My boyfriend and I are staying at the Agriturismo Cretaiole, just outside of Pienza, for one week beginning Saturday, July 5. The agriturismo has group activities (farm tour, olive oil tasting, Etruscan tomb visit, pasta-making class & communal dinner) planned for certain times (designated as AC [name of activity]), so we are working around those. We might skip either the Etruscan tomb tour or the olive oil tasting to give ourselves a bit more freedom to explore on Monday. We have a rental car. Here's a tentative itinerary that I've come up with so far, but I would love your input:
Saturday night: check into agriturismo, unwind with our fellow guests
Sunday morning: Pienza for a few hours in the early morning (how early do the shops open?); AC farm tour at 11:15am; Siena for the late afternoon/evening
Monday: AC Etruscan tomb tour in the morning; Montalcino winery tour in afternoon OR Montepulciano (I'd like to do both but doubt we will have time); AC olive oil tasting in the late afternoon (not sure what time)
Tuesday: Florence
Wednesday: Civita and Orvieto
Thursday: Volterra [or another hilltown since Volterra is about 1 hour & 45 minutes from our agriturismo]; pasta-making class and communal dinner at AC in the evening
Friday: Florence [or another hilltown if we decide on Tuesday that FLR is too crowded!]
Saturday morning: head to Chiusi to drop off our car and take a train to Rome!
Instead of Volterra, we are considering visiting Cortona, since it's about an hour closer. However, I know that Rick says Volterra is his favorite hilltown and Cortona has become a bit more touristy. Any thoughts on this? Is Volterra worth the extra two hours' round trip in driving? Also, any recommendations as to where to park in or outside of Florence? I've never been to Italy, so I am very much looking forward to this trip! Thanks in advance!