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3 weeks in Umbria and Tuscany June 2022

We are wondering what's the best way to drive around Tuscany and Umbria countryside. May 31-June 22, 2022. About 3 weeks worth of time. We are blessed to travel, and as we have "greyed" we have shifted to a slower pace. No rushing about for us. LOL! We been to Italy a few times and have visited the major big cities. So no Rome or Florence on this trip.

We pick up our car in Rome Fiumicino airport. *Thanks to the person on another thread with the tip about Civita B! Maybe a drive by Civita B. on our way from Rome to Orvieto is all we need to do.* After 3 nights in Orvieto (we have parking at our Orvieto B and B) we move to our Umbrian base (Italian farm/ cooking school near Assisi) where we stay for 9 nights. Then we move to our Tuscan base (Italian farm near Pienza) where we stay for 8 nights. Then we return our car to Rome, Fiumicino Airport and depart for home. Shopped and shopped car rentals. Decided to rent our car from Auto-Europe. And wow...are prices high for 2022!!!

Looking for recommendations for drives from both our bases? What towns and villages would be must sees in Umbria and Tuscany? And of course great food and wine experiences. Thank you for any suggestions and advice. Happy travels, Monica

Posted by
6763 posts

There is a current detailed series of posts on this subject on, go to Europe Forum.

Posted by
52 posts

Let me suggest at least a day in Montepulciano. We stayed 2 days, and it wasn't long enough. The Caffe Politziano is probably the most beautiful restaurant I've ever seen. There are interesting side streets, shops, public buildings.

Posted by
1211 posts

For your Umbrian base: Assisi, Gubbio, Norcia, Perugia city, Spello and Spoleto.
For your Tuscany base: Buonconvento, Castelnuovo dell’Abate, Montepulciano, Monticchiello, Pienza, San Gimignano and Siena.

Posted by
3575 posts

Here are some nice drives from your locations, we’ve done these in over 6-7 trips in Tuscany.
Our base locations were slightly different, but close to yours. Drive times between towns is included. You should be able to visit 2-3 towns a day. Many of these towns are UNESCO world Heritage Sites or e-Borgo villages.

Assisi-Spoleto 38min -Trevi 22min - Spello 19min -Assisi 18min.

Assisi-Montefalco 35min - Bevagna 10min-Deruta 28 min-Assisi 31min

Assisi-Gubbio 40min- Perugia 42min-Assisi 29m

Assisi-Cortona 1H -Assisi 1H05m. Or
Assisi-Anghiari 1H15m-Cortona 49m-Assisi 1H05m.

Assisi-Arezzo 1H28m -Assisi.

From Pienza

Pienza-Montepulciano 20 min

Pienza-Castellina 1H27m.

Pienza-Siena 1H05min.

Pienza-Castiglione d’Orcia 26min - Bango Vignoni 13min -Montiecchiello 20min-Pienza 15min.

Pienza -Cetona 52min -Sarteano 11min -Pienza
41 min.

Pienza-Acquapendente 49min-Radiconfani 28m
Optional stop (Bangi San Filippo 16min outdoor hot springs)-Pienza 34min

Pienza-Sant’Antimo Abbey 39min- Montalcino 20 min - San Quirico d’Orcia 15min - Pienza 27min.

Pienza-Gaiole 1H17m- Castelnuovo Berardegna
27min-Pienza 56 min.

Hope these help.

Posted by
1211 posts

Instead of renting a car at the airport, take the train to Orvieto. Do get at least one good night of sleep before renting a vehicle. Do not expect to sleep on the plane. Even if you doze off, I doubt if it will be enough sleep to operate a car in foreign land with strict speed and ZTL zone laws. Make sure you’re up to date about driving in IT before departure, otherwise, you could be fined.

Posted by
13 posts

Thank you to everyone for your help and great suggestions! AWESOME!

First about the car.....we looked into training to Orvieto, but we could not get a car there with AutoEurope. We would have to train to Chiusi to get one. That made the car rental way more expensive because we are taking the car back to Rome Fiumicino Airport rather than Chiusi. But I will look into again and thank you very much for your excellent suggestion. FWIW... we prefer AutoEurope car rentals. Never had a problem with them, and you can buy the zero deductible insurance ahead of time and avoid the hassle when picking up the car. We have researched other companies and we still couldn't find a rental in Orvieto. But will try again. If we can rent a car in Orvieto will we need to go into Rome to get a train to Orvieto? Thank you, kindly?

Thank you for the the day driving routes to various villages from our 2 bases. So kind of you! Cant wait to study the further!!!

Thanks for the links to "Italy Beyond the Obvious". Very helpful driving tips! Thank you one and all!

Happy Travels, Monica

Posted by
3575 posts

You can catch a regional train from the FCO station to the Roma Tiburtina station then onward to Orvieto.
It won’t save any time, but it is a smaller station.
Travel time is still about 2 hours.

Posted by
1134 posts

Orvieto has a car rental across the street from the train station. Don't remember which company, though.

Posted by
16869 posts

Orvieto has a Hertz office, but you have to book directly through Hertz. Auto Europe doesn’t work with this office.