Classic Harbor Line Boston

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.

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.

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

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 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.

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!!!

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!

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!

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 .

Would recommend, excellent management, attentive crew. Engage with them, and they are willing to share information about the harbor and landmarks. Even if you don't pre-purchase drinks, they had a wide selection of adult and N/A beverages.

A great cruise. The captain and barstaff were all friendly. A nice way to spend two hours to unwind after a busy day in Boston.

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

Planning a wedding... in general.. is not easy. Never mind planning a wedding in Boston. We were a little in over our heads, but just worked at it to make it the best day ever. Of course, the day wouldn't have gone as smooth if it weren't for the help of all our family, friends...and VENDORS!

Our ceremony was aboard the Northern Lights Yacht, out on Boston Harbor, and it was everything we could ever want. Susan was so great to work with from start to finish. She was even there the day of the wedding to be sure stuff went smoothly. She answered any and all questions we had and was so accommodating to us. The bar was open for the guests prior to the ceremony (who doesn't want to sip on a mimosa while the couple exchanges vows?!) and I was comfortably situated in the private "bridal" suite awaiting to walk down the aisle. The rest of the staff was great and we just LOVED the Captain. They took us out to a great spot in the Harbor, and turned the boat around so the city was our backdrop for the ceremony. Our guests loved it...we loved it...and it was certainly a unique spot for a wedding!!

I was visiting from Texas and had a great time on this cruise. The captain and crew did an excellent job. I enjoyed the captain's narration of points of interest and the crew was very helpful and friendly. The ship itself was clean and comfortable and had lots of room to wander around. This was a great way to spend the evening.

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

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.

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!

Amazing time on the Adirondack III sailboat!
Captain Shawn and crew were incredible. the captain let our kids drive the boat!!
One of the crew members gave us a complementary drink and they took photos of us even though there were 37 other passengers on it! I wish I could give the boat infinite stars! Nothing to work on.

Thoroughly enjoyed our recent evening cruise on this beautiful 80' Pilot schooner. Capt Terrice had a gleam in her eyes as she put Adirondack III thru her paces. She gave us a taste of what it is like to be on a sailboat not a tour bus. Crew members were fun and attended to our every need and made the round such that you had cold drink in your hands when you wanted it. The Captain was very informative about the area and made sure we all has a wonderful trip

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 .