I lived in Boston for 2 years and it was hands down the most racist city I've ever lived in. My move to Boston was sporadic and I had no idea about the stereotypes prior to arriving there. My experience and opinion was formed by first hand experiences. Once I shared a few of my experiences with some of my homies I found out what the city was "known for"
Something that always stood out to me was the lack of black nightlife in the city. I spoke to one of my OG's and they said in the early 2000's the city made a conscious effort to do away with the black clubs. Admittedly I never looked into it much, but it was something I did notice immediately upon arriving. I found it interesting that in all my travels through the US I had never seen a major city without a black nightlife.
Something else to be considered is most of those cats ain't venturing out of their neighborhoods. I know people in Dorchester, Mattapan, Randolph etc that haven't even visited the commons in their lifetime and they are life long residents.
To avoid ranting I'll sum up with this, while I did experience my fare share of blatant in your face racism, Boston is the quintessential city for the practicing of institutional insidious racism. Therefore, I think Boston is deserving of all the criticism it receives.