Charlie's Kitchen has the best jukebox in town. It's upstairs, though incidentally, they also rock a solid patio upon which to drink and eat double-lobster-roll-for-$12 specials during the day. Read more.
Drink your tea pinky out at the Taj Boston's rooftop champagne brunch buffet on the hotel's 17th floor. The meal will cost you but the sweeping views of the city are free. Read more.