Check your boarding passes. Was given the wrong passes and missed the boat. Nobody at the dock was helpful but the office handled the refund.





Choose between either a 1.5 or 2-hour sail around Boston Harbor aboard one of our beautiful schooner Adirondack sailboats! These classic boats are reminiscent of the sailboats from the 1890s. Sail past the seaport district, Castle Island, Fort Independence, Spectacle Island, and Long Island with Long Island Head Light. Great for families and friends who want to sail and see the sights of Boston from the water! Within minutes of leaving the dock, guests will forget the distractions of life on land and experience the joy of a leisurely sail. Sit back and relax as the crew raises sail and provides beverage service. Drinks are available for purchase by credit card only. Guests are welcome to bring a picnic onboard. The knowledgeable captain and crew are always ready to answer questions about the sights and history of Boston Harbor and its surrounding areas. From interesting facts to old-time legends, the maritime world of Boston has many great stories to offer.
Prices change with the date; the lowest is shown.
Out at sunset: the 4:30 PM departure is under way when the sun sets, around 5:55 PM in the coming weeks.
In demand: 1097 of the next 1110 departures are already sold out.
From the operator’s live schedule on Viator, checked Oct 7.
Sail around Boston's Seaport District and take in 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 Castle Island featuring Fort Independence and the Donald McKay Monument, Spectacle Island, and Long Island with the Long Island Head Light House.
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.
Sightseeing Day Sail around Boston Harbor lasts about 1h 30min–2h. The itinerary has 3 stops.
Prices start at $54 per person for this Boston experience, booked through Viator with the price shown before checkout. There are 5 booking options, so the final price depends on the option you choose.
According to the operator’s current schedule, it runs every day, with 37 departures a day between 9:00 AM and 6:00 PM.
Children aged 3–14 pay from $46, adults from $54. Infants go free.
It can: 1097 of the next 1110 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 52 participants.
Children must be accompanied by an adult
Yes, bookings are confirmed instantly.
Reviews collected by Viator and Tripadvisor
Check your boarding passes. Was given the wrong passes and missed the boat. Nobody at the dock was helpful but the office handled the refund.
The Schooner sail with Captain Mike and crew was absolutely awesome!! I loved Kira’s contagious energy, so full of life!
We really enjoyed our sail around the harbor. It is rare for some of us to see Boston from the water so it was a different experience. Captain Michael and crew Alex and Kira were just wonderful: helpful, friendly, and enjoyable to talk to. It was very relaxing, we learned a few things, and we had a great time.
Great tour…we enjoyed a very relaxing sail around the harbor with a wonderful crew. Highly recommend this sail!
Loved the experience but would not ever book with viatar again unless we are refunded 108.88 because we were charged twice.
Working twin masted schooner with captain and crew. Witness first hand crew raising sails on the foremast, mainmast, foresail, and jib. Continues sail trimming, tacking as we changed directions, and ultimately lowering the sails as we headed back to dock. Crew friendly and knowledgeable answering all questions… very scenic trip around the harbor - bring your camera!
Our afternoon sail was cancelled due to the weather but these hosts made everything right! They called to let me know my options and I was able to get a sunset cruise the next day. Ship was in great condition and the hosts on the ship were knowledgeable and fun to speak with. Kept the atmosphere right with drinks and blankets on board.
Beautiful sailboat to view the Boston Harbour. . Crew was attentive and friendly Beautiful scenery and knowledgeable staff
Friendly crew. Very relaxing.
Jim, thank you for booking a cruise with us and taking some time to provide your valuable feedback. We are delighted to hear you enjoyed the scenic views and found the experience relaxing. It's wonderful to know our friendly crew made a positive impression, as well. We hope to have the pleasure of hosting you again soon! - Classic Harbor Line Boston
It was way more than I expected. The ship was beautiful as was the weather. The crew members were fun, knowledgeable, and very helpful. Seeing Boston from the harbor was a whole new experience. The airplanes went right over us. I have already told a lot of my friends and family.
| Tour | Duration | Rating | Price | |
|---|---|---|---|---|
Sightseeing Day Sail around Boston Harbor | 1h 30min–2h | 4.8 (659) | $54 | |
City Cruises Boston Historic Sightseeing Harbor Cruise | 1 hour | 4.5 (1,536) | $46 | View |
City Cruises Boston 90-Minute Harbor Sunset Sightseeing Cruise | 1h 30min | 4.4 (521) | $56 | View |
Boston Harbor Sightseeing Cruise | 1h 30min | 4.5 (270) | $46 | View |
Boston Harbor Sunset Sail Tour | 2 hours | 4.8 (196) | $82 | View |
Boston Duck Boat Sightseeing City Tour with Cruise | 1h 20min | 4.6 (10,087) | $62 | View |
Classic Tall Ship Cruise in Boston Harbor | 1h 30min–2h | 4.7 (816) | $40 | View |