Found these two areas where you can get.
The first is in Trivia, using the tiny potion, flying up the edge of the Trivia screen, and then crouching whilst you have momentum. This gets you behind the screen, then you are able to clip through the ceiling, getting yourself out of bounds.
The second is a small gap on the roof of the casino. Using the tiny potion and a little shimmying will get you through.
