I haven't had a chance to fully explore Italy (Venice and Trst... er, I mean Trieste
are the only 2 cities I have been to), but I have always wanted to go to Sicily. I had neighbours who were Sicilian and they really pushed it hard. It does look nice, and maybe more of what I am kind of into.
Naples is another place that looks nice, but it usually doesn't get a lot of mention. Is it too much of a big city?