My family were on the Cocoa and Carols Holiday Cruise in Boston. Great atmosphere including music being played by live band. Cocoa station was a nice set up. Views of City were nice as well read more

pretty chill~ could always see airplanes flying above us. Nice crew people who introduced the places we passed by.

We had a brunch boat trip this past Saturday on The Northern Lights and it was perfection. The food was varied and delicious. The boat gleams and the staff were so wonderful! It was a fantastic experience! We can't wait to go again next month for our 50th Wedding Anniversary celebration! read more

Classic Harbor Line Boston - Lovely centerpieces you can use for your event. - Tours Near Me - Boston, Massachusetts

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We had a fantastic time!! The tour was organized and on time, the crew was Fantastic. We opted for the oyster tour, which was a lot of fun. When booking, there was a 21+ note (we have a 12yo who loves oysters and can absolutely behave with adults). I called and it was confirmed for all-ages (just no alcohol for those under 21) and was able to take my booking over the phone. The weather wasn't great - some rain, but the captain and crew were prepared with ponchos for those who wanted them - and even better kept the drinks flowing and the laughter and fun never stopped. Would absolutely do another event with the Classic Harbor Line. read more

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The wonderful sail was beautiful with the perfect sunset and amazing scenery. The crew were very nice and had patience with everyone answering all questions with a kind tone. The captain Dereck was willing to answer and share his experiences with the passengers. The crew told their stories of the tales on the ship and handed drinks out for everyone to enjoy. Alex was a very patient man who helped me answer questions, heather was kind sweet and very helpful with sails along the boat, and Claire told stories about the fort and the islanders sharing knowledge of what was filmed and experienced in the harbor. read more

Amazing crew. Beautiful sail. Captain let out 7 year old "take the helm" and the drinks were cheaper then on land! Well worth it

I had such a great experience on the Adirondack day sail. I don't know much about sailing so I didn't know if the weather conditions were going to be suitable for actually using the sail but apparently they were! Besides pulling in and out of the dock, our sail was up the whole time! I was also impressed that the crew gets up and walks around to take drink orders and bring them to you, I wasn't expecting that kind of service. I got rosé and it was good! Overall so fun, now I want to go back and try the sunset experience! read more

Classic Harbor Line Boston - Tours Near Me - Boston, Massachusetts

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Went here with friends on a cruise Sunday evening, where the weather forecast was windy and cool weather. Despite this, we still enjoyed the tour and really appreciated the fact that we were able to sit inside and still get a view and a seat. There were other lines we looked at that seem to be busier so we really enjoyed how uncrowded this tour was the boat takes you on a tour of the surrounding harbor and explains all of the sites and history. You even get to see a cannon launched. They have drinks and snacks for sale with a couple of differing options on the top of the boat. We were disappointed that they did not have more warm drinks such as hot chocolate. They hey also do not advertise that they have some different options above. Another thing I wish, was that the windows were larger from the inside of the boat, as it was extremely windy when going outside and frigid. read more

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We took a sunset sailing cruise with Classic Harbor Line Boston on August 26, and are so glad we selected them! Amazing experience! The crew was super friendly and attentive, and you aren't on a large ship crammed full of people. Another bonus: The Classic Harbor Line sunset sailing cruise lasts 1/2 hour longer than the one provided by the other "popular" cruise line in the area. We watched the other sunset cruises heading into port while we continued to relax and enjoy the pleasant evening and beautiful city lights from the harbor. I'd venture to say this cruise was the highlight of our Boston trip. Highly recommend!!!!!! read more

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Such a fun time everyone should do it once at sunset very informative and educational

Had a great time! Theresa was very knowledgeable in general, and it's cool to learn about her past in sailing. Great crew on board!

We loved our afternoon sail aboard the Adirondack III. The crew was very accommodating and fun. It's a laid-back sail that's safe for everyone. We had a low-wind day with a full boat, which was very calm. It's magic to be on the water with just the sound of the lapping water and sails. This experience is accessible for all ability levels and is very family-friendly. It's an enjoyable ride for all members of your crew. read more

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This was awesome!!! The service was so nice and fast, the band was AMAZING, and the skyline-oh, the skyline!-it could not be beat (See picture below). This is a must-see if you ever come to Boston! Thank you, Classic Harbor Line!!!!!!!!! read more

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We came on the Northern Lights ship because our other booking on the "floating ballroom" was canceled, and we are SO GLAD we went on this cruise. We found out later it is a family run business...and they get their beautiful boats which are made on the Hudson River in New York. Beautiful ship with gorgeous natural wood inside. The main indoor room has a nice bar, and a really nice setup of the tables, for groups big or small. The buffet brunch was REALLY good, with delicious home fries, quiche, delish croissants and danish (not boxed), salad, French toast, yoghurt parfaits, and so much more!! They have a coffee bar with very good coffee, and tons of cocktails and mocktails to choose from...along with lots of beer. The staff was really nice and helpful. I would totally do this again when we have visitors come into town. Well done and we'll certainly be back! read more

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Wonderful outing for our staff. The crew is knowledgeable, friendly and hard working. No better place to be on a sunny afternoon then out in Boston Harbor! read more

My husband and I thoroughly enjoyed the Sunset cruise on Boston Harbour. Our arrival at the USS Constitution to watch the flag lowering and the gun firing (to signify sunset) was timed to perfection. The onboard commentary was fantastic and the crew were enthusiastic and helpful. Thank you for a wonderful experience. read more

We did the 1:30pm sailing on the Adirondack II and it was wonderful. Terez was our captain and she was knowledgeable about the area and very friendly. The crew was amazing as well. I would definitely recommend. read more

My team members and I entertained our clients Michelle and Rodney with the sunset sail/cruise. it was a really great experience. Anna and her mates, Vitya and Bob were really charming and accommodating; the libations helped contribute to the fun. This was the second time I've entertained a client with this cruise. Highly recommended and a highlight of our trip to Boston. read more

My husband and I took Boston Harbor Sailing trip on the Adirondack Schooner from the Classic Harbor Line. The crew was knowledgeable, pleasant and fun. It was a perfect day...there was not a cloud in the sky! We met very nice people from as far away as Liverpool England and a close as Boston. It was smooth sailing the whole time. I highly recommend this activity! read more

This was an awesome, relaxing and quiet trip. The crew was super friendly and helpful. We enjoyed every minute.

We recently spent a delightful afternoon cruising with our closest family and friends to surprise my husband for his birthday. It was smooth sailing from start to finish. read more

This was a beautiful boat ride in the Boston Harbor. It is not a tour of the Harbor. The crew did not provide any historical information on the harbor. Instead, it seemed they were only interested in selling beer and alcohol. It's just a ride on a boat, no frills, no excitement-NOT WORTH THE MONEY. NO TOUR GUIDE! read more

Paid for an hour and a half cruise but was only about 50 mins. Then shewed off the boat after we purchased our 2nd drink and had no idea we were pulling into dock the boat. Just thought it should gave been a little more to what we thought we were purchasing and alot less of 15 mins to board the ship and another 20 to disembark. read more

Great brunch cruise! Great boat, food & gorgeous views. Very relaxing & nice clientele & staff. Would do it again!!!

We had a lovely sunset cruise of Boston's inner harbor on the Adirondack 3 with Captain Eric and crew. The weather was great, the scenery interesting and the sail perfect. This is not a narrated cruise but, Eric is affable and will answer any questions. Would highly recommend! read more

Took the northern lights sunset cruise. The charcuterie board was average. Nothing special but no real complaints. Drinks were decent. The boat itself was beautiful. Very nice interior though we spent the whole trip on the top deck. Seating on the top deck could be improved. There are a few comfy couches and chairs towards the center but majority of the seating is wooden benches with no cushions around the perimeter of the deck. The harbor was underwhelming. Narration was too quiet and only a few announcements were made. I would have liked to learn more about what we were seeing. The route also crosses back over the same few sights multiple times so it gets kind of boring after a while. We did get to watch as an old ship shoot off a canon and that was pretty cool! Overall I wouldn't take this cruise again but I'm not mad about it. read more

WOW!! I mean it...I'm such a water girl and it was the perfect weather and time to enjoy the sunset. The workers were very steady, accommodating, and perfect company for the sail. I was worried about my motion sickness, but never had to use my dramamine. It's for all types; newly married, family vacay, or people like me who went with my best friend! The price is worth it! read more

We took the Schooner Adirondack Oyster Sail June 13 and it was amazing. Captain Eric was excellent and we had lots of wind. The crew was very quietly attentive and deckhands very capable. The oysters (and giant shrimp cocktail - really a raw bar) was delicious! This would be a great gift to anyone - did I mention what a beautiful sailboat it was! Pure delight. read more

Great evening on the harbor. Docked close to the hotel and parking right in downtown. Plenty of space and an easy ride. Spectacular views at sunset and at night. It was lovely to see Boston from the perspective of the harbor. read more

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Had the best time on Northern Lights! Crew was super welcoming and pointed out some of the sights along the route thank you Sammy and Tiffany. My new favorite drink is the strawberry sunset spritz! Need the recipe! Hoping to return this summer. read more

Best part of our annual Christmas Trip to Boston! Did the carols and cocoa cruise. We had no idea there was going to be a live jazz band on board! They really should name this Christmas Jazz Cruise. The drinks were insanely good-loved the Merry Mai Tai! 1.5 hours on the harbor with live music and drinks. We did get a half cup of cocoa-but this was much more adult friendly and orientated. We were allowed to go outside and the only thing more we could've asked for was better weather. Will be on my list next year!! read more

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we had a blast riding in the harbor. the USS Constitution was amazing. Perfect day to be on the water read more

Classic Harbor Line Boston - Tours Near Me - Boston, Massachusetts

Fantastic crew - very personable and attentive. The weather wasn't great but the guys still kept everything upbeat and enjoyable.

Great crew, great sail..when you think you have seen Boston, you haven't until you sail into a Boston sunset! read more

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I recently went on a Sunset Cruise with CHL Boston and had the best time! I have grown up in Boston and not often do I find things or places I haven't heard of before, but this cruise was so much fun. I got to see familiar spots in a new and cool way, while enjoying great indoor and outdoor seating options. And the crew was absolutely amazing, and to mention names, captain Dante did a great job at explaining what sights and landmarks we were seeing as we rode around the water! 10/10 would recommend doing one of these if you live in the city or are just visiting. read more

An enjoyable and very chill experience. The captain and crew provided pleasant conversation and were very informative when engaged. There's no big touristy hype if that's what you're expecting. read more

It was our first time on a sailboat. Unfortunately, there wasn't much wind. It was neat though seeing how enorenormousthe masts are and the work that goes in to putting them up and down and the inner workings of the boat. I was amazed it had two bathrooms and originally had bunk beds for 13 people! I think the captain should wear a small mic and they should have wireless speakers on the boat so the captain can talk about surroundings and the boat to everyone all at once. Glad they offered drinks and snacks to purchase. Maybe offer discount pricing on certain days so it's affordable to more people. read more

Nice sunset cruise! Light narration was perfect. Fun music playing throughout the cruise. Northern Lights Steamboat was beautiful! Definitely recommend. read more

Classic Harbor Line Boston - Northern Lights Steamboat - Tours Near Me - Boston, Massachusetts

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My wife and I took a sunset cruise of Boston harbor. It was overall, a pleasant experience. If you want to obtain a couch you will need to line up at least 15 minutes before they start boarding. The other seats are less comfortable. You can go upstairs and view the harbour from the outside and take great photos. The ship itself has a bit of a perfunctory look. It is not luxurious in and way and has scratches and a few random hanging wires. On the plus side I must give the company credit for having high enough ceilings as I'm very tall. There is not much in the way of a tour. They do occasionally narrate a few key points such as the USS Constitution and the firing of a cannon on another ship. However this is such a missed opportunity as there is so much history that they could discuss. And a lot of the cruise is repetitive, going up and down the same channel more than once. I wish they ventured past Castle Island, Winthrop, Moon Island, and Long Island, and gave a full narrated tour. You can purchase alcohol, cheese plates, potato chips, and grilled cheese sandwiches. They ran out of cheese plates when we were there so bring your own food if you are hungry, something they allow you to do. I wish though they served more food. If you are looking for an intimate cruise where you can whisper sweet romantic nothings in your partner's ears then the lack of a narrated tour is feature not a bug. I saw a lot of cute couples aboard. Guys: this is a excellent place to impress a girl! I got the strong sense that it's much more "fun" when you've had a few drinks, and looking around almost everyone was drinking. Of course this is Boston where we drink more per capita than almost anywhere else in the US. I personally only drink occasionally so I probably had a different experience. It will not be very educational for a child, although much better than not going at all! If you know the history perhaps you can explain it them as you pass different locations. Sometimes if you Google around, you can find discount tickets! I did! There are beautiful (although expensive) restaurants nearby so you can have a cruise followed by a luxurious dinner or vice versa. Together it would make a fabulous date. There is a parking garage nearby that has a special weekend rate of "only" $18. It is also close to South Station. There is a lot of nightlife nearby. read more

Classic Harbor Line Boston - Inside the boat on a cruise - Tours Near Me - Boston, Massachusetts

Crew was very nice and captain was a very smooth sailor! Boat was in great shape and it was fun watching the crew list the huge sail. I would definitely recommend this cruise around Boston Harbor read more