SICILY
Large Cities:
Palermo, Messina, Catania
Medium Cities:
Trapani, Marsala, Agrigento, Ragusa, Siracusa
Towns:
Enna, Gela, Termini, Sciacca
SARDINIA
Large Cities:
Cagliari
Medium Cities:
Sassari, Olbia
Towns:
Oristano, Nuoro
CORSICA
Large Cities:
Ajaccio
Medium Cities:
Bastia
Towns:
Sartene, Corte
ITALIAN MAINLAND
Large Cities:
Roma, Napoli, Bari,
Taranto,
Reggio (di Calabria), Livorno, Florence, Bologna, Florence, Genoa, Venice, Trieste, Milan, Turin
Medium Cities:
Udine, Treviso, Vicenza, Padova, Verona, Trento, Mantua, Cremona, Ferrara, Parma, Modena, Ravenna, La Spezia, Savona, Piacenza, Alessandria, Novara, Como, Bergamo, Pavia, Pisa, Siena, Arezzo, Forli,
Rimini, Ancona, Perugia, Ascoli, Pescara, Terni, L'Aquila, Reggio (SE of Parma), Foggia, Barletta, Caserta,
Salerno, Benevento, Potenza, Brindisi, Lecce, Castrovillari, Cosenza, Cantanzaro
Towns:
Bolzano,
Ortona, Anzio,
Cassino,
Termoli, Chieti,
Comacchio, Terracina, Gaeta, Gallipoli, Crotone, Frosinone
That should give you a pretty good spread of cities. I mentioned Ortona as it was the site of a bitter struggle between the Germans and Canadians which compared to a mini Stalingrad due to the intense street fighting. I have linked to a few Wikipedia articles of interest. The Wikipedia article on the
Italian Campaign is well worth a read.