12 days in Province of Arezzo Itinerary

12 days in Province of Arezzo Itinerary

Created using Inspirock Province of Arezzo trip itinerary planner
Make it your trip
Fly to Peretola Airport, Drive to Montevarchi
— 1 night
— 3 nights
— 2 nights
— 4 nights
Drive to Peretola Airport, Fly to Charleston


Montevarchi — 1 night

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. Start off your visit on the 24th (Mon): learn about winemaking at Azienda Agricola Semboloni Fabio, admire the landmark architecture of Villa Masini, then stop by Prada Outlet (Space), and finally see the interesting displays at Il Cassero per la Scultura Italiana dell'Ottocento e del Novecento. Get ready for a full day of sightseeing on the next day: don't miss a visit to CiacciaBanda StreetBand - Sguerguenze Musicali Itineranti, make a trip to Vecchio Molino, then indulge your senses at Tenuta Canto alla Moraia, and finally relax in the rural setting at Castello di Montozzi.

For more things to do, reviews, traveler tips, and more tourist information, read our Montevarchi driving holiday planner.

Charleston, USA to Montevarchi is an approximately 18.5-hour combination of flight and car. The time zone difference when traveling from Charleston to Montevarchi is 6 hours. Finish your sightseeing early on the 25th (Tue) so you can drive to Cortona.
Wineries · Tours · Shopping · Museums
Side Trips
Find places to stay Oct 23 — 25:

Cortona — 3 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.
Cortona is known for historic sites, classes, and sightseeing. Your trip includes some of its best attractions: see the interesting displays at Museo Diocesano, stop by Silvia Taccola Vanni - Laboratorio Stilistico, pause for some serene contemplation at Santa Margherita, Cortona, and learn about winemaking at Baldetti Wine.

Use Inspirock's suggestions to plan your Cortona trip and find the best activities and attractions for your vacation.

You can drive from Montevarchi to Cortona in 1.5 hours. Finish your sightseeing early on the 28th (Fri) so you can drive to Sansepolcro.
Wineries · Shopping · Historic Sites · Tours
Side Trips
Find places to stay Oct 25 — 28:

Sansepolcro — 2 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. Start off your visit on the 29th (Sat): see the interesting displays at Museo Civico di Sansepolcro, see the interesting displays at Aboca Museum, admire the striking features of Fondazione Piero della Francesca - Fondazione ONLUS, then contemplate in the serene atmosphere at Eremo di Montecasale, and finally explore the world behind art at Musei Civici Madonna del Parto. On the 30th (Sun), you'll have a packed day of sightseeing: examine the collection at Museo Statale di Palazzo Taglieschi, get engrossed in the history at Museo della Battaglia e di Anghiari, then see the interesting displays at Anghiari, then stop by Pantagruel Specialita Enogastronomiche Toscane, and finally make a trip to Ufficio Turistico Valtiberina Toscana.

To find more things to do, maps, reviews, and more tourist information, go to the Sansepolcro itinerary tool.

You can drive from Cortona to Sansepolcro in 1.5 hours. In October, daily temperatures in Sansepolcro can reach 68°F, while at night they dip to 54°F. Wrap up your sightseeing on the 30th (Sun) early enough to drive to Poppi.
Museums · Historic Sites · Shopping
Side Trips
Find places to stay Oct 28 — 30:

Poppi — 4 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. Explore the numerous day-trip ideas around Poppi: Chiusi della Verna (Cappella delle Stimmate & La Verna - Franciscan Sanctuary) and Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna (in Pratovecchio). There's much more to do: step into the grandiose world of Castello Dei Conti Guidi Di Poppi, make a trip to Pieve di Romena, take in the spiritual surroundings of Eremo di Camaldoli, and admire the striking features of Villa Mausolea.

To find ratings, other places to visit, where to stay, and tourist information, go to the Poppi trip planner.

Traveling by car from Sansepolcro to Poppi takes 1.5 hours. In October, daily temperatures in Poppi can reach 68°F, while at night they dip to 56°F. Finish your sightseeing early on the 3rd (Thu) to allow enough time to travel back home.
Historic Sites · Parks · Nature
Side Trips
Find places to stay Oct 30 — Nov 3:

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.