7 days in Italy Itinerary

7 days in Italy Itinerary

Created using Inspirock Italy trip planner

Plan created by another user. Make it yours
1
Milan
— 1 night
2
Florence
— 2 nights
3
Pienza
— 1 night
4
San Gimignano
— 1 night
5
Milan
— Few hours

S M T W T F S
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1
2

1
night
Milan

Milan ©

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 21st (Mon): contemplate in the serene atmosphere at Duomo di Milano, appreciate the extensive heritage of Piazza del Duomo, then explore the historical opulence of Castello Sforzesco, and finally contemplate in the serene atmosphere at Abbazia di Chiaravalle.

To find reviews, more things to do, ratings, and more tourist information, read our Milan trip maker website.

Tel Aviv, Israel to Milan is an approximately 7.5-hour flight. The time zone changes from Israel Standard Time (IST) to Central European Standard Time (CET), which is usually a -1 hour difference. Traveling from Tel Aviv in October, things will get little chillier in Milan: highs are around 21°C and lows about 13°C. Wrap up your sightseeing on the 22nd (Tue) to allow time to take a train to Florence.

Things to do in Milan

Find places to stay Oct 21 — 22:
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Castello Sforzesco ©
Castello Sforzesco
Abbazia di Chiaravalle ©
Abbazia di Chiaravalle

2
nights
Florence

Florence ©

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Your day by day itinerary now includes Castello di Brolio, Chianti Wine Tour by Fun In Tuscany, Chianti Cooking Experience, and other attractions you added. Satisfy your inner culture vulture at Cathedral of Santa Maria del Fiore and Florence Academy of Fine Arts. Popular historic sites such as Museo Nazionale del Bargello and Loggia dei Lanzi are in your itinerary. Get out of town with these interesting Florence side-trips: Montefioralle Winery (in Greve in Chianti) and Palazzo Comunale di Modena (in Modena). There's much more to do: explore the world behind art at Gallerie Degli Uffizi, make a trip to Piazzale Michelangelo, take an in-depth tour of Sinagoga di Firenze e Museo ebraico, and snap pictures at Ponte Vecchio.

For other places to visit, more things to do, photos, and more tourist information, read our Florence online holiday planner.

Getting from Milan to Florence by car takes about 3 hours. Other options: take a train; or drive; or fly. Expect somewhat warmer weather when traveling from Milan in October: highs in Florence hover around 25°C, while lows dip to 14°C. Wrap up your sightseeing on the 24th (Thu) to allow time to drive to Pienza.

Things to do in Florence

Museums · Historic Sites · Wineries · Classes

Side Trips

Find places to stay Oct 22 — 24:
Highlights from your plan
Florence Academy of Fine Arts ©
Florence Academy of Fine Arts
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore

1
night
Pienza

Pienza ©
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. Your day by day itinerary now includes Piazza Grande a Montepulciano, Terme di Saturnia - Parco Termale and Val d'Orcia. On the 25th (Fri), don't miss a visit to Piazza Grande a Montepulciano, admire the verdant scenery at Val d'Orcia, take in the architecture and atmosphere at Cappella della Madonna di Vitaleta, then learn about winemaking at Winery Solaria Patrizia Cencioni, then do a tasting at Poggio Rubino, and finally learn about winemaking at Podere Il Cocco.

To find ratings, where to stay, and tourist information, use the Pienza online trip planner.

You can drive from Florence to Pienza in 2 hours. Alternatively, you can take a bus; or do a combination of train and bus. Expect a daytime high around 26°C in October, and nighttime lows around 15°C. Wrap up your sightseeing on the 25th (Fri) to allow time to drive to San Gimignano.

Things to do in Pienza

Nature · Parks · Historic Sites · Wineries

Side Trips

Find places to stay Oct 24 — 25:
Highlights from your plan
Abbazia di San Galgano ©
Abbazia di San Galgano
Podere Il Cocco ©
Podere Il Cocco
Val d'Orcia ©
Val d'Orcia

1
night
San Gimignano

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.
Your day by day itinerary now includes Torre del Mangia, Piazza del Campo, Walls of Monteriggioni, and other attractions you added. On the 26th (Sat), enjoy breathtaking views from Torre del Mangia, don't miss a visit to Piazza del Campo, pause for some serene contemplation at Duomo di Siena, then contemplate the long history of Walls of Monteriggioni, then make a trip to Piazza della Cisterna, and finally admire the landmark architecture of Mura di San Gimignano.

To find maps, where to stay, photos, and tourist information, read San Gimignano trip itinerary website.

Traveling by car from Pienza to San Gimignano takes 2 hours. Alternatively, you can do a combination of bus and train; or take a bus. In October, daily temperatures in San Gimignano can reach 25°C, while at night they dip to 14°C. Wrap up your sightseeing on the 26th (Sat) early enough to drive to Milan.

Things to do in San Gimignano

Side Trips

Find places to stay Oct 25 — 26:
Highlights from your plan
Piazza della Cisterna ©
Piazza della Cisterna
Torre del Mangia ©
Torre del Mangia
Duomo di Siena ©
Duomo di Siena

few
hours
Milan

Milan

Fashion Capital of World

To find traveler tips, photos, other places to visit, and more tourist information, read our Milan online road trip planner.

Drive from San Gimignano to Milan in 3.5 hours. Alternatively, you can take a train; or fly. Traveling from San Gimignano in October, you will find days in Milan are a bit cooler (21°C), and nights are about the same (13°C). You'll set off for home on the 26th (Sat).

Things to do in Milan

Find places to stay Oct 26 — 27:

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