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I'd recommend the north rather than Tuscany/Umbria as the latter is still swamped with tourists in September. You can rarely go wrong for food and wine anywhere in Italy. An interesting itinerary could be a few days in Verona (good food and wine, lots of interesting places to see), a few days on Lake Garda (use the boat to get around, have lunch in places like Salo) and then a few days in Bologna which claims (like a lot of Italian towns and cities) to be the food capital of Italy (it has a better claim than most).
There are loads of places to choose from in that area too - Treviso, Vicenza, Padua, Mantua, Bergamo, you can't really go wrong.
andyp
Italians, italy lovers and travellers alike.
7 or 8 nights in italy, likely mid-late September, want 2 or 3 places, never been to italy before, no interest in rome or venice.
Want food, wine, light walking, pool, where should I go?