Great atmosphere! Very good service!!! Jazz music 🎷 🎺 🎶 🎵 👌!!! We enjoyed every minute of the ride! And it's all because of the lady who sold us tickets and she was extremely nice and welcoming!!!! I wish I remember the name.... possibly Laura 🙏 thank you! Because of her we have a night to remember!!!

What an awesome experience. A must do. The crew , the staff all just awesome people. We had to cancel several times due to weather, these guys are just great in returning phone calls, change dates . Sails went up , which where beautiful , so it is not a "fake " sail experience. Boat crew also great guys. Plenty space on the boat, can't get a better view than this. Beats motor boat for sure .

We did the holiday Sunset cruise today it was a fun , safe and socially distant cruise. Great crew and awesome views I'd highly recommend them for your holiday or anytime cruise. It's very safe and they're constantly cleaning and masks are required and people are socially distanced so its a perfect outing to enjoy the day or evening and be safe during this pandemic .

Went on a 3 hour dinner cruise around the harbor for my sister's Bachelorette party. The boat was beautiful, the staff was friendly and the food was amazing. I would love to do this again!

Took my boyfriend on their northern lights sunset cruise. Boat was clean, tour guide knew his stuff and staff made us feel welcome. The price was great for what you got and we had the most amazing evening.

Wonderful Night Out!!! We would highly recommend Adirondack III Sunset Sail to all. Wonderful wonderful night out sailing so peaceful and relaxing and what an incredible crew so friendly and welcoming., went above and beyond to make everyone feel welcomed!! We had an amazing night with you all (July 9th 2022). Thank you

We did an afternoon cruise on the Adirondack. Awesome. Great service by the 3 crewmen. We enjoyed the drinks, smooth sailing and great service. Maybe wish there was a little more discussion on Boston but the guys had a lot of information if you asked questions. Totally recommend and we were a family of 4 with 10 and 12 years old

Extremely fun! Took visiting friends on a cocktail cruise. We all had a great time.

We loved our evening sunset cruise! Having researched some other options, I wanted to steer clear of anything too touristy. While it was sold out, the boat was still lovely and quiet. The crew was professional and attentive. We had great weather, so that was certainly a bonus.

I had an amazing experience! The crew was Amazing, funny, & experienced. I recommend this 10/10 for anyone visiting Boston.

This has been a dream of mine to get on a sailboat and this fulfilled my dreams! The staff and captain was awesome! If you are in Boston you have got to do this. Wow!! Spectacular!

My group of 40 had an incredible time on the Northern Lights afternoon cruise for a team event! The boat is gorgeous, with tons of seating and spacious decks. The staff is professional, kind and extremely responsive. We did a luncheon spread and the food was fresh and delicious with good portion sizes- with a great variety of drinks at the bar. The booking process was very simple, and Nick answered all of my questions very quickly. Overall a wonderful experience, I highly recommend booking them for your next corporate event- you won’t regret it!

The tour guide was informative, but didn't keep my attention throughout boat tour. Great photo opportunities from the boat though!

Had time to fit in a sailing experience on our visit to Boston. We Really enjoyed it. Drinks we’re served (For a Cost), but so worth it! Definitely a fun time w/my family to just sit back and take the beautiful views in. I was happy to be allowed to Sail (steer) the Sailboat. Definitely a bucket list item off my list. The Crew was Amazing!! This is a must to do on your trip.

In June 2023, on a beautiful Saturday evening, we went on a Sunset Cruise that turned out to be a truly delightful experience. As the sun dipped below the city's skyline, we were treated to a stunning view. What made it even more special was the sight of airplanes taking off right above us, adding an extra touch of wonder to the serene atmosphere. It was a peaceful and enjoyable outing that left us with lasting memories.

Nice sunset cruise. Favorite part was the U.S.S. Constitution signaling sunset with their cannon. Really nice way to see the Boston coastline and informative of things we were seeing.

We had a great time on the brunch cruise! Staff was awesome, food was delicious. Thank you.

We took a 2 hour brunch cruise on the Northern Lights and it was perfect. First the amount of guests on the boat was perfect. Usually they are very busy and crowded but they kept it to a nice amount and it did not feel crowded at all. Second the food was amazing, every thing on the buffet was great. The cinnamon rolls were the size of my hand. The captain and crew were very friendly and explained everything we passed that had significance. If your here for a trip I would highly recommend it as a way to see the city from a different view.

Great sunset, dinner cruise. Staff was very friendly, food was awesome. Great night on the water to watch the sunset. Highly recommend.

Loved this experience! We went in December so it was cold out but the inside stayed cozy and warm. You still have the option of going outside when its cold, which we took advantage of. The staff was super friendly. The bar options were great and the charcuterie we got was delicious. 100% would do this again, I'm sure its amazing in the summer with the sun and warm weather. They even stopped at the USS Constitution for their cannon launching, which was awesome!

We sailed with Classic Harbor line onboard the Adirondack III for a sunset/fireworks cruise fourth of July weekend. It was amazing. The crew was attentive and friendly knowledgeable about all things sailing as well as the local sites. The two mates were also amazing tenders making sure that everyone had what they needed while really looking out for safety. Would happily set sail with Classic Harbor Line again.

Highly highly recommend, also a great gift idea. We did the Adirondack II Sunset Sail, the crew was amazing, weather was perfect. A great evening on the water. We will definitely be back!

We had a lovely time on this sail around the harbor with our two teenage girls. A few young children, several couples and us - about 20-22 people in total were on the boat. Plenty of space for everyone. The crew were super friendly and engaging but not annoying and in your face. Just a really lovely way to end our week in Boston. We are so happy this is the cruise we chose out of the many options available.

Nothing negative can be said. From the time of booking to the final mooring at the dock it was a responsive, professional and well run operation. I am a sailor myself, as well as a racer with a long background in regatta sailing. The boat is in impeccable condition and the crew are very good sailors. It is a real sailing experience not a touristy putt around the harbor experience. A great place for a romantic date, business outing, or just to get a view of the city. If you want a professionally run operation on a beautiful sailboat with real sailors then this is your trip.

This review is for the Adirondack III Sunset Cruise. If you are considering a sunset sail, this is the one you want! We are recreational sailors and picked this one because the crew are expert sailors and the boat is FAST. Quite exhilarating moving at 9 knots! It certainly helped that the weather was near perfect, warmish with steady breeze. Highly recommend!

This is where our Bachelorette party ended up. Fantastic experience. The staff was hilarious, however based on the rest of the boats attendees, I don't think Bachelorette parties are typically on these kinds of trips. 😅 Personally I felt we were a little out of place but it was so fun regardless and I made some great friends withing the wedding party.