Hi Pat,
September is a great month to be here...even more this year cause we had a really NUT summer(august was cold and rainy).
All the places here are now perfect and without the usual italian mess (august is the ALL-IN-Vacation month here).
U just will have better service..better prices and much more attention.
All the trip u are going to do is wonderful..just consider those days here is really hot (now..14.00 pm we have +38 C° of humidity...so maybe select some dress for the occasion).
Even Lugano is wonderful (great lake there, very very nar to varese, and they also have a very nice Casinò there).
In the trip u are doing will be nice visit town as Verona or Padova (even in veneto..near Venice..on the road to),
In my opinion anyway the nicer part of all italy is the part between Florence and Rome (all middle italy).
Dunno the way u are going to move, if by car..i suggest u not to make the highway section between Bologna and Florence...and DEEPLY suggest u to drive on normal (free) streets, incredibly nicer than that ugly traffic highway (that part is one of the slower and worst one here).
Loose yourself in tuscany..wherever u are u will love to be lost there.
Places are simply awesome.
If u drive here anyway..always remember here is one of the worst country where to drive.
Seems all italian wants to be as schumacher on the road..so be very very careful (is actually one of the worst european place where to drive...for other drivers common bahaviours).
Florence is a must, maybe u can spend there 2 Days..cause there are too many places and things to see.
For some reasons is even more nicer than Venezia.
Even there..in tuscany, if u can try visit also Siena and Pisa (no words for that places too..really).
just keep Rome maybe as last destination (there the traffic becomes a real theory..)
Giant city and with same traffic as new dehly.
If u need any other info..dont hesistate ask me..also in PM Pat

)
Paolo