"Many Seaport drinking spots attract one of two crowds: (1) a lot of people in business casual complaining about having to re-write a memo because Mitch screwed it up again (that would be the bars at Del Frisco’s or Strega), or (2) a lot of people waiting in line for 45 minutes to buy overpriced drinks and unsuccessfully hit on the servers (The Grand and Scorpion Bar). If you just want to hang out with some good friends, drink some good cocktails, and hear some live music instead of a DJ, head to Lucky’s, an underground bar on Congress. It feels like a speakeasy, but without the pretension of ice cubes engineered in a lab, or the artifice of a fake entrance through a hair salon. It’s got a menu of decent bar bites, but you should prioritize classic cocktails over wings here." - Dan Secatore