195 reviews on Viator and Tripadvisor; it is run by Classic Harbor Line - Boston.
Reviews collected by Viator and Tripadvisor
We had a wonderful time on our sunset cruise. Captain Eric and his crew took great care and were very fun to be around. We would definitely recommend this cruise to anyone thinking about a harbor cruise in Boston.
This was a fantastic sunset cruise in the harbor. The crew was wonderful, the boat was very comfortable, and the city views were amazing. We had a beautiful sunset over the city. Absolutely stunning. I would definitely recommend this to others.
Loved this experience. Beautiful classic sloop sailed by expert captain & crew for a truly beautiful ride. Come dressed for all weathers though, it's changeable out there in the bay! Even on an overcast night the views of Boston skyline on the ride back made for some stunning photo souvenirs. Thank you to Anna, Charlie and crew from Amanda, Nick & Kelsey, UK.
Amanda, thank you for booking a sail with us and taking some time to provide your valuable feedback and recommendation. We are elated to hear that you, Nick, and Kelsey enjoyed such an authentic sailing experience aboard our vessel. We are glad the Boston skyline made for some memorable photos, even on an overcast evening! We hope to have the pleasure of hosting you again soon! - Classic Harbor Line Boston
Captain Eric, Charlie, and John made the experience very enjoyable for our corporate event. The views were stunning and the crew was personable, and accommodating!!
Barbara, thank you for booking a cruise with us and taking some time to provide your valuable feedback and recommendation. We are delighted to hear that Captain Eric, Charlie, and John helped make your corporate event so enjoyable. It is wonderful to know you were well taken care of and that the stunning views added to the experience. We hope to have the pleasure of hosting you again soon! - Classic Harbor Line
We took the harbor sunset sail on Adirondack III. A fantastic sail up and down the harbor with the Captain Eric pointing out the sights. Wonderful night; good wind and an overall wonderful time. Probably the best sunset cruise Weeber had.
Jim, thank you for booking a sail with us and taking some time to provide your valuable feedback and recommendation. We are elated to hear that your sunset sail aboard Adirondack III was such a memorable experience, with Captain Eric pointing out the sights along the harbor. We hope to have another chance to welcome you aboard! - Classic Harbor Line Boston
Nine of us had great time! It was a little exciting because of weather but still beautiful scenery with wonderful views from Harbor. All woman crew was very talented and friendly.
The Captain and crew were excellent. Very accommodating and knowledgeable of all questions that were asked.
Sailing for the first time. I'm glad it was this company! Professional, and friendly! Thank you for best time amd experience!
I booked this at the last minute and was so glad I did. The crew was great, kind and knowledgeable. The weather was perfect and the view from the boat was extraordinary at sunset. It was so nice to be with a small group of people rather than a large boat.
Very organized and well planned sailing activity. All the crew was very attentive and nice. All my friends loved it
| Tour | Duration | Rating | Price | |
|---|---|---|---|---|
Boston Harbor Sunset Sail Tour | 2 hours | 4.8 (195) | $82 | |
Boston Harbor Sunset Cruise | 2 hours | 4.6 (745) | $54 | View |
Sightseeing Day Sail around Boston Harbor | 1h 30min–2h | 4.8 (659) | $54 | View |
City Cruises Boston 90-Minute Harbor Sunset Sightseeing Cruise | 1h 30min | 4.4 (520) | $56 | View |
Sunset Sailing Cruise on a Tall Ship in Boston Harbor | 2 hours | 4.6 (500) | $71 | View |
City Cruises Boston Historic Sightseeing Harbor Cruise | 1 hour | 4.5 (1,536) | $46 | View |
Classic Tall Ship Cruise in Boston Harbor | 1h 30min–2h | 4.7 (815) | $40 | View |