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3 week Italy itinerary help, please

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We will be going to Italy for the first time in Sept/Oct of next year after a return trip first to Paris. Our in-the-works itinerary is as follows...but would like your input particularly about the Tuscany/Rapallo (or Santa Margherita?) days as well as anything else you could recommend. Thanks so much.

Sept 7-Sept 22 Paris
Fly to Rome, stay 4 nights
Train to Orvieto for 2 nights...rent car when we leave
Pienza for 4 nights
drive to Siena and drop off car (can we drop car at another easier location and train to Siena?)
Siena 5 nights(?)
Florence 3 nights
Rapallo or SM for 4 nights (Cinque Terre as day trip)
to Florence for 1 night....fly home

We love to explore towns/cities on foot, or in Pienza plan to drive to Montepulciano and other small towns for day trips. We are not so great with museums, would rather be outside exploring this little street, that little road, cafes, beautiful old buildings(everywhere, I know), discovering the local "flavor". We loved the Dordogne last year for that....but we also loved Paris. So basically we are there to enjoy whatever presents itself to us.
Looking forward to hearing your feedback and ideas. This itinerary is in the "egg stage".
Thanks, pam

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