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Would you keep Arezzo in this itinerary for Tuscany

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I know one week in Tuscany will not be enough time but for a first visit I'm trying to not overload our days. We will be there the middle of October so I expect it won't be "relax by the pool" weather.

For my itinerary's first draft I am planning one day for Siena, one for Volterra, one day to explore the Chianti region, one day for Montpulciano and Montalcino and their wines, one day for Arezzo and one day yet unplanned. I hope to explore the sights surrounding the towns as part of each days travels.

We are staying in Monteriggioni which is only 16 miles from San Gimignano so I thought we could visit there before dinner one evening.

I use Michelin Guides to check for recommended towns which is why I put Arezzo on my itinerary. It is the farthest driving distance from Monteriggioni and I'm wondering if I should keep it or replace it with the closer Chianti castles, or more wineries or the abbeys in Tuscany. I've gotten so many helpful suggestions from my questions here that I'm finding much more to see in Tuscany than time allows.

For some trip background our week in Tuscany comes after 8 nights in Verona, 4 nights in Venice and 4 in Florence; then after Tuscany we spend a couple of nights in Bologna. This is our third trip to Italy but the first to all places on our itinerary.

The main reason to visit Arezzo seems to be the frescoes at San Francesco. Are there many other sights that draw visitors to Arezzo? Would Arezzo be atypical for a first visit to Tuscany--I do like to include the uncommon ;;)

I would appreciate comments and recommendations regarding my itinerary. Thank you, Deborah

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