"With a deserved reputation as Boston's premiere rooftop bar, Lookout often reaches capacity with the city's work-hard, play-hard young professional crowd (Reservations are required these days; no walk-ins). For most, Lookout isn't a novelty—it's a mainstay—though you may find the occasional bridge-and-tunnel-type folks later on weekends. The crowd definitely likes a solid cocktail but they're here for the views and highly social atmosphere. In a city that skews historic and can feel sometimes like a college town, The Lookout Rooftop provides big-city appeal with a cool crowd, awesome skyline views, and strong drinks. It's a place to hang out with friends and just have some boozy fun." - Paul Rubio, Todd Plummer