5 days in Northwest Italy Itinerary

5 days in Northwest Italy Itinerary

Created using Inspirock Northwest Italy journey planner

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Route & dates

5 days in Northwest Italy Itinerary

Start: Florence
Drive:  1​h
1
Arezzo
— Few hours
Drive:  1​h 15​min
2
Perugia
— 1 night
Drive:  1​h 15​min
3
Orvieto
— Few hours
Drive:  1​h
4
Montepulciano
— 1 night
Drive:  1​h
5
Siena
— 1 night
Drive:  45​min
6
San Gimignano
— 1 night
Drive:  1​h
End: Florence

few
hours
Arezzo

Arezzo ©
Arezzo is a city of art with colorful frescoes and abundance of goldsmiths and antique jewelers.
On the 10th (Wed), examine the collection at Ivan Bruschi House & Museum, then admire the landmark architecture of Palazzo della Fraternita dei Laici, and then admire the striking features of Logge del Vasari.

To find more things to do, reviews, photos, and more tourist information, read our Arezzo online driving holiday planner .

Florence to Arezzo is an approximately 1-hour car ride. You can also take a train; or take a bus. Finish up your sightseeing early on the 10th (Wed) so you can catch the train to Perugia.

Things to do in Arezzo

Museums

Side Trip

Logge del Vasari
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Ivan Bruschi House & Museum ©
Ivan Bruschi House & Museum
Palazzo della Fraternita dei Laici ©
Palazzo della Fraternita dei Laici

1
night
Perugia

Perugia ©
Though it features Etruscan defensive walls and a medieval town center, Perugia is perhaps best known for its fine chocolate and annual chocolate festival.
Find out how to plan Perugia trip without stress by asking Inspirock to help create an itinerary.

You can take a train from Arezzo to Perugia in an hour. Another option is to drive. In July, daily temperatures in Perugia can reach 37°C, while at night they dip to 20°C. Finish up your sightseeing early on the 11th (Thu) so you can go by car to Orvieto.

Things to do in Perugia

Parks
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Giardini Carducci ©
Giardini Carducci

few
hours
Orvieto

Orvieto ©
The striking town of Orvieto, perched on a volcanic cliff overlooking the Umbrian countryside, is known as the Green Heart of Italy.
On the 11th (Thu), contemplate in the serene atmosphere at Chiesa S. Andrea and then learn about winemaking at Decugnano dei Barbi.

To see more things to do, where to stay, traveler tips, and more tourist information, use the Orvieto online route planner .

Traveling by car from Perugia to Orvieto takes 1.5 hours. Alternatively, you can take a train; or take a bus. Expect a daytime high around 36°C in July, and nighttime lows around 21°C. Finish your sightseeing early on the 11th (Thu) to allow enough time to drive to Montepulciano.

Things to do in Orvieto

Wineries Historic Sites
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Decugnano dei Barbi ©
Decugnano dei Barbi
Sant'Andrea, Orvieto ©
Sant'Andrea, Orvieto

1
night
Montepulciano

Montepulciano ©
Perched on a limestone ridge in the heart of Tuscany, Montepulciano is known worldwide for its production of red wine, the Vino Noble.
For traveler tips, where to stay, more things to do, and more tourist information, you can read our Montepulciano trip website .

Getting from Orvieto to Montepulciano by car takes about an hour. Other options: do a combination of train and bus; or take a train. July in Montepulciano sees daily highs of 37°C and lows of 22°C at night. On the 12th (Fri), you'll have the morning to explore before heading off to Siena.

Things to do in Montepulciano

Shopping Wineries

Side Trip

La Taverna del Pecorino
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La Taverna del Pecorino ©
La Taverna del Pecorino

1
night
Siena

Siena ©
Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Start off your visit on the 12th (Fri): pause for some serene contemplation at Basilica di San Clemente in Santa Maria dei Servi, look for gifts at Siena Tartufi (truffle hunting), and then contemplate the long history of Casa di Santa Caterina.

For photos, ratings, traveler tips, and more tourist information, go to the Siena day trip site .

Drive from Montepulciano to Siena in an hour. Alternatively, you can take a train; or take a bus. In July, plan for daily highs up to 37°C, and evening lows to 22°C. You will have some time to spend on the 13th (Sat) before leaving for San Gimignano.

Things to do in Siena

Shopping Historic Sites
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Siena Tartufi (truffle hunting) ©
Siena Tartufi (truffle hunting)
Casa di Santa Caterina ©
Casa di Santa Caterina
San Francesco ©
San Francesco

1
night
San Gimignano

San Gimignano ©
A historical gem in the heart of Tuscany, San Gimignano is known as the Town of Fine Towers for its jutting skyline of high city walls.
Kick off your visit on the 13th (Sat): learn about winemaking at Fattoria San Donato, then learn about winemaking at Azienda Agricola San Quirico, then view the masterpieces at Art Gallery in Tuscany, and finally take in the exciting artwork at iSculpture Gallery San Gimignano.

To find reviews, other places to visit, more things to do, and more tourist information, read San Gimignano trip planner .

Drive from Siena to San Gimignano in an hour. Alternatively, you can take a bus; or do a combination of train and bus. Expect a daytime high around 35°C in July, and nighttime lows around 21°C. You'll have a few hours on the 14th (Sun) to wrap things up before traveling home.

Things to do in San Gimignano

Wineries Museums Shopping
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Fattoria San Donato ©
Fattoria San Donato
Torre Chigi ©
Torre Chigi
iSculpture Gallery San Gimignano ©
iSculpture Gallery San Gimignano

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