When it comes to rally courses, Citta di Aria will unnerve most people, including myself. What I found to be critical was the ability to carefully use the throttle and adjust driving styles. High speed is going to mean plenty of 5-second penalties on your part. When in a Special Condition Race here, try to find the wide roads and best places to overtake. Just remember that roads narrow pretty quick, so make the overtake fast. And if you have to, ram into the other guy hard. Sure, you'll get a 5-second penalty for it, but when done right, you have a chance to lead and then build on it. If it wasn't for some dirty play, I wouldn't have won the Special Conditions race at Tsukuba Circuit Wet (Hard).
I still think Citta di Aria is a disappointment only because (and I don't want to sound too much into NASCAR, but...) it's tricky to overtake and almost too easy to lose. Simply put, this race is not made for more than one car. If there's "Special Cars" in GT4, Citta di Aria should maybe be one of those "Special Tracks," maybe even a course to practice rather than rally. Even classic hillclimb races (you know, the ones back in the 1960s and 1970s that used city streets and country roads on hills as a race track) probably had at least two-lane roads.