39 days in Italy Itinerary

39 days in Italy Itinerary

Created using Inspirock Italy trip planner

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Route & dates

39 days in Italy Itinerary

Start: Sao Paulo
Fly:  16​h 15​min
1
Milan
— 2 nights
train:  1​h 15​min
2
Verona
— 5 nights
bus:  1​h 30​min
3
Venice
— 5 nights
train:  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
+2
Fly + foot + bus:  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.
Your cultural itinerary includes sights like Duomo di Milano and Monumental Cemetery. Museum-lovers will get to explore Castello Sforzesco and Pinacoteca Ambrosiana. There's lots more to do: admire the striking features of Galleria Vittorio Emanuele II, contemplate the long history of Il Cenacolo, take in the spiritual surroundings of Chiesa di San Maurizio al Monastero Maggiore, and appreciate the extensive heritage of Piazza del Duomo.

To see traveler tips, reviews, more things to do, and more tourist information, refer to the Milan online vacation planner .

Sao Paulo, Brazil to Milan is an approximately 16.5-hour flight. You can also do a combination of flight and train; or do a combination of bus and flight. The time zone changes from Brasilia Time (BRT) to Central European Time (CET), which is usually a 4 hour difference. Traveling from Sao Paulo in November, expect Milan to be cooler, temps between 15°C and 6°C. Wrap up your sightseeing on the 13th (Wed) early enough to take a train 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.
Step out of the city life by going to Gruppo Dolomitico Sciliar-Catinaccio, Latemar - UNESCO and Lago di Garda. Your inner history buff will appreciate Basilica di San Zeno Maggiore and Arena di Verona. Explore Verona's surroundings by going to Acetaia Giuseppe Giusti (in Modena), Road of 52 Tunnels (in Valli del Pasubio) and Scuola Italiana di Sci & Snowboard Kristal (in Andalo). There's lots more to do: take a stroll through Piazza delle Erbe, take in the architecture and atmosphere at Chiesa di San Procolo, identify plant and animal life at Parco Naturalistico delle Cascate-Family, and see the interesting displays at Museo Canonicale.

To see other places to visit, ratings, traveler tips, and tourist information, read Verona holiday planning tool .

You can take a train from Milan to Verona in 1.5 hours. Alternatively, you can drive. In November, daily temperatures in Verona can reach 14°C, while at night they dip to 5°C. Finish your sightseeing early on the 18th (Mon) to allow enough time to take a bus to Venice.

Things to do in Verona

Parks Historic Sites Nature

Side Trips

Acetaia Giuseppe Giusti, Scuola Italiana di Sci & Snowboard Kristal, Gruppo Dolomitico Sciliar-Catinaccio, Latemar - UNESCO, Road of 52 Tunnels, Lago di Garda
Find places to stay Nov 13 — 18:
Highlights from your plan
Lago di Garda ©
Lago di Garda
Basilica di San Zeno Maggiore ©
Basilica di San Zeno Maggiore
Museo di Castelvecchio ©
Museo di Castelvecchio

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.
Your inner history buff will appreciate Piazza San Marco and Peggy Guggenheim Collection. Get a sense of the local culture at Doge's Palace and Giudecca 795 Art Gallery. There's lots more to do: contemplate the waterfront views at Canal Grande, take in the exciting artwork at Segni nel Tempo antiquarian bookshop, get a taste of the local shopping with Contini Art Gallery, and take in the architecture and atmosphere at Basilica di San Marco.

For where to stay, reviews, and more tourist information, use the Venice trip builder site .

You can take a bus from Verona to Venice in 1.5 hours. Alternatively, you can drive; or take a shuttle. In November, plan for daily highs up to 15°C, and evening lows to 7°C. Finish your sightseeing early on the 23rd (Sat) to allow enough time to take a train 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.
Do your shopping at M.G. Design and Aria Art Gallery. Gallerie Degli Uffizi and Academy Of Florence Art Gallery are good opportunities to explore the local culture. Change things up with these side-trips from Florence: Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna (in Pratovecchio) and Siena (Nature & Wildlife Tours & Balloon Rides). Next up on the itinerary: contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, get to know the fascinating history of Piazza del Duomo, steep yourself in history at The Baptistery of St. John, and get great views at Piazzale Michelangelo.

To see other places to visit, photos, traveler tips, and tourist information, you can read our Florence day trip planner.

Take a train from Venice to Florence in 2.5 hours. Alternatively, you can drive; or take a bus. 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

Museums Tours Outdoors

Side Trips

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

4
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
You'll explore and learn at Museo della Porziuncola and Museo Diocesano e Cripta di San Rufino. Your inner history buff will appreciate Basilica Papale e Sacro Convento di San Francesco d'Assisi and Basilica di Santa Chiara. Explore the numerous day-trip ideas around Assisi: Duomo di Orvieto (in Orvieto), Grotte di Frasassi (in Genga) and Casa del Cioccolato Perugina (in Perugia). There's much more to do: contemplate in the serene atmosphere at Eremo delle Carceri, take in the dramatic scenery at Cascata delle Marmore, view the masterpieces at Assisi Galleria 6C, and take an in-depth tour of Roman Forum and Archaeological Museum.

To find ratings, photos, traveler tips, and tourist information, use the Assisi tour itinerary planner .

Traveling by car from Florence to Assisi takes 2.5 hours. Alternatively, you can take a train. November in Assisi sees daily highs of 17°C and lows of 7°C at night. Finish up your sightseeing early on the 2nd (Mon) so you can go by car to Ravello.

Things to do in Assisi

Historic Sites Museums Parks

Side Trips

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

5
nights
Ravello

Ravello ©
Your cultural itinerary includes sights like Ceramiche Cosmolena di Margherita di Palma and Ceramiche d'Arte Carmela. For shopping fun, head to Ravello Arte or Petit Prince Art Gallery. Explore Ravello's surroundings by going to Positano (Fornillo & Walk of the Gods).

For photos, maps, more things to do, and other tourist information, read Ravello online trip maker .

Getting from Assisi to Ravello by car takes about 4.5 hours. Other options: take a train; or do a combination of train and bus. Traveling from Assisi in December, expect Ravello to be a bit warmer, temps between 17°C and 11°C. Finish your sightseeing early on the 7th (Sat) so you can drive to Naples.

Things to do in Ravello

Outdoors Parks Historic Sites

Side Trips

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

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 Sol’Art Ceramiche and Museo Archeologico Nazionale di Napoli. Your inner history buff will appreciate Pompeii Archaeological Park and Parco Acheologico di Ercolano. Change things up with these side-trips from Naples: Vesuvius National Park (in Ottaviano), Castello Aragonese d'Ischia (in Ischia) and Ceramica D'Urso Vietri (in Vietri sul Mare). Next up on the itinerary: admire the masterpieces at Museo Cappella Sansevero, get engrossed in the history at Museo e Real Bosco di Capodimonte, pause for some serene contemplation at Cloister of Santa Chiara, and take in the exciting artwork at I Presepi da Guinness.

For photos, more things to do, ratings, and other tourist information, read Naples tour itinerary builder app .

You can drive from Ravello to Naples in 1.5 hours. Alternatively, you can do a combination of taxi and subway; or take a bus. Traveling from Ravello in December, plan for slightly colder nights in Naples, with lows around 6°C. Wrap up your sightseeing on the 12th (Thu) early enough to take a train to Rome.

Things to do in Naples

Historic Sites Museums Shopping

Side Trips

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

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.
Get some historical perspective at Colosseum and St. Peter's Basilica. Visiting Catacombe di San Callisto and Colle del Gianicolo will get you outdoors. There's much more to do: steep yourself in history at Palatine Hill, don't miss a visit to Roman Forum, get a taste of the local shopping with Via Condotti, and pause for some serene contemplation at Church of St. Louis of the French.

To see photos, traveler tips, ratings, and other tourist information, you can read our Rome attractions planner.

Getting from Naples to Rome by train takes about 1.5 hours. Other options: drive; or take a bus. In December, daily temperatures in Rome can reach 16°C, while at night they dip to 4°C. On the 18th (Wed), you'll have the morning to explore before heading back 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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