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Trip to Tuscany in May

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My husband and I want to go to Tuscany in May for about 2 weeks. This will be our second time. We have visited Florence, Sienna, and a number of other towns on our first trip.
I am looking for ideas regarding an itinerary. We would go to Florence again for a few days and then, where should we go and where should we stay? Should we confine the trip to Tuscany or look into Umbria also?

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