J
Nice sail!
Great way to see the Harbor sites and enjoy a sail boat ride. I wish the guides would have pointed out some landmarks with a brief description, but it didn’t take anything away from from the trip.
Sightseeing Day Sail around Boston Harbor
+8 photos
Description
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.
Tour Options
Itinerary
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.
Highlights
This is not a narrated tour, but the crew is available to answer questions on the sights & landmarks
Duration: Choose between a 1.5 or 2 hour sailing experience
What's included
Included
This is not a narrated tour, but the crew is available to answer questions on the sights & landmarks
Duration: Choose between a 1.5 or 2 hour sailing experience
Not included
Beverages are not included, but are available for purchase by credit card only.
Gratuities (recommended for the captain and crew)
Food (guests are welcome to bring their own snack aboard)
Traveller Ratings
4.8
637 reviews
Important Information
- 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 experience will be aboard Schooner Adirondack III or Schooner Adirondack IV
- Large group bookings are not permitted. Multiple bookings are subject to added fees or cancellation by operator
Reviews(637)
A
Loved the day sail with family!
We had an amazing time. It was a windy day, making it a fun day for sailing with amazing views of Boston. If you love to sail and want a unique view of the city this is the perfect trip!
9
Day sail in Boston Harbor
My family had a great experience on this day sail. Our captain Mike and his crew Kira and Charlie were fantastic! Would highly recommend.
I
Schooner or Later
The schooner was a cool boat! I wasn’t sure how it t would turn out because it felt like we were only going in tight circles in the middle of the bay. What was neat is that as time went on, the circle kept getting bigger that we were getting closer and closer to the harbors edge. It was a great day — sunny, there wasn’t a strong breeze; drinks were offered and the ladies that worked on the boat were very friendly. My only problem and this was described in the tour description, there was no commentary about what you were looking at or anything about the harbor itself. The boat was long enough and there were a lot of people, that if you had questions, no one could hear the Q&A. I think others would have been interested to hear what was being asked and answered. Investing in a sound system would be a great idea.
V
Awesome Boston Harbor Cruise
Beautiful views with a fun, professional crew. Great time!
M
Wonderful sailing trip for your family
We booked this sailing tour on our long weekend trip to Boston with my wife and daughter, and we were very pleased with the experience. My wife can be a bit nervous on boats, but the crew was extremely experienced and made everybody feel like they were in great hands. The crew was wonderful, as they sail the boat and also get you drinks during the cruise, you just have to sit back and relax. They answered the questions we had about the city and the landmarks that we passed along the way. We did the 1.5 hr tour and it was perfect for us, if you're just looking to view the city at a different angle, or change it up from a lot of the other walking tours. We'd highly recommend this for you and your family to try the next time you're in Boston!
R
Great experience
Very easy and great experience. Board right behind Boston Harbor Hotel. Very nice 90 min sail and Kira and Andrew were excellent and very knowledgeable.
A
Great crew and experience!
The crew was amazing. Friendly and informed and accommodating. Snacks might have been nice to have along with the drink options.
M
Great experience on the schooner !
I had a great time on the Adirondack with Claire and Charley and the captain Eric - weather was perfect for a sail and the crew was friendly and offered fun facts about the boat and the harbor etc. I would highly recommended!
Operator response
Maggie, 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 had such a wonderful time aboard the Adirondack with Claire, Charley, and Captain Eric. It's great to know the crew was friendly and shared fun facts throughout your experience. We hope to have the pleasure of hosting you again soon! - Classic Harbor Line
L
Amazing time on the water
This was a great way to see the harbor and enjoy the beautiful New England weather. The all female crew were extremely knowledgeable and personable and really added to the overall experience. We only wish we booked the longer experience!!!!
Operator response
Michael, thank you for booking a cruise with us and taking some time to provide your valuable feedback and recommendation. We are delighted to hear you enjoyed your time on the water and the beautiful New England scenery. It is wonderful to know our crew's knowledge and warm personalities enhanced your experience. We hope to have the pleasure of hosting you again soon! - Classic Harbor Line
