I'm pretty new to the site , but I'm in Philly (Manayunk specifically) and I think it would be pretty easy to setup a meet in philly. Obviously cruises wont be that great cause of traffic, but the cops are usually too busy to be busting on a bunch of people talking in a parking lot. As long as people dont get stupid, I cant see having any trouble.
Off the top of my head, I'd say meeting at the mall next to the intersection of Cottman Ave and JFK Blvd would work. Huge parking lot that I have never seen full, and its right next to two major roads, making it easy to get there for people not from the area, and theres a couple different places to go eat/grab drinks if people wanted to.
Just an idea. I work on weekends, but a fri night meet is something i could show up for.