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Help with mini Tuscany visit itinerary

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Hello - my husband and I have flights booked to Pisa in May and will have 3 nights away. We have found a lovely small hotel to stay in at Monticiano so will need a car as its a bit of the way. However really want to see if we can see Pisa, Siena and Florence when we are there. Any suggestions for a good itinerary (arrive late Sat morning til Tue morning) or are we trying to pack too much in? Also what is driving like in the cities? Thanks!

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