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Private chartered tours are available upon request!

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Live Like A Local Tours Boston


When people think of Boston, they think of history, baseball, baked beans, and downtown. Well, we have some news for you; not only does Boston have all that, but there are some of the most historically significant and diverse neighborhoods just off the beaten path. 


Have you heard of Roxbury? It has been the epicenter of Black history and culture since the 1960s. It also offers a healthy dose of layered history, being one of the first towns of the Massachusetts Bay Colony. Landmarks; CHECK, beautiful architecture; ABSOLUTELY and some of the most delicious food; DOUBLE CHECK.


Live Like A Local Tour Boston is designed for you to experience all that and way more. We've created a tour where people can explore Boston from a passionate local's perspective. We will guide you through these hidden gems to explore the food, history, and culture of Roxbury, Dorchester, and Jamaica Plain.

Our tour guides will expose you to the history and culture of neighborhoods that don't often get the exposure they deserve. We have local microbreweries and food spots in each community. Imagine pairing craft beer with local bites and the history of different cultures around the world like Ethiopia, Trinidad, Jamaica, Dominican Republic, and more!

You can eat homemade empanadas made just for you at a Latin American spot, a West Indian Roti freshly made in-house, or the Jamaican patty shop. Don’t worry- there are always vegetarian and vegan options! When you visit a new city, you don't want to do the touristy thing the whole time you're there. You want to live eat, and drink like the locals do!  Come spend an afternoon with us learning and tasting your way through ALL the Food history and culture Boston has to offer!

About Us

Meet The Founder 

I moved to New York City to explore my acting but I decided to eventually make my way back to my hometown after the birth of my daughter. I've always had a passion to help my community, and now I'm channeling that passion and energy into Live Like A Local Tours. I'm dedicated to giving back to the same neighborhoods and local businesses I grew up visiting as a child. Taking one of tours not only supports me but it also helps to support the community.


There is so much rich history and culture in these neighborhoods. These areas deserve to be highlighted for tourists and locals alike to get to experience all the beauty Boston has to offer. I want people to know that these communities and their resident's matter. If you're looking for a local unique experience. This is the tour for you! 

Contact Us

Collin Knight


I am a Roxbury Boston native who grew up right near Roxbury's famous Nubian Square. In the 1990s the area was not considered very safe or desirable. I went to a predominately white private school in an affluent area, and from a young age, it was made clear to me that my identity as a black boy was not valued, and I should just be lucky to be attending the school there. I always loved where I grew up and felt such a passion to support the community that supported me. As soon as I graduated, I walked right into a local Roxbury high school and asked for a job as a theater instructor. I ended up working for many years with the city’s at-risk youth as an actor/educator; working at a local high school and a non-profit in the Boston area. I used my acting skills along with the program’s curriculum to teach life lessons to kids, to empower and prepare them to make their own decisions. We used theatre as a tool to navigate and discuss topics such as peer pressure, drugs, and violence. 

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