21 days in Northwest Italy Itinerary

21 days in Northwest Italy Itinerary

Created using Inspirock Northwest Italy route maker

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Route & dates

21 days in Northwest Italy Itinerary

Start: Rio de Janeiro
Fly:  17​h 45​min
1
Milan
— 1 night
train:  2​h 30​min
2
Venice
— 3 nights
3
Florence
— 4 nights
bus:  1​h 15​min
4
Siena
— 3 nights
Drive:  1​h 45​min
5
Assisi
— 3 nights
6
Rome
— 5 nights
Fly:  15​h
End: Rio de Janeiro

1
night
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.
Kick off your visit on the 10th (Thu): make a trip to Galleria Vittorio Emanuele II and then pause for some serene contemplation at Duomo di Milano. Get ready for a full day of sightseeing on the 11th (Fri): explore the different monuments and memorials at Monumental Cemetery, examine the collection at Castello Sforzesco, and then admire the masterpieces at Pinacoteca Ambrosiana.

You can plan Milan trip in no time by asking Inspirock to help create your itinerary.

Rio de Janeiro, Brazil to Milan is an approximately 18-hour flight. You can also do a combination of flight and train. The time zone changes from Brasilia Time to Central European Time, which is usually a 4 hour difference. Traveling from Rio de Janeiro 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 11th (Fri) to allow time to take a train to Venice.

Things to do in Milan

Historic Sites Museums Shopping
Find places to stay Oct 10 — 11:
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II
Pinacoteca Ambrosiana ©
Pinacoteca Ambrosiana

3
nights
Venice

Venice ©
Virtually unchanged for the last six centuries, Venice is actually a group of islands made famous by a series of canals, bridges, monuments, piazzas, and narrow pedestrian lanes.
Get out of town with these interesting Venice side-trips: Padua (Scrovegni Chapel & Basilica di Sant’Antonio). And it doesn't end there: explore the activities along Canal Grande, admire the landmark architecture of Doge's Palace, explore the world behind art at Museo Correr, and snap pictures at Ponte dei Sospiri.

To find more things to do, ratings, photos, and other tourist information, read our Venice travel route planning tool .

Take a train from Milan to Venice in 2.5 hours. Alternatively, you can drive; or do a combination of flight and train. In October, daily temperatures in Venice can reach 22°C, while at night they dip to 12°C. Finish your sightseeing early on the 14th (Mon) so you can take a train to Florence.

Things to do in Venice

Historic Sites Museums Nature

Side Trip

Padua
Find places to stay Oct 11 — 14:
Highlights from your plan
Canal Grande ©
Canal Grande
Piazza San Marco ©
Piazza San Marco
Basilica di San Marco
Basilica di San Marco

4
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Go for a jaunt from Florence to Pisa to see Leaning Tower of Pisa about 1h 10 min away. Next up on the itinerary: admire the masterpieces at Gallerie Degli Uffizi, take in the spiritual surroundings of The Baptistery of St. John, examine the collection at Pitti Palace, and awaken your taste buds at some of the top wineries in the area.

To see maps, other places to visit, reviews, and more tourist information, read our Florence trip planner .

You can take a train from Venice to Florence in 2.5 hours. Other options are to drive; or take a bus. Expect a daytime high around 25°C in October, and nighttime lows around 14°C. Wrap up your sightseeing on the 18th (Fri) to allow time to take a bus to Siena.

Things to do in Florence

Museums Historic Sites Tours

Side Trip

Leaning Tower of Pisa
Find places to stay Oct 14 — 18:
Highlights from your plan
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Piazzale Michelangelo ©
Piazzale Michelangelo

3
nights
Siena

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Change things up with these side-trips from Siena: Guardastelle Vineyard (in San Gimignano) and Ciacci Piccolomini d'Aragona (in Castelnuovo dell'Abate). There's lots more to do: awaken your taste buds at some of the top wineries in the area, ponder the world of politics at Palazzo Pubblico and Museo Civico, explore the world behind art at Museo dell'Opera Metropolitana, and browse the collection at Biblioteca Piccolomini.

For maps, photos, reviews, and tourist information, you can read our Siena trip site .

You can take a bus from Florence to Siena in 1.5 hours. Alternatively, you can drive; or take a train. In October, plan for daily highs up to 26°C, and evening lows to 15°C. Cap off your sightseeing on the 21st (Mon) early enough to go by car to Assisi.

Things to do in Siena

Wineries Tours Historic Sites

Side Trips

Ciacci Piccolomini d'Aragona, Guardastelle Vineyard
Find places to stay Oct 18 — 21:
Highlights from your plan
Wine Tours & Tastings
Piazza del Campo ©
Piazza del Campo
Duomo di Siena ©
Duomo di Siena

3
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Explore the numerous day-trip ideas around Assisi: Wild Foods Italy (in Montefalco) and Museo Cinema a Pennello (in Montecosaro). There's still lots to do: take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi, appreciate the extensive heritage of Strada Assisi-Santa Maria degli Angeli, see the interesting displays at Museo della Porziuncola, and steep yourself in history at San Damiano.

To see reviews, more things to do, ratings, and tourist information, go to the Assisi vacation maker tool .

You can drive from Siena to Assisi in 2 hours. Other options are to take a bus; or take a train. Expect slightly colder evenings in Assisi when traveling from Siena in October, with lows around 12°C. Wrap up your sightseeing on the 24th (Thu) to allow time to drive to Rome.

Things to do in Assisi

Historic Sites Parks Wildlife

Side Trips

Wild Foods Italy, Museo Cinema a Pennello
Find places to stay Oct 21 — 24:
Highlights from your plan
Museo della Porziuncola ©
Museo della Porziuncola
Eremo delle Carceri ©
Eremo delle Carceri

5
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Rome is known for historic sites, nightlife, museums, classes, and shopping. Your plan includes some of its best attractions: contemplate the long history of Colosseum, explore the world behind art at Galleria Borghese, delve into the distant past at Palatine Hill, and take in the architecture and atmosphere at Pantheon.

To see maps, reviews, ratings, and other tourist information, go to the Rome road trip site .

Traveling by car from Assisi to Rome takes 2.5 hours. Alternatively, you can take a train; or take a bus. October in Rome sees daily highs of 26°C and lows of 15°C at night. Wrap up your sightseeing by early afternoon on the 29th (Tue) to allow time for travel back home.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trip

Vatican City
Find places to stay Oct 24 — 29:
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
St. Peter's Basilica ©
St. Peter's Basilica

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