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    The Boston Night Tour

    4.2 (45 reviews)
    Closed • 7:00 pm - 9:15 PM

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    13 years ago

    Jim, our tour guide, was friendly and a very good story teller. He kept us entertained throughout the whole tour. I'd recommend this tour.

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    10 years ago

    We had fun! No frills or theatrics on this tour, just the real, unexplainable stuff. A great way to spend an evening in boston.

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    Page 1 of 2

    Ask the Community - The Boston Night Tour

    Review Highlights - The Boston Night Tour

    “Our tour guide was Jeremiah Poope, you could clearly tell that he knew a lot about this city and loved what he did.”

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    Mobsters And Lobsters - At the final designation, eating "LABSTAHS"

    Mobsters And Lobsters

    4.9(36 reviews)
    0.2 mi•Downtown

    The party bus!!! So fun. One of the best birthday experiences I have had. You can book the bus for…read morea minimum of four hours and as many stops as you would like. our bus driver was great and incredibly helpful. He knew of extra bars to stop by that do not include covers and free shots for the birthday person. He also stopped for hotdogs at one point. it is byob and your own playlist. There is truly no experience quite like it where you can jam to music and drink, while driving around Boston. Would recommend for any occasion.

    Holy shit, what a gas... As part of our social engagement…read morefor work. We were designated to go on a bus tour of the Boston scene. Not necessarily the usual Boston, the underground Boston. Mobsters and Lobsters is a mafia story laden trip that ends up at the south shore popular lobster eatery. Although Mother Nature and the traffic in downtown Boston decided yo play games with us the owner who's name actually is Tom Collins, started off with a quick quip yo get the folks settled and the first round of beverages were begun. Tom brings us around to the spectacular locations and spots where specific mobsters from the years past were doing their cunning and not so cunning work. Tom's knowledge for this thoroughly interesting topic is unmatched. His serious knowledge of the history of other significant historical places and events speckled with his dry "Bastan" humor. Made this trip extremely worthwhile. The duration was four hours long which also included a Lobster dinner at a local eatery on the south Boston harbor. I haven't laughed this hard in a long while. If you are in beantown for a spell. I highly recommend you and you motley crew join Tom for an interesting alcohol added trip back in time. I am positive your jaws and cheeks will be sore from laughing so hard. Be aware this is an "R" rated trip! But very worth it. Thanks Tom for making this a great memorable evening.

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    Mobsters And Lobsters
    Mobsters And Lobsters - Party bus

    Party bus

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    Boston's Politically Incorrect North End Food Tour - The best Sfogliatella I ever had!!

    Boston's Politically Incorrect North End Food Tour

    4.7(192 reviews)
    0.5 mi•North End

    I have a bone to pick with Politically Incorrect North End Food Tour.... It was so so good that it…read morehas ruined every other food tour for me.... Anthony has set the bar way too high. Now this tour may not be for everyone, as the title of the tour alludes to.. but if you don't mind the random swear word and aren't easily offended, you'll be like me... cracking up for 3 hours straight. And there was one thing I noticed about Anthony that he doesn't advertise, and may try to track me down for saying on here.... But beneath the gruff exterior was the sweetest guy that seemed genuinely interested in sharing his culture, stories, and amazing food with everyone! We started off at a pizza joint where we got a slice of pizza and an arancini ball. I expected the pizza to be good... and it was fantastic. But I am not a huge fan of arancini and this one had peas in it... also something I am not a huge fan.... But hey, I was on a food tour so I was going to try everything! Thank goodness I did, because this arancini was the stuff of dreams. How in the world could something be THAT much better than what high end Italian restaurants advertise? The last time I had an arancini ball was at a restaurant in Hawaii that won "best Italian food in Hawaii".... And it was only so-so. This arancini ball would make me fly 5,000 just to eat it again! Next up was a deli sub, a coffee shop, ravioli, a pastry shop and lastly an affogato (or gelato if you didn't want coffee that late in the day). Based on the food I received, before factoring in all the stories that Anthony shared, I feel the tour was really underpriced. I wish I hadn't done this the tour on my last day, I would have gone back for another round of everything we tried, as well as everything that was recommended. Heck I may have signed up for the tour again just to experience it all over again!

    We went on the "Politically Incorrect North End Food Tour" in Boston today. We are veteran…read moretravelers and this was the best city tour we've ever been on! The tour guide, Anthony, is a living embodiment of the spirit of the North End. He knows and loves the streets, the people and the food there. And he is passionate about sharing that knowledge. His stories about the neighborhood and its history are entertaining, educational, and funny. Warning: they are colored occasionally by some spicy language! If you are easily offended by that, this may not be the best tour for you. If not, it all seems perfectly appropriate and is meant in good fun. This is one of the very few tours that we would take again. Can't wait to get back to Boston! Highly recommended!

    Photos
    Boston's Politically Incorrect North End Food Tour - The crew with Anthony

    The crew with Anthony

    Boston's Politically Incorrect North End Food Tour
    Boston's Politically Incorrect North End Food Tour - Rainy day

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    Rainy day

    Tipsy Chocolate Tours - Chocolate Guinness Pint

    Tipsy Chocolate Tours

    4.1(9 reviews)
    1.7 mi•Back Bay

    We really enjoyed this chocolate tour. Anne is a great tour guide and very knowledgeable about…read morechocolate and the history of Boston, we learned a lot. We went on the two hour Back Bay tour and sampled chocolates, wine, tea, and ended with the best chocolate martini I've ever had! I would highly recommend this tour for the chocolate lover!!

    So first off, I'd like to start with the positive. Our tour guide was fantastic. She was infectious…read morewith her smile and so personable, so let this rating be of no reflection to her. It's who ever hosts this tour and is making the bank on it, it's all sorts of upside down on the expectations vs reality. I had an expectation we would actually be trying lots of chocolates, instead we went to 3 diff places, and had parts of a broken chocolate bar and then had a chocolate martini at the end. Probably adding up to a max $20 total for the actual chocolate we ate. It was disappointing. For $73 I was expecting to actually try chocolates (similar time a wine tasting) and learn what brings out certain tones in chocolate. Instead they took us to 3 chocolate stores (one in a strip mall and one in a tiny liquor store) and basically tried to sell us chocolate from those stores with the incentive of 20% off. I wasn't looking for a coupon, I wanted a real tour that would be a great birthday feature for my friends who flew into town for this occasion. We felt ripped off and sold to, and instead of being a great occasion, it set a horrible tone for the weekend. :/ Totally regret. Don't expect chocolate on this tour, and deff don't expect "tipsy" unless 1 choc martini at the end gets you there.

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    Tipsy Chocolate Tours
    Tipsy Chocolate Tours
    Tipsy Chocolate Tours

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    Strayboots - Boston Scavenger Hunt

    Strayboots

    4.4(7 reviews)
    1.6 mi•Back Bay

    I'm pretty sure I claim the title of Stray Boots' biggest fan. Since discovering this company…read morethrough a Google search about three years ago, I have since purchased and played scavenger hunts in New York City, Los Angeles, San Diego, and Boston. Whether it was with my family or friends, big groups or just a pair of us, these scavenger hunts have created some of the best memories (and photos) from these landmark cities. Stray Boots is a great way to get to know some of the largest, most popular cities around the globe! They are perfect for dates, birthdays, or even if you're bored on a Saturday afternoon and are looking for something to do. They're not only fun, but you learn some unique facts and history about cities that you may have thought you knew like the back of your hand. And not only are you learning about the cities, you're engaging with whoever you're with and sharing a ton of laughs and great conversation along the way. If you're looking for a unique way to spend a date with your lover, share a birthday with your friends, or explore a new city with your family, Stray Boots is the absolute best way to do it all!

    This review references the reasonableness of the company's pricing only…read more Someone below referenced $10 for one of their activities. I just got a quote for $400 -- for a group of FIVE to complete a scavenger hunt. $80/person. Inflation has clearly taken hold.

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    Strayboots - Explore the city with your phone

    Explore the city with your phone

    Strayboots

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    The Boston Night Tour - tours - Updated September 2026

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