11 days in Italy Itinerary

11 days in Italy Itinerary

Created using Inspirock Italy visit planner

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Route & dates

11 days in Italy Itinerary

Start: Belgrade
Fly:  2 h
1
Milan
— Few hours
Train:  2 h
2
Florence
— 2 nights
Train:  1 h
3
Pisa
— 1 day
Train:  1 h
4
Florence
— 2 nights
Bus:  1 h 15 min
5
Siena
— 1 day
Bus:  1 h 15 min
6
Florence
— 2 nights
Bus:  3 h 15 min
7
Montalcino
— 1 day
Bus:  3 h 15 min
8
Florence
— 2 nights
Train:  2 h 45 min
9
Assisi
— 1 day
Train:  2 h 45 min
10
Florence
— 2 nights
Train:  1 h 45 min
11
Milan
— Few hours
Fly:  5 h 15 min
End: Belgrade

few
hours
Milan

Milan ©
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 12th (Tue): browse the different shops at Galleria Vittorio Emanuele II.

To see ratings, where to stay, maps, and more tourist information, refer to the Milan attractions tool .

Belgrade, Serbia to Milan is an approximately 5.5-hour flight. You can also do a combination of flight and train; or drive. Expect a daytime high around 26°C in May, and nighttime lows around 15°C. Wrap up your sightseeing by early afternoon on the 12th (Tue) to allow enough time to take a train to Florence.

Things to do in Milan

Shopping
Find places to stay May 12 — 13:
Highlights from your plan
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II

2
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
On the 12th (Tue), appreciate the history behind Ercole e Caco.

For traveler tips, reviews, photos, and tourist information, read our Florence travel route planning website .

Traveling by train from Milan to Florence takes 2 hours. Alternatively, you can drive; or fly. May in Florence sees daily highs of 25°C and lows of 13°C at night. Finish up your sightseeing early on the 14th (Thu) so you can catch the train to Pisa.

Things to do in Florence

Museums Historic Sites
Find places to stay May 12 — 14:
Highlights from your plan
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Piazzale Michelangelo ©
Piazzale Michelangelo
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore

1
day
Pisa

Pisa ©
Known worldwide for the Leaning Tower of Pisa, the city of Pisa historically served as a maritime power in the heart of Tuscany.
On the 14th (Thu), take in the spiritual surroundings of Duomo di Pisa, then explore the different monuments and memorials at Camposanto, then don't miss a visit to Piazza dei Miracoli, and finally take in panoramic vistas at Leaning Tower of Pisa.

For where to stay, reviews, and more tourist information, go to the Pisa travel app .

Traveling by train from Florence to Pisa takes an hour. Alternatively, you can take a bus; or drive. In May, plan for daily highs up to 25°C, and evening lows to 13°C. Wrap up your sightseeing on the 14th (Thu) early enough to take a train to Florence.

Things to do in Pisa

Historic Sites
Find places to stay May 14 — 15:
Highlights from your plan
Duomo di Pisa ©
Duomo di Pisa
Leaning Tower of Pisa ©
Leaning Tower of Pisa
Piazza dei Miracoli ©
Piazza dei Miracoli

2
nights
Florence

Florence ©
On the 15th (Fri), enjoy breathtaking views from Campanile di Giotto, get to know the fascinating history of Piazza del Duomo, get a sense of history and politics at Palazzo Vecchio, admire the local landmark of Fontana dei Puttini, then don't miss a visit to Piazza della Signoria, and finally get engrossed in the history at Basilica di Santa Croce.

For maps, other places to visit, and tourist information, use the Florence trip itinerary planning website .

Take a train from Pisa to Florence in an hour. Alternatively, you can take a bus; or drive. Wrap up your sightseeing on the 16th (Sat) early enough to take a bus to Siena.

Things to do in Florence

Historic Sites
Find places to stay May 14 — 16:
Highlights from your plan
Basilica of Santa Croce ©
Basilica of Santa Croce
Campanile di Giotto ©
Campanile di Giotto
Piazza del Duomo ©
Piazza del Duomo

1
day
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 16th (Sat): indulge in some culinary diversions at a local gastronomic tour, take in the architecture and atmosphere at Duomo di Siena, and then don't miss a visit to Piazza del Campo.

To find traveler tips, where to stay, reviews, and other tourist information, use the Siena day trip app .

You can take a bus from Florence to Siena in 1.5 hours. Alternatively, you can drive; or take a train. In May in Siena, expect temperatures between 27°C during the day and 13°C at night. Cap off your sightseeing on the 16th (Sat) early enough to catcht the bus to Florence.

Things to do in Siena

Historic Sites
Find places to stay May 16 — 17:
Highlights from your plan
Duomo di Siena ©
Duomo di Siena
Piazza del Campo ©
Piazza del Campo

2
nights
Florence

Start off your visit on the 17th (Sun): awaken your taste buds at some of the top wineries in the area, then admire the natural beauty at The Boboli Gardens, then take some stellar pictures from Basilica San Miniato al Monte, and finally admire the striking features of Loggia dei Lanzi.

For where to stay, photos, reviews, and tourist information, go to the Florence online vacation builder .

You can take a bus from Siena to Florence in 1.5 hours. Alternatively, you can drive; or take a train. Wrap up your sightseeing on the 18th (Mon) to allow time to drive to Montalcino.

Things to do in Florence

Tours Parks Historic Sites
Find places to stay May 16 — 18:
Highlights from your plan
Wine Tours & Tastings
The Boboli Gardens ©
The Boboli Gardens
Basilica San Miniato al Monte
Basilica San Miniato al Monte

1
day
Montalcino

Montalcino ©
In the heart of wine country, the hill town of Montalcino offers a glimpse of untouched medieval-era Tuscany.
Start off your visit on the 18th (Mon): do a tasting at Podere Il Cocco, do a tasting at Ciacci Piccolomini d'Aragona, and then take in the architecture and atmosphere at Abbazia di Sant'Antimo.

To see maps, photos, reviews, and other tourist information, refer to the Montalcino trip builder app .

You can drive from Florence to Montalcino in 2 hours. Alternatively, you can take a bus; or do a combination of train and bus. Expect a daytime high around 27°C in May, and nighttime lows around 13°C. Finish your sightseeing early on the 18th (Mon) so you can drive to Florence.

Things to do in Montalcino

Wineries Historic Sites
Find places to stay May 18 — 19:
Highlights from your plan
Ciacci Piccolomini d'Aragona ©
Ciacci Piccolomini d'Aragona
Podere Il Cocco ©
Podere Il Cocco
Abbazia di Sant'Antimo ©
Abbazia di Sant'Antimo

2
nights
Florence

Kick off your visit on the 19th (Tue): make a trip to Ratto della Sabina, let your taste buds guide you at a local gastronomic tour, and then take in the local highlights with Walking tours.

To see traveler tips, ratings, photos, and tourist information, read Florence road trip site .

You can drive from Montalcino to Florence in 2 hours. Other options are to take a bus; or do a combination of bus and train. Wrap up your sightseeing on the 20th (Wed) to allow time to drive to Assisi.

Things to do in Florence

Tours
Find places to stay May 18 — 20:
Highlights from your plan
Food Tours
Walking tours
Ratto della Sabina ©
Ratto della Sabina

1
day
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Kick off your visit on the 20th (Wed): contemplate in the serene atmosphere at Basilica di Santa Maria degli Angeli - Porziuncola, take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi, contemplate in the serene atmosphere at Basilica di Santa Chiara, then contemplate in the serene atmosphere at Eremo delle Carceri, and finally step into the grandiose world of Rocca Maggiore.

To plan Assisi vacation without wasting time, ask Inspirock to design an itinerary.

Traveling by car from Florence to Assisi takes 2.5 hours. Alternatively, you can take a train. Expect a daytime high around 26°C in May, and nighttime lows around 13°C. Finish your sightseeing early on the 20th (Wed) to allow enough time to drive to Florence.

Things to do in Assisi

Historic Sites
Find places to stay May 20 — 21:
Highlights from your plan
Eremo delle Carceri ©
Eremo delle Carceri
Rocca Maggiore ©
Rocca Maggiore

2
nights
Florence

Florence ©
Start off your visit on the 21st (Thu): get to know the fascinating history of Centro Storico, hunt for treasures at Mercato Centrale, then admire the landmark architecture of Basilica of Santa Maria Novella, and finally enjoy breathtaking views from Torre dei Ricci.

For ratings, other places to visit, more things to do, and tourist information, you can read our Florence road trip planner.

Drive from Assisi to Florence in 2.5 hours. Alternatively, you can take a train. Wrap up your sightseeing on the 22nd (Fri) to allow time to take a train to Milan.

Things to do in Florence

Historic Sites Shopping
Find places to stay May 20 — 22:
Highlights from your plan
Centro Storico ©
Centro Storico
Basilica of Santa Maria Novella ©
Basilica of Santa Maria Novella
Mercato Centrale ©
Mercato Centrale

few
hours
Milan

Milan
To find out how to plan a trip to Milan, use our trip itinerary maker.

Take a train from Florence to Milan in 2 hours. Alternatively, you can drive; or fly. On the 22nd (Fri), you'll travel back home.

Things to do in Milan

Nightlife Historic Sites Outdoors
Find places to stay May 21 — 22:

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