39 days in Italy Itinerary

39 days in Italy Itinerary

Created using Inspirock Italy trip planner

Plan created by another user.Make it yours

Route & dates

Start: Sao Paulo
Fly:  16 h 15 min
1
Milan
— 2 nights
Drive:  1 h 15 min
2
Verona
— 5 nights
Drive:  1 h 30 min
3
Venice
— 5 nights
Drive:  2 h 15 min
4
Florence
— 5 nights
Drive:  2 h 15 min
5
Assisi
— 4 nights
Drive:  4 h 30 min
6
Ravello
— 5 nights
Drive:  1 h 15 min
7
Naples
— 5 nights
Train:  1 h 15 min
8
Rome
— 6 nights
Fly:  15 h
End: Sao Paulo

2
nights
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.
Get some historical perspective at Duomo di Milano and Chiesa di San Maurizio al Monastero Maggiore. Museum-lovers will get to explore Pinacoteca Ambrosiana and Pinacoteca di Brera. There's still lots to do: admire the striking features of Galleria Vittorio Emanuele II, take an in-depth tour of Basilica di Sant'Ambrogio, stroll the grounds of Monumental Cemetery, and take in the pleasant sights at I Navigli.

To find maps, other places to visit, more things to do, and other tourist information, go to the Milan tour itinerary planning tool.

Sao Paulo, Brazil to Milan is an approximately 16.5-hour flight. You'll lose 4 hours traveling from Sao Paulo to Milan due to the time zone difference. Plan for much colder temperatures traveling from Sao Paulo in November, with highs in Milan at 15°C and lows at 6°C. Finish up your sightseeing early on the 13th (Wed) so you can go by car to Verona.

Things to do in Milan

Historic Sites Museums Shopping
Find places to stay Nov 11 — 13:
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Castello Sforzesco ©
Castello Sforzesco
Pinacoteca Ambrosiana ©
Pinacoteca Ambrosiana

5
nights
Verona

Verona ©
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.
Acetaia Giuseppe Giusti and Museo Canonicale will appeal to museum buffs. Popular historic sites such as Piazza delle Erbe and Museo di Castelvecchio are in your itinerary. Explore Verona's surroundings by going to Gruppo Dolomitico Sciliar-Catinaccio, Latemar - UNESCO (in Trento), Lago di Garda (in Garda) and Scuola Italiana di Sci & Snowboard Kristal (in Andalo). Next up on the itinerary: experience the emotional art of opera at Arena di Verona, look for all kinds of wild species at Parco Naturalistico delle Cascate-Family, take in the architecture and atmosphere at Chiesa di San Procolo, and contemplate in the serene atmosphere at Basilica di San Zeno Maggiore.

Discover how to plan a Verona trip in just a few steps with Inspirock's itinerary builder.

You can drive from Milan to Verona in 2 hours. Another option is to take a train. In November, daytime highs in Verona are 14°C, while nighttime lows are 5°C. Wrap up your sightseeing on the 18th (Mon) early enough to drive to Venice.

Things to do in Verona

Parks Historic Sites Nature

Side Trips

Gruppo Dolomitico Sciliar-Catinaccio, Latemar - UNESCO, Lago di Garda, Road of 52 Tunnels, Acetaia Giuseppe Giusti, Scuola Italiana di Sci & Snowboard Kristal
Find places to stay Nov 13 — 18:
Highlights from your plan
Lago di Garda ©
Lago di Garda
Arena di Verona ©
Arena di Verona
Piazza delle Erbe ©
Piazza delle Erbe

5
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.
Appreciate the collections at Doge's Palace and Max Studio. Satisfy your inner culture vulture at Piazza San Marco and Basilica di San Marco. And it doesn't end there: explore the activities along Canal Grande, take in the exciting artwork at Contini Art Gallery, shop like a local with Bel-Air Fine Art, and see the interesting displays at Scuola Dalmata S.ti Giorgio e Trifone.

To see photos, ratings, reviews, and tourist information, you can read our Venice trip planner.

Getting from Verona to Venice by car takes about 1.5 hours. Other options: take a bus; or take a shuttle. November in Venice sees daily highs of 15°C and lows of 7°C at night. Finish up your sightseeing early on the 23rd (Sat) so you can go by car to Florence.

Things to do in Venice

Museums Shopping Historic Sites
Find places to stay Nov 18 — 23:
Highlights from your plan
Canal Grande ©
Canal Grande
Doge's Palace ©
Doge's Palace
Piazza San Marco ©
Piazza San Marco

5
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Your inner history buff will appreciate Cathedral of Santa Maria del Fiore and Piazza del Duomo. Museum-lovers will appreciate Gallerie Degli Uffizi and Art Gallery Studio Iguarnieri. Venture out of the city with trips to Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna (in Pratovecchio) and Siena (Nature & Wildlife Tours & Balloon Rides). There's lots more to do: admire the masterpieces at Florence Academy of Fine Arts, make a trip to Piazzale Michelangelo, take in the exciting artwork at Aria Art Gallery, and contemplate the long history of Basilica of Santa Croce.

To see reviews, traveler tips, photos, and other tourist information, read Florence trip planner.

Getting from Venice to Florence by car takes about 3 hours. Other options: take a train; or fly. In November, plan for daily highs up to 19°C, and evening lows to 9°C. Finish your sightseeing early on the 28th (Thu) to allow enough time to drive to Assisi.

Things to do in Florence

Tours Outdoors Museums

Side Trips

Siena, Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
Find places to stay Nov 23 — 28:
Highlights from your plan
Art Gallery Studio Iguarnieri ©
Art Gallery Studio Iguarnieri
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore

4
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Basilica Papale e Sacro Convento di San Francesco d'Assisi and Eremo delle Carceri are good opportunities to explore the local culture. Do your shopping at Assisi Galleria 6C and Art Studio di Adelina Quadri. Get out of town with these interesting Assisi side-trips: Grotte di Frasassi (in Genga), Duomo di Orvieto (in Orvieto) and Casa del Cioccolato Perugina (in Perugia). Next up on the itinerary: appreciate the views at Val d'Orcia, take in the exciting artwork at B.A.T. Assisi, contemplate in the serene atmosphere at Basilica di Santa Maria degli Angeli - Porziuncola, and explore the ancient world of Roman Forum and Archaeological Museum.

To find other places to visit, photos, maps, and more tourist information, refer to the Assisi day trip planner.

You can drive from Florence to Assisi in 2.5 hours. Another option is to take a train. In November, daily temperatures in Assisi can reach 17°C, while at night they dip to 7°C. Finish your sightseeing early on the 2nd (Mon) to allow enough time to drive to Ravello.

Things to do in Assisi

Historic Sites Museums Parks

Side Trips

Grotte di Frasassi, Duomo di Orvieto, Art Studio di Adelina Quadri, Cascata delle Marmore, Casa del Cioccolato Perugina
Find places to stay Nov 28 — Dec 2:
Highlights from your plan
Val d'Orcia ©
Val d'Orcia
Eremo delle Carceri ©
Eremo delle Carceri

5
nights
Ravello

Ravello ©
Best known for its celebrated terraced gardens, Ravello is a hidden gem of Italy's Amalfi Coast.
Duomo di Ravello and Duomo di Sant'Andrea will appeal to history buffs. Ceramiche Cosmolena di Margherita di Palma and San Giovanni del Toro are good opportunities to explore the local culture. You'll find plenty of places to visit near Ravello: Positano (Fornillo & Walk of the Gods). Next up on the itinerary: shop like a local with Ceramiche d'Arte Carmela, admire the striking features of Villa Rufolo, view the masterpieces at Ravello Arte, and hike along Ravello - Atrani Walk.

To see other places to visit, maps, more things to do, and more tourist information, go to the Ravello road trip planning app.

You can drive from Assisi to Ravello in 4.5 hours. Other options are to do a combination of train, subway, and taxi; or do a combination of train and bus. Prepare for a bit warmer weather when traveling from Assisi in December: high temperatures in Ravello hover around 17°C and lows are around 11°C. Finish up your sightseeing early on the 7th (Sat) so you can go by car to Naples.

Things to do in Ravello

Outdoors Parks Historic Sites

Side Trips

Amalfi, Positano
Find places to stay Dec 2 — 7:
Highlights from your plan
Ceramiche Cosmolena di Margherita di Palma ©
Duomo di Sant'Andrea ©
Duomo di Sant'Andrea
Duomo di Ravello ©
Duomo di Ravello

5
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Your cultural itinerary includes sights like Pompeii Archaeological Park and Sol’Art Ceramiche. Give yourself a bit of retail therapy at Ceramica D'Urso Vietri and Archivio Fotografico Parisio. Explore Naples' surroundings by going to Castello Aragonese d'Ischia (in Ischia), Casa Sannitica (in Ercolano) and Vesuvio National Park (in Ottaviano). There's still lots to do: make a trip to Galleria Borbonica, pause for some serene contemplation at Cloister of Santa Chiara, get to know the fascinating history of Underground Naples, and browse the exhibits of Museo Cappella Sansevero.

For maps, reviews, photos, and more tourist information, go to the Naples trip builder site.

You can drive from Ravello to Naples in 1.5 hours. Other options are to do a combination of taxi and subway; or take a bus. Traveling from Ravello in December, expect a bit cooler with lows of 6°C in Naples. Cap off your sightseeing on the 12th (Thu) early enough to catch the train to Rome.

Things to do in Naples

Historic Sites Museums Shopping

Side Trips

Vietri sul Mare, Ercolano, Castello Aragonese d'Ischia, Vesuvio National Park, Pompeii Archaeological Park
Find places to stay Dec 7 — 12:
Highlights from your plan
Museo Cappella Sansevero ©
Museo Cappella Sansevero
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Sol’Art Ceramiche ©
Sol’Art Ceramiche

6
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Do your shopping at Soqquadro APS and Porta Portese. Escape the urban bustle at Catacombs of Saint Callixtus and Colle del Gianicolo. The adventure continues: steep yourself in history at St. Peter's Basilica, explore the world behind art at Galleria Borghese, don't miss a visit to Piazza Navona, and take in the architecture and atmosphere at Church of St. Louis of the French.

For photos, maps, reviews, and tourist information, refer to the Rome day trip site.

You can take a train from Naples to Rome in 2 hours. Other options are to drive; or take a bus. In December, daytime highs in Rome are 16°C, while nighttime lows are 4°C. You'll have a few hours on the 18th (Wed) to wrap things up before traveling home.

Things to do in Rome

Historic Sites Museums Shopping

Side Trip

Vatican City
Find places to stay Dec 12 — 18:
Highlights from your plan
Pantheon ©
Pantheon
St. Peter's Basilica ©
St. Peter's Basilica
Vatican Museums
Vatican Museums

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