33 days in Italy Itinerary

33 days in Italy Itinerary

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Route & dates

33 days in Italy Itinerary

Start: Brisbane
Fly:  25 h
1
Naples
— 1 night
Ferry:  1 h
2
Sorrento
— 3 nights
Drive:  3 h
3
Capri
— 2 nights
Ferry + Drive:  3 h 15 min
4
Rome
— 5 nights
Drive:  2 h
5
Montepulciano
— 4 nights
Drive:  1 h 45 min
6
Florence
— 3 nights
Drive:  2 h 30 min
7
Cinque Terre
— 4 nights
Train:  3 h
8
Milan
— 4 nights
Train:  2 h 30 min
9
Venice
— 3 nights
Fly:  26 h
End: Brisbane

1
night
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Kick off your visit on the 4th (Sun): explore the ancient world of Temple of Jupiter, delve into the distant past at Casa del Poeta Tragico, then contemplate the long history of House of Menander (Casa del Menandro), then delve into the distant past at Anfiteatro Romano, and finally delve into the distant past at Temple of Apollo. On the 5th (Mon), you'll have a packed day of sightseeing: take a stroll through Chiaia, steep yourself in history at Acquaquiglia del Pozzaro, then admire the masterpieces at Monumental Complex Donnaregina - Diocesan Museum of Naples, and finally examine the collection at Ospedale delle Bambole.

To see traveler tips and tourist information, refer to the Naples trip builder app .

Brisbane, Australia to Naples is an approximately 25-hour flight. You can also do a combination of flight and train; or do a combination of bus and flight. Due to the time zone difference, you'll gain 9 hours traveling from Brisbane to Naples. In October, daytime highs in Naples are 27°C, while nighttime lows are 17°C. Wrap up your sightseeing by early afternoon on the 5th (Mon) to allow time for the ferry ride to Sorrento.

Things to do in Naples

Historic Sites Neighborhoods Shopping

Side Trip

Pompeii
Highlights from your plan
Temple of Jupiter ©
Temple of Jupiter
Acquaquiglia del Pozzaro ©
Acquaquiglia del Pozzaro
Temple of Apollo ©
Temple of Apollo

3
nights
Sorrento

Sorrento ©
A lovely town easily accessible from almost anywhere in the country, Sorrento overlooks the Bay of Naples and sits right on the Amalfi Drive.
St Francis Church and Convent and Duomo dei San Filippo e Giacomo are good opportunities to explore the local culture. Visit Basilica di Sant'Antonino and Church of Santa Maria Assunta for their historical value. Get out of town with these interesting Sorrento side-trips: Amalfi (Centro Storico, Cloister del Paradiso, &more). There's still lots to do: make a trip to Piazza Tasso, stroll through Peter 's Beach, learn about winemaking at Vinicola De Angelis, and get engrossed in the history at Museobottega della Tarsialignea.

For where to stay, maps, other places to visit, and more tourist information, go to the Sorrento trip builder.

Getting from Naples to Sorrento by ferry takes about an hour. Other options: take a subway; or drive. In October, daytime highs in Sorrento are 26°C, while nighttime lows are 20°C. You'll have a few hours on the 8th (Thu) to wrap things up before traveling to Capri.

Things to do in Sorrento

Historic Sites Wineries Parks

Side Trips

Amalfi, Church of Santa Maria Assunta
Highlights from your plan
Basilica di Sant'Antonino ©
Basilica di Sant'Antonino
St Francis Church and Convent ©
St Francis Church and Convent
Peter 's Beach ©
Peter 's Beach

2
nights
Capri

Capri ©
The island of Capri encompasses all the magical allure of the Mediterranean--dramatic blue waters, lush mountainous landscape, and picturesque island villages.
Kick off your visit on the 8th (Thu): stop by Carthusia and then enjoy breathtaking views from Belvedere di Tragara. Keep things going the next day: take in nature's colorful creations at Giardini di Augusto, take some stellar pictures from Belvedere Cannone, enjoy the sand and surf at Marina Grande Beach, then delve into the distant past at Villa del Damecuta, then don't miss a visit to Villa Lysis, and finally pause for some serene contemplation at Chiesa di Santa Sofia.

To see more things to do, photos, traveler tips, and tourist information, refer to the Capri trip planner.

Traveling by car from Sorrento to Capri takes 3 hours. Expect a daytime high around 26°C in October, and nighttime lows around 20°C. Wrap up your sightseeing on the 10th (Sat) early enough to travel to Rome.

Things to do in Capri

Parks Historic Sites Outdoors

Side Trip

Anacapri
Highlights from your plan
Fortini Coastal Walk ©
Fortini Coastal Walk
Giardini di Augusto ©
Giardini di Augusto
Scala Fenicia (Phoenician Steps) ©
Scala Fenicia (Phoenician Steps)

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.
Piazza del Campidoglio and Chiesa di Santa Maria del Popolo are good opportunities to explore the local culture. Discover out-of-the-way places like Monastero Di S.Benedetto and Basilica di Santa Prassede. Explore Rome's surroundings by going to Subiaco (Monastero di Santa Scolastica & Rocca Abbaziale di Subiaco). There's much more to do: contemplate the long history of Colle Aventino, make a trip to Forum of Augustus, see the interesting displays at Stanze di Raffaello, and appreciate the history behind Trajan's Column.

To see ratings, reviews, other places to visit, and other tourist information, read our Rome online tour planner .

You can do a combination of ferry and car from Capri to Rome in 3.5 hours. Other options are to do a combination of ferry and train; or do a combination of ferry, subway, and train. Traveling from Capri in October, you can expect nighttime temperatures to be little chillier in Rome, with lows of 15°C. Wrap up your sightseeing on the 15th (Thu) early enough to drive to Montepulciano.

Things to do in Rome

Historic Sites Museums Childrens Museums

Side Trips

Subiaco, Vatican City
Highlights from your plan
Chiesa di Santa Maria del Popolo ©
Chiesa di Santa Maria del Popolo
Colle Aventino ©
Colle Aventino
Piazza del Campidoglio ©
Piazza del Campidoglio

4
nights
Montepulciano

Montepulciano ©
Perched on a limestone ridge in the heart of Tuscany, Montepulciano is known worldwide for its production of red wine, the Vino Noble.
Get some cultural insight at Tenuta Valdipiatta and Dome of Montepulciano. Centro storico and Parrocchia Santissimo Nome Di Gesu' will appeal to history buffs. You'll find plenty of places to visit near Montepulciano: Basilica Concattedrale del Santo Sepolcro (in Acquapendente), Pitigliano (Santuario della Madonna delle Grazie & Chiesa di Santa Maria e San Rocco) and Sovana (Chiesa di Santa Maria Maggiore & Centro storico). And it doesn't end there: see the interesting displays at Museo Civico, learn about winemaking at Az. Agr. Crociani Susanna Crociani, make a trip to Terrazza Del Palazzo Comunale, and appreciate the extensive heritage of Via di Gracciano nel Corso.

For other places to visit, reviews, photos, and tourist information, read Montepulciano trip itinerary builder tool .

Traveling by car from Rome to Montepulciano takes 2 hours. Alternatively, you can do a combination of train and bus; or take a bus. In October, daytime highs in Montepulciano are 26°C, while nighttime lows are 15°C. Finish your sightseeing early on the 19th (Mon) so you can drive to Florence.

Things to do in Montepulciano

Wineries Historic Sites Museums

Side Trips

Sorano, Pitigliano, Art Studio di Adelina Quadri, Basilica Concattedrale del Santo Sepolcro
Highlights from your plan
Enoteca Croce Di Febo Biologica ©
Enoteca Croce Di Febo Biologica
Chiesa di Santa Maria e San Rocco ©
Chiesa di Santa Maria e San Rocco
Tenuta Valdipiatta ©
Tenuta Valdipiatta

3
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Duomo di San Gimignano and Church and Museum of Orsanmichele are good opportunities to explore the local culture. Explore hidden gems such as Corridoio Vasariano and Piazza del Duomo. Explore Florence's surroundings by going to San Gimignano (Torre e Casa Campatelli, San Gimignano 1300, &more). The adventure continues: take in the spiritual surroundings of Chiesa di Santa Maria del Carmine, appreciate the extensive heritage of Oratorio di San Sebastiano De' Bini, go for a walk through Piazza della Repubblica, and examine the collection at Gucci Museo.

For where to stay, maps, and tourist information, you can read our Florence day trip planner.

Traveling by car from Montepulciano to Florence takes 2 hours. Alternatively, you can take a bus; or do a combination of bus and train. October in Florence sees daily highs of 25°C and lows of 14°C at night. Finish your sightseeing early on the 22nd (Thu) to allow enough time to drive to Cinque Terre.

Things to do in Florence

Historic Sites Museums Neighborhoods

Side Trip

San Gimignano
Highlights from your plan
Torre di Arnolfo ©
Torre di Arnolfo
Duomo di San Gimignano ©
Duomo di San Gimignano
Church and Museum of Orsanmichele ©
Church and Museum of Orsanmichele

4
nights
Cinque Terre

Cinque Terre
Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
Get some cultural insight at Borgo Storico di Corniglia and Chiesa di San Lorenzo. You'll discover tucked-away gems like Church of San Giovanni Battista and Oratorio dei Disciplinati di Santa Caterina. Venture out of the city with trips to Genoa (Chiesa del Gesu e dei Santi Ambrogio e Andrea, D'Albertis Castle, &more). There's lots more to do: pause for some serene contemplation at Santa Margherita di Antiochia Church, pause for some photo ops at Monumento a San Francesco d'Assisi, appreciate the extensive heritage of Borgo Storico di Riomaggiore, and don't miss a visit to Chiesa di San Giovanni Battista.

To find where to stay, traveler tips, and more tourist information, read our Cinque Terre trip planner.

You can drive from Florence to Cinque Terre in 2.5 hours. Alternatively, you can take a train. In October, daytime highs in Cinque Terre are 25°C, while nighttime lows are 14°C. Finish up your sightseeing early on the 26th (Mon) so you can catch the train to Milan.

Things to do in Cinque Terre

Historic Sites Museums Wineries

Side Trip

Genoa
Highlights from your plan
Borgo Storico di Riomaggiore
Borgo Storico di Riomaggiore
Borgo Storico di Corniglia ©
Borgo Storico di Corniglia
Chiesa di San Lorenzo ©
Chiesa di San Lorenzo

4
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.
Eschew the tourist crowds and head to Chiesa di San Cristoforo sul Naviglio and Basilica dei Santi Apostoli e Nazzaro Maggiore. Satisfy your inner culture vulture at Chiesa di Sant'Alessandro in Zebedia and Teatro Romano. There's much more to do: take in the spiritual surroundings of Cripta di San Giovanni, steep yourself in history at Certosa di Milano, get a sense of history and politics at Palazzo Marino, and examine the collection at Galleria Civica d'Arte Moderna.

For traveler tips, reviews, other places to visit, and other tourist information, read our Milan road trip planning tool .

You can take a train from Cinque Terre to Milan in 3 hours. Another option is to drive. When traveling from Cinque Terre in October, plan for little chillier days in Milan, with highs around 21°C, while nights are about the same with lows around 13°C. Wrap up your sightseeing on the 30th (Fri) early enough to take a train to Venice.

Things to do in Milan

Historic Sites Museums
Highlights from your plan
Palazzo Marino ©
Palazzo Marino
Chiesa di Sant'Alessandro in Zebedia ©

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.
Do some cultural sightseeing at Santa Maria dei Miracoli and Chiesa di San Giacomo di Rialto. Deepen your sense of the past at sights like Chiesa San Simeon Piccolo and Parrocchia Santa Maria Formosa. There's lots more to do: learn more about the world around you at Natural History Museum, take in the architecture and atmosphere at Chiesa di San Cassiano, take in the spiritual surroundings of Chiesa di San Lio, and admire the masterpieces at Ca' Pesaro Galleria Internazionale d'Arte Moderna.

For ratings, traveler tips, reviews, and other tourist information, refer to the Venice trip itinerary app .

Traveling by train from Milan to Venice takes 2.5 hours. Alternatively, you can drive; or do a combination of flight and train. In October in Venice, expect temperatures between 22°C during the day and 12°C at night. Finish your sightseeing early on the 2nd (Mon) to allow enough time to travel back home.

Things to do in Venice

Historic Sites Museums Shopping
Highlights from your plan
Palazzo Mocenigo ©
Palazzo Mocenigo
Santa Maria dei Miracoli ©
Santa Maria dei Miracoli
Natural History Museum ©
Natural History Museum

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