15 days in Province of Arezzo Itinerary

Created using Inspirock Province of Arezzo trip planner
Make it your trip
Fly to Bologna, Train to Cortona
— 6 nights
— 3 nights
— 3 nights
— 2 nights
Drive to Peretola Airport, Fly to Berlin


Cortona — 6 nights

City of Art

The hilltop town of Cortona gained international attention as the subject of the 2003 film "Under the Tuscan Sun." With the Chiana Valley and Lake Trasimeno as its backdrop, Cortona is one of Tuscany's hotspots for art and culture.
Get out of town with these interesting Cortona side-trips: Foiano Della Chiana (Fattoria Santa Vittoria & Chiesa di Santa Maria della Fraternita). There's much more to do: contemplate in the serene atmosphere at Eremo Le Celle, savor the flavors at Food & Drink, don't miss a visit to Piazza della Repubblica, and learn about winemaking at Buccelletti - Cantina.

Take the guesswork out of planning a Cortona vacation by using our trip itinerary maker.

Berlin, Germany to Cortona is an approximately 7-hour combination of flight and train. You can also do a combination of flight, bus, and train; or drive. Cap off your sightseeing on the 4th (Fri) early enough to go by car to Sansepolcro.
Wineries · Shopping · Historic Sites · Museums
Side Trips
Find places to stay Jul 29 — Aug 4:

Sansepolcro — 3 nights

Sansepolcro, formerly Borgo Santo Sepolcro, is a town and comune founded in the 11th century, located in the Italian Province of Arezzo in the eastern part of the region of Tuscany.Situated on the upper reaches of the Tiber river, the town is the birthplace of the painters Piero della Francesca, Raffaellino del Colle (a pupil of Raphael), Santi di Tito and Angiolo Tricca. Explore Sansepolcro's surroundings by going to Parco Faunistico di Ranco Spinoso (in Sestino), Piccolo museo del diario (in Pieve Santo Stefano) and Eremo di Cerbaiolo (in Cerbaiolo). Next up on the itinerary: contemplate in the serene atmosphere at Eremo di Montecasale, take in the architecture and atmosphere at Cattedrale di San Giovanni Evangelista, examine the collection at Aboca Museum, and take an in-depth tour of Museo della Battaglia e di Anghiari.

To find ratings, other places to visit, traveler tips, and tourist information, you can read our Sansepolcro trip itinerary planner.

You can drive from Cortona to Sansepolcro in 1.5 hours. Expect a daytime high around 34°C in August, and nighttime lows around 23°C. Finish your sightseeing early on the 7th (Mon) so you can drive to Poppi.
Museums · Historic Sites · Parks · Shopping
Side Trips
Find places to stay Aug 4 — 7:

Poppi — 3 nights

Poppi is a comune (municipality) in the Province of Arezzo in the Italian region Tuscany, located about 40km east of Florence and about 30km northwest of Arezzo.Poppi borders the following municipalities: Bibbiena, Castel Focognano, Castel San Niccolò, Chiusi della Verna, Ortignano Raggiolo, Pratovecchio.Main sightsPoppi Castle, or the Castello dei Conti Guidi, the main building in the Casentino, known from 1191, was owned by the Counts Guidi. Get out of town with these interesting Poppi side-trips: Chiusi della Verna (Cappella delle Stimmate & La Verna - Franciscan Sanctuary) and Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna (in Pratovecchio). There's lots more to do: explore the historical opulence of Castello di Poppi dei Conti Guidi, stop by Bere E', learn about wildlife with up-close encounters at Parco Zoo di Poppi, and don't miss a visit to Santuario di Santa Maria del Sasso.

To find more things to do, other places to visit, and tourist information, read our Poppi trip planner.

Traveling by car from Sansepolcro to Poppi takes 1.5 hours. August in Poppi sees daily highs of 36°C and lows of 23°C at night. Finish your sightseeing early on the 10th (Thu) to allow enough time to drive to Montevarchi.
Parks · Historic Sites · Nature · Zoos & Aquariums
Side Trips
Find places to stay Aug 7 — 10:

Montevarchi — 2 nights

Montevarchi is a town and comune in the province of Arezzo, Tuscany, Italy.HistoryThe town of Montevarchi sprang up around 1100, near to a fortified Benedictine monastery, founded by bishop Elempert (986–1010) of Arezzo. Kick off your visit on the 11th (Fri): see the interesting displays at Il Cassero per la Scultura Italiana dell'Ottocento e del Novecento, then look for gifts at Prada Outlet (Space), then experience rural life at Castello di Montozzi, and finally explore the striking landscape at Le Balze. Get ready for a full day of sightseeing on the 12th (Sat): do a tasting at Azienda Agricola Semboloni Fabio, then do a tasting at Poggio Molina, and then make a trip to Pieve di Gropina.

For ratings, photos, reviews, and tourist information, refer to the Montevarchi trip itinerary website.

The Route module can help you plan travel from Poppi to Montevarchi. Finish your sightseeing early on the 12th (Sat) to allow enough time to drive back home.
Wineries · Parks · Museums · Nature
Side Trips
Find places to stay Aug 10 — 12:

Province of Arezzo travel guide

Sacred & Religious Sites · Landmarks · Specialty Museums
Arezzo is a city and comune in Italy, capital of the province of the same name located in Tuscany. Arezzo is about 80km southeast of Florence at an elevation of 296m above sea level. It is also 30 km west of Città di Castello. In 2013 the population was about 99,000.HistoryDescribed by Livy as one of the Capitae Etruriae (Etruscan capitals), Arezzo (Aritim in Etruscan) is believed to have been one of the twelve most important Etruscan cities—the so-called Dodecapolis, part of the Etruscan League. Etruscan remains establish that the acropolis of San Cornelio, a small hill next to that of San Donatus, was occupied and fortified in the Etruscan period. There is other significant Etruscan evidence: parts of walls, an Etruscan necropolis on Poggio del Sole (still named "Hill of the Sun"), and most famously, the two bronzes, the "Chimera of Arezzo" (5th century BC) and the "Minerva" (4th century BC) which were discovered in the 16th century and taken to Florence. Increasing trade connections with Greece also brought some elite goods to the Etruscan nobles of Arezzo: the krater painted by Euphronios ca 510 BC depicting a battle against Amazons (in the Museo Civico, Arezzo 1465) is unsurpassed.