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Help on Tuscany itinerary and guides needed

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We will have 10 or eleven days in Tuscany in September. I'd like to get input on our preliminary plans.
We would like to base ourselves in Florence for five days.
Two days for Florence itself. We were there 35 years ago so maybe we can skip few things.
Take the train to Lucca for a day trip and maybe a quick stop in Pisa- also there 35 years ago. A small group tour of Lucca would be nice.
Take a tour of wineries with a tour agency from Florence.
Take the train to Sienna for four or five days. Base ourselves in Sienna and tour several of the hill towns- San Gimignano, Pienza, Montepulciano , Montalcino would probably be our choices. We would like to tour these towns with small group tours from Sienna. Last year in Rome we used When in Rome and another agency for tours and they were excellent.
Our other option is to rent a car in Florence and drive to Sienna and the hill towns on our own but it is not our first choice.
Any comments will be appreciated. Also if anyone has used any local agencies for tours in these cities I would love to know their names.

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