Tom was fantastic!!!! This tour is a must do while exploring Boston… Tom was full of knowledge and added a twist of humor to the experience!!!





If you're looking for a different, casual and fun way to see the city, we're the tour for you. You'll see that our guides love what they do. While the material at times is dark, there are plenty of laughs. The walk is scenic, and will take you to places most locals don't even know about. Many of our guests say this is the highlight of their trip to Boston.
Historical narration
History of the massacre, as well as a discussion of one of the most infamous scammers in history.
We set the table, and tell the story about one the the most infamous gangsters in American history. He became #1 on the FBI's most wanted list, after a criminal career that was made possible with FBI assistance.
We'll see Paul Revere's home, discuss a connection to a dark time in our nation's history. A mass hysteria that lead to hundreds of arrests and 20 executions. Also, we'll tell about the origins of the Italian mob in Boston and how the FBI used dirty tactics to take them down.
We'll learn about 2 of the largest robberies in world history here, in a quaint park that is maintained by residents from this beautiful Italian enclave.
Visit the former headquarters of a mob boss that was monitored by law enforcement. Also, it is across the street from where scenes from the Academy award winning film "The Departed" were shot.
Here we learn about one of the most infamous serial killers in history.
Tom was fantastic!!!! This tour is a must do while exploring Boston… Tom was full of knowledge and added a twist of humor to the experience!!!
If you’re in to true crime / organized crime, this tour is a must. Even if you already think you know it all, it is such an enjoyable experience.
Tom, our tour guide was so knowledgeable and engaging! It was really a great way to see different parts of Boston while learning quite a bit about the crimes committed in this city!
Omar was great. Loved the facts and details of the Tour. Fun way to see the city and learn about its infamous history.
Very funny and informative! Memorable experience!
Fun way to explore a lot of Boston with a local. Educational and entertaining without glorifying the bad guys
Everything was great no complaints. Very interesting and the walk was long but Tom our guide did a nice job of giving us breaks to use the restroom and brought us to areas ti sit.
It has a lot of walking which I love. You get to see a decent chunk of the north side of Boston. Some of the west and south side. Omar was awesome e. He was hilarious. He worked his ass off and told us every single crime that happened right where we stood. My 21 year old son and I had him to ourselves. I was fascinated by the information. It’s a must to do when visiting Boston. And please tip your guide. If you tip your waiter then tip your guide. P.s. my son LOVED this tour.
Omar was extremely knowledgeable and a lot of fun! Even though it started to rain pretty hard at one point, Omar kept everyone engaged. It was interesting to hear how a lot of crimes were related. I highly recommend this tour and will be back with friends!
We (two adults and two teenagers) very much enjoyed the walk. The guide was prepaired, friendly, funny, helpful, considerate, and had visuals to support his stories (which was great). He also made sure that seating was available in all but one stop. It was an easy, enjoyable experience.