Rooftop at The Envoy

"If the city of Boston used a dating app, it would take its profile photos at the Lookout Bar in the Seaport. (It would also swipe left so much it would get carpal tunnel.) Come up here year-round (it has igloos in the winter), grab a fruity drink, and enjoy a better view of the skyline and harbor than you can get anywhere else in the city." - dan secatore

"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

"The cocktails and food at the Lookout Rooftop in the Seaport are just OK. But the view of Fort Point Channel, the harbor, and the downtown skyline is more than worth eating some just OK food. If the city of Boston needed headshots, it would take them here at this loungy spot with couches, fruity drinks, and lots of people taking selfies." - joel ang, dan secatore

"While all the seasonal skating rinks popping up all over town are nice, what we’d really like to see on every corner from December through March are pop-up igloos serving clam chowder. Until the mayor gets on that, your only option for those is at the Lookout Rooftop Bar in the Seaport. Each igloo fits 10 people and you can reserve them for up to two hours." - dan secatore

"The Envoy Hotel’s Lookout Rooftop is resurrecting a childhood treat into a glorious, boozy adult form: Italian ice. The lemon icetail is made with Reyka vodka and served just like the lemon ice you used to eat as a kid, in a round carton with a wooden spoon. Except you get to enjoy this one with spectacular views of Boston Harbor." - Katie Faust Stryjewski