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Italy itinerary advice

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Hi Everyone,
We have not been to Italy for 8 years. We are meeting friends there in late Sept. (20-21) thru Oct. 8 who have never been there before. This is what they have suggested as an itinerary...Italy is part of a 5 week European trip for them...

9/20-23 Venice, then train to Rome
9/23-25 Rome
9/26-27 Rent car, travel to Amalfi Coast - Positano, Sorrento, Pompeii
9/28-10/1 Drive to Tuscany - various day trips...maybe base in Florence - see Lucca, Sienna, Pisa
10/2-5 Drive to Provence (they wanted to spend a few days there)
10/6-8 Drive to Milan and leave from Milan

Our questions are:
Do you think this is doable?
What, if any, changes would you suggest?
Any suggestions on where to base in Tuscany, in Provence and the Amalfi Coast and what town/sights to highlight.(Tuscany/train, Provence&Amalfi Coast/car)
Any suggestions on accommodations? We would like to have a central location, clean, and reasonably priced (how are the prices now - what would be realistic?) in Venice, Milan, Rome, Provence?

Any suggestions would be greatly appreciated! Thank you very much.

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