9 days in Northwest Italy Itinerary

9 days in Northwest Italy Itinerary

Created using Inspirock Italy journey planner

Make it your trip
1
Rome
— 2 nights
Drive
2
Orvieto
Drive
3
Montepulciano
Drive
4
Pienza
— 1 night
Drive
5
Siena
Drive
6
San Gimignano
Drive
7
Greve in Chianti
— 2 nights
Drive
8
Pisa
Drive
9
Florence
— 2 nights
Train
10
Milan
— 1 night

S M T W T F S
24
25
26
27
28
29
30
31
1
2
3
4
5
6

Rome

— 2 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Kick off your visit on the 24th (Sun): make a trip to Piazza Navona and then contemplate the long history of Colosseum. On the next day, explore the world behind art at Vatican Museums, delve into the distant past at Pantheon, then make a trip to Trevi Fountain, and finally make a trip to Spanish Steps.

For other places to visit and more tourist information, read our Rome attractions app.

If you are flying in from Israel, the closest major aiports are Leonardo da Vinci–Fiumicino Airport, Ciampino–G. B. Pastine International Airport and Perugia San Francesco d'Assisi – Umbria International Airport. In October in Rome, expect temperatures between 26°C during the day and 15°C at night. On the 26th (Tue), you'll have the morning to explore before heading off to Orvieto.

Things to do in Rome

Side Trip

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Orvieto

Green Heart of Italy

The striking town of Orvieto, perched on a volcanic cliff overlooking the Umbrian countryside, is known as the Green Heart of Italy.
Your day by day itinerary now includes Duomo di Orvieto. Start off your visit on the 26th (Tue): admire the striking features of Duomo di Orvieto.

To see traveler tips, ratings, where to stay, and tourist information, you can read our Orvieto trip itinerary app.

Traveling by car from Rome to Orvieto takes 2 hours. Alternatively, you can take a train; or take a bus. October in Orvieto sees daily highs of 24°C and lows of 13°C at night. On the 26th (Tue), wrap the sightseeing up by early afternoon so you can drive to Montepulciano.

Things to do in Orvieto

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Montepulciano

Pearl of the 16th Century

Perched on a limestone ridge in the heart of Tuscany, Montepulciano is known worldwide for its production of red wine, the Vino Noble.
Piazza Grande a Montepulciano has been added to your itinerary. Start off your visit on the 26th (Tue): make a trip to Piazza Grande a Montepulciano.

To see other places to visit, reviews, photos, and other tourist information, you can read our Montepulciano holiday planning site.

You can drive from Orvieto to Montepulciano in 1.5 hours. Alternatively, you can take a train; or take a bus. October in Montepulciano sees daily highs of 26°C and lows of 15°C at night. Wrap up your sightseeing by early afternoon on the 26th (Tue) to allow time for the car ride to Pienza.
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Pienza

— 1 night
Pienza, a town and comune in the province of Siena, in the Val d'Orcia in Tuscany (central Italy), between the towns of Montepulciano and Montalcino, is the "touchstone of Renaissance urbanism."In 1996, UNESCO declared the town a World Heritage Site, and in 2004 the entire valley, the Val d'Orcia, was included on the list of UNESCO's World Cultural Landscapes.HistoryBefore the village was renamed to Pienza its name was Corsignano. Kick off your visit on the 26th (Tue): look for gifts at La Taverna del Pecorino and then make a trip to Piazza Pio II.

To find where to stay, other places to visit, maps, and other tourist information, refer to the Pienza attractions planner.

Pienza is very close to Montepulciano. October in Pienza sees daily highs of 26°C and lows of 15°C at night. You will have some time to spend on the 27th (Wed) before leaving for Siena.

Things to do in Pienza

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Siena

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Kick off your visit on the 27th (Wed): don't miss a visit to Piazza del Campo.

To find photos, ratings, traveler tips, and tourist information, go to the Siena online day trip planner.

Drive from Pienza to Siena in 1.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. In October, plan for daily highs up to 26°C, and evening lows to 15°C. You'll have a few hours on the 27th (Wed) to wrap things up before traveling to San Gimignano.
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San Gimignano

Town of Fine Towers

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.
Start off your visit on the 27th (Wed): don't miss a visit to Piazza della Cisterna, then pause for some serene contemplation at Duomo di San Gimignano, then make a trip to San Gimignano Bell Tower, and finally contemplate the long history of Torre Grossa.

To see more things to do, other places to visit, traveler tips, and tourist information, you can read our San Gimignano online visit planner.

Getting from Siena to San Gimignano by car takes about an hour. Other options: take a train; or take a bus. In October, daily temperatures in San Gimignano can reach 25°C, while at night they dip to 14°C. Finish your sightseeing early on the 27th (Wed) so you can drive to Greve in Chianti.

Things to do in San Gimignano

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Greve in Chianti

— 2 nights
To find more things to do and more tourist information, read Greve in Chianti day trip app.

Traveling by car from San Gimignano to Greve in Chianti takes an hour. Alternatively, you can do a combination of train and bus; or take a bus. Expect a daytime high around 25°C in October, and nighttime lows around 14°C. You will have some time to spend on the 29th (Fri) before leaving for Pisa.

Things to do in Greve in Chianti

Wineries · Historic Sites · Tours

Side Trip

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Pisa

Known worldwide for the Leaning Tower of Pisa, the city of Pisa historically served as a maritime power in the heart of Tuscany.
Kick off your visit on the 29th (Fri): take in panoramic vistas at Leaning Tower of Pisa.

To find where to stay and tourist information, go to the Pisa trip planning website.

Traveling by car from Greve in Chianti to Pisa takes 2 hours. Alternatively, you can take a bus; or do a combination of bus and train. Expect a daytime high around 25°C in October, and nighttime lows around 14°C. On the 29th (Fri), you'll have the morning to explore before heading off to Florence.
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Florence

— 2 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Start off your visit on the 29th (Fri): snap pictures at Ponte Vecchio, don't miss a visit to Piazzale Michelangelo, and then explore the world behind art at Florence Academy of Fine Arts. Keep things going the next day: get to know the fascinating history of Piazza della Signoria, contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, appreciate the extensive heritage of Piazza del Duomo, then admire the masterpieces at Pitti Palace, and finally get a sense of history and politics at Palazzo Vecchio.

For reviews, other places to visit, photos, and other tourist information, read our Florence trip app.

Traveling by car from Pisa to Florence takes 1.5 hours. Alternatively, you can take a bus; or take a train. In October, daily temperatures in Florence can reach 25°C, while at night they dip to 14°C. You'll have a few hours on the 31st (Sun) to wrap things up before traveling to Milan.

Things to do in Florence

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Milan

— 1 night

Fashion Capital of World

In many ways the most modern of Italian cities, Milan is a busy, elegant metropolis with an impressive list of grand palaces, fine churches, and important museums.
Start off your visit on the 31st (Sun): admire the striking features of Galleria Vittorio Emanuele II, then appreciate the extensive heritage of Piazza del Duomo, and then contemplate in the serene atmosphere at Duomo di Milano.

For traveler tips, where to stay, ratings, and more tourist information, read our Milan trip planning app.

Traveling by train from Florence to Milan takes 2.5 hours. Alternatively, you can drive; or take a bus. Traveling from Florence in October, you will find days in Milan are slightly colder (21°C), and nights are about the same (13°C). You will have some time to spend on the 1st (Mon) before leaving for home.

Things to do in Milan

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Tuscany travel guide

4.4
Birthplace of the Italian Renaissance
Known for its landscapes, traditions, and history, Tuscany possesses an unparalleled artistic legacy that continues to influence world culture. Regarded as the birthplace of the Italian Renaissance, the region boasts a lengthy list of attractions, including world-class museums, art galleries, and archeological sites. With a distinct culture and a very strong linguistic identity, this region is sometimes referred to as a nation within a nation. A land of picture-postcard areas, Tuscany contains plenty of places to visit on your holiday, with seven World Heritage Sites, including the historic town centers of Florence and Siena. With more than 120 protected nature preserves, Tuscany is not only a land of culture and historic monuments, but also a great place to discover and enjoy the Italian outdoors. Take it slowly here (as the locals do), and give yourself plenty of time to get to know the local culture and cuisine of Tuscany's medieval towns and ancient villages.