37 days in Italy Itinerary

37 days in Italy Itinerary

Created using Inspirock Italy trip planner

Plan created by another user. Make it yours
Fly
1
Rome
— 4 nights
Train
2
Naples
— 6 nights
Drive
3
Siena
— 5 nights
Drive
4
Venice
— 6 nights
Drive
5
Florence
— 6 nights
Train
6
Verona
— 6 nights
Drive
7
Milan
— 2 nights
Fly

S M T W T F S
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27

4
nights
Rome

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
You'll explore and learn at Vatican Museums and Musei Capitolini. Deepen your sense of the past at sights like Colosseum and Piazza Navona. When in Rome, make a side trip to see Villa Adriana in Tivoli, approximately Tivoli away. There's still lots to do: pause for some serene contemplation at Pantheon, steep yourself in history at St. Peter's Basilica, admire the local landmark of Trevi Fountain, and make a trip to Roman Forum.

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

Sao Paulo, Brazil to Rome is an approximately 14.5-hour flight. The time zone difference moving from Brasilia Standard Time to Central European Standard Time is 4 hours. May in Rome sees daily highs of 28°C and lows of 17°C at night. Wrap up your sightseeing on the 20th (Wed) to allow time to take a train to Naples.

Things to do in Rome

Historic Sites · Museums · Parks · Nature

Side Trips

Highlights from your trip
Pantheon ©
Must see
Pantheon
4.8
Vatican Museums
Must see
Vatican Museums
4.2

6
nights
Naples

Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Museum-lovers will get to explore Museo Archeologico Nazionale di Napoli and Galleria Borbonica. Do some cultural sightseeing at Pompeii Archaeological Park and Parco Acheologico di Ercolano. Explore Naples' surroundings by going to Castello Aragonese d'Ischia (in Ischia) and Vesuvio National Park (in Ottaviano). And it doesn't end there: contemplate in the serene atmosphere at Museo Cappella Sansevero, steep yourself in history at Catacombe di San Gaudioso, take in the architecture and atmosphere at Chiesa dei Santi Filippo e Giacomo - Complesso Museale dell'Arte della Seta, and get to know the fascinating history of Underground Naples.

For ratings, traveler tips, other places to visit, and tourist information, go to the Naples day trip app.

Traveling by train from Rome to Naples takes 2 hours. Alternatively, you can drive; or fly. In May, plan for daily highs up to 27°C, and evening lows to 17°C. Finish your sightseeing early on the 26th (Tue) to allow enough time to drive to Siena.

Things to do in Naples

Historic Sites · Museums · Parks · Nature

Side Trips

Highlights from your trip
Parco Acheologico di Ercolano ©
World heritage site
Parco Acheologico di Ercolano
4.6

5
nights
Siena

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Visiting Val d'Orcia and Cascate del Mulino will get you outdoors. Museum-lovers will appreciate Palazzo Pubblico and Museo Civico and Museo dell'Opera Metropolitana. You'll find plenty of places to visit near Siena: San Gimignano (Historic Centre of San Gimignano & Torre Grossa), Castello di Monterinaldi (in Radda in Chianti) and Abbazia di San Galgano (in Chiusdino). And it doesn't end there: pause for some serene contemplation at Duomo di Siena, take in the spiritual surroundings of Battistero di San Giovanni, contemplate the long history of San Francesco, and explore the historical opulence of Castello di Monteriggioni.

To see photos, traveler tips, ratings, and tourist information, read our Siena trip planner.

Traveling by car from Naples to Siena takes 4.5 hours. Alternatively, you can take a train; or take a bus. Plan for slightly colder nights when traveling from Naples in May since evenings lows in Siena dip to 13°C. Finish your sightseeing early on the 31st (Sun) to allow enough time to drive to Venice.

Things to do in Siena

Historic Sites · Wildlife · Parks · Nature

Side Trips

Highlights from your trip
Val d'Orcia ©
Must see
Val d'Orcia
4.8
Duomo di Siena ©
World heritage site
Duomo di Siena
4.8

6
nights
Venice

City of Romance

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.
Doge's Palace and Museo Correr will appeal to museum buffs. Piazza San Marco and Peggy Guggenheim Collection will appeal to history buffs. You'll find plenty of places to visit near Venice: Padua (Basilica of St. Anthony, Chiesa degli Eremitani, &more). There's still lots to do: admire the striking features of Basilica di San Marco, explore the activities along Canal Grande, snap pictures at Ponte dei Sospiri, and explore the galleries of Ca' d'Oro.

For ratings, photos, more things to do, and other tourist information, go to the Venice holiday builder.

Traveling by car from Siena to Venice takes 3.5 hours. Alternatively, you can take a train; or take a bus. Expect a daytime high around 26°C in May, and nighttime lows around 15°C. Finish up your sightseeing early on the 6th (Sat) so you can go by car to Florence.

Things to do in Venice

Historic Sites · Museums · Parks · Nature

Side Trip

Highlights from your trip
Piazza San Marco ©
Must see
Piazza San Marco
4.4
Doge's Palace ©
Must see
Doge's Palace
4.7

6
nights
Florence

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Do some cultural sightseeing at Cathedral of Santa Maria del Fiore and The Baptistery of St. John. Get some historical perspective at Basilica of Santa Croce and Piazza del Duomo. Explore the numerous day-trip ideas around Florence: Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna (in Pratovecchio), Leaning Tower of Pisa (in Pisa) and Canyon Park (in Bagni di Lucca). The adventure continues: explore the world behind art at Florence Academy of Fine Arts, get a sense of history and politics at Palazzo Vecchio, contemplate in the serene atmosphere at Church and Museum of Orsanmichele, and make a trip to Piazza della Signoria.

To see reviews, ratings, where to stay, and tourist information, refer to the Florence online day trip planner.

Traveling by car from Venice to Florence takes 3 hours. Alternatively, you can take a train; or fly. In June, plan for daily highs up to 33°C, and evening lows to 21°C. Finish your sightseeing early on the 12th (Fri) to allow enough time to take a train to Verona.

Things to do in Florence

Outdoors · Parks · Historic Sites · Tours

Side Trips

Highlights from your trip
Florence Academy of Fine Arts ©
Must see
Florence Academy of Fine Arts
4.4
Pitti Palace ©
World heritage site
Pitti Palace
4.4

6
nights
Verona

City of Romeo and Juliet

The famous setting for Shakespeare's star-crossed lovers, Romeo and Juliet, Verona is one of northern Italy's main tourist destinations, largely owing to its incredibly rich artistic heritage.
Get some cultural insight at Basilica di San Zeno Maggiore and Museo di Castelvecchio. Take a break from the city and head to Lago di Garda and River Rafting & Tubing. Explore the numerous day-trip ideas around Verona: Scuola Italiana di Sci & Snowboard Kristal (in Andalo), Gruppo Dolomitico Sciliar-Catinaccio, Latemar - UNESCO (in Trento) and Valsaviore (in Saviore dell'Adamello). There's still lots to do: see where the action happens at Arena di Verona, take a stroll through Piazza delle Erbe, pause for some serene contemplation at Chiesa di San Procolo, and explore the galleries of Casa di Giulietta.

To find reviews, maps, other places to visit, and tourist information, go to the Verona attractions planning website.

You can take a train from Florence to Verona in 2.5 hours. Other options are to drive; or take a bus. June in Verona sees daily highs of 34°C and lows of 20°C at night. Wrap up your sightseeing on the 18th (Thu) early enough to drive to Milan.

Things to do in Verona

Parks · Nature · Outdoors · Wildlife

Side Trips

Highlights from your trip

2
nights
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.
Duomo di Milano and Chiesa di San Maurizio al Monastero Maggiore will appeal to history buffs. Museum-lovers will get to explore Pinacoteca Ambrosiana and Basilica di Sant'Ambrogio. Change things up with a short trip to Museo Egizio in Turin (about 1h 30 min away). And it doesn't end there: step into the grandiose world of Castello Sforzesco, admire the landmark architecture of Galleria Vittorio Emanuele II, examine the collection at Civic Archaeological Museum, and stroll the grounds of Monumental Cemetery.

To see more things to do, where to stay, traveler tips, and more tourist information, refer to the Milan road trip app.

Getting from Verona to Milan by car takes about 2 hours. Other options: take a train. In June, daily temperatures in Milan can reach 33°C, while at night they dip to 20°C. Finish your sightseeing early on the 20th (Sat) to allow enough time to travel back home.

Things to do in Milan

Side Trip

Highlights from your trip
Duomo di Milano ©
Must see
Duomo di Milano
4.8
Museo Egizio ©
Art Museum
Museo Egizio
4.6

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