Poe's Kitchen at The Rattlesnake (CLOSED)

What longtime Bostonian hasn’t tossed back a margarita (or six) atop this rooftop standard-bearer? Fenced in from surrounding Back Bay buildings, the enclosed retreat has hosted a diverse after-work crowd for nearly 25 years. With its own full bar and the Southwest-influenced menu from executive chef Brian Poe (who majorly upgraded the joint back in 2009), you have little reason to drink downstairs until December.