Go to Smoky's - after that the Tornado Room makes a great steak. Both will hit the target.
I think Smoky's has really gone down hill, but it does have that Supper Club feel. The downtown places will probably be packed. A couple steak houses that are not downtown are the Wonder Bar (out by the Coliseum, where the hockey team used to play) and the west side has Delaney's (where we will be), Ruths Chris, and Flemings. The Wonder Bar has kind of a funky appeal, the chains are the chains, and Delaney's is more of a neighborhood steak house.