Kick back in your own private cabana and wonder why you ever idealized Miami. The Theater District hotel boasts the sceneiest rooftop scene in the city, an amalgam of chicly dressed waitstaff, equally well-outfitted guests, and a smorgasbord of tropical drinks and low-cal munchies. Lounge on a reserved couch before hitting the pool (technically not open-air, but open to all bar visitors). The seven-story-high spot offers a beautifully distracting, 270-degree vantage point from which to gaze down upon all those ground-level lesser-thans.
200 Stuart St
|Cross street:||at Charles St|
|Opening hours:||Daily 11am–midnight|
|Transport:||Green line to Boylston|