31 days in Italy Itinerary

31 days in Italy Itinerary

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Route & dates

31 days in Italy Itinerary

Start: Sydney
Fly:  23​h 45​min
1
Venice
— 3 nights
Train:  2​h 30​min
2
Milan
— 3 nights
Train:  1​h 45​min
3
Florence
— 4 nights
Drive:  2​h 15​min
4
Assisi
— 3 nights
Drive:  4​h 45​min
5
Positano
— 4 nights
Ferry:  1​h 30​min
6
Vietri sul Mare
— 3 nights
Drive:  3​h
7
Rome
— 8 nights
Fly:  24​h
End: Sydney

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.
Explore the numerous day-trip ideas around Venice: Arena di Verona (in Verona) and Scrovegni Chapel (in Padua). And it doesn't end there: contemplate the waterfront views at Canal Grande, explore the world behind art at Peggy Guggenheim Collection, admire the striking features of Basilica di San Marco, and examine the collection at Doge's Palace.

To find maps, reviews, other places to visit, and more tourist information, go to the Venice sightseeing planner.

Sydney, Australia to Venice is an approximately 24-hour flight. You can also do a combination of flight and train; or do a combination of train and flight. Traveling from Sydney to Venice, you'll gain 9 hours due to the time zone difference. When traveling from Sydney in September, plan for somewhat warmer days in Venice, with highs around 29°C, while nights are about the same with lows around 17°C. Finish your sightseeing early on the 24th (Thu) to allow enough time to take a train to Milan.

Things to do in Venice

Historic Sites Museums Parks

Side Trips

Arena di Verona, Scrovegni Chapel
Find places to stay Sep 20 — 24:
Highlights from your plan
Canal Grande ©
Canal Grande
Basilica di San Marco
Basilica di San Marco
Doge's Palace ©
Doge's Palace

3
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.
Explore Milan's surroundings by going to Santuario Del Ghisallo (in Magreglio), Museo Egizio (in Turin) and Villa del Balbianello (in Tremezzina). There's lots more to do: pause for some serene contemplation at Duomo di Milano, explore the landscape on two wheels at Anything But Work, get your bearings at Pinacoteca Ambrosiana, and admire the striking features of Galleria Vittorio Emanuele II.

To find reviews, where to stay, more things to do, and more tourist information, read Milan planning website .

Traveling by train from Venice to Milan takes 2.5 hours. Alternatively, you can drive; or do a combination of train and flight. In September, daytime highs in Milan are 28°C, while nighttime lows are 16°C. Wrap up your sightseeing on the 27th (Sun) early enough to take a train to Florence.

Things to do in Milan

Parks Outdoors Trails

Side Trips

Museo Egizio, Anything But Work, Santuario Del Ghisallo, Villa del Balbianello
Find places to stay Sep 24 — 27:
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II
Villa del Balbianello ©
Villa del Balbianello

4
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Change things up with these side-trips from Florence: Leaning Tower of Pisa (in Pisa), Guardastelle Vineyard (in San Gimignano) and Piazza del Campo (in Siena). There's still lots to do: examine the collection at Academy Of Florence Art Gallery, take an in-depth tour of Basilica di Santa Croce, contemplate in the serene atmosphere at The Baptistery of St. John, and take in panoramic vistas at Campanile di Giotto.

For traveler tips, photos, where to stay, and more tourist information, refer to the Florence trip itinerary planning app .

You can take a train from Milan to Florence in 2 hours. Other options are to drive; or fly. In September, daytime highs in Florence are 30°C, while nighttime lows are 17°C. Cap off your sightseeing on the 1st (Thu) early enough to go by car to Assisi.

Things to do in Florence

Historic Sites Museums Wineries

Side Trips

Guardastelle Vineyard, Leaning Tower of Pisa, Piazza del Campo
Find places to stay Sep 27 — Oct 1:
Highlights from your plan
Guardastelle Vineyard ©
Guardastelle Vineyard
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Piazzale Michelangelo ©
Piazzale Michelangelo

3
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Step out of Assisi to go to Orvieto and see Decugnano dei Barbi, which is approximately 1h 15 min away. There's lots more to do: pause for some serene contemplation at Basilica Papale e Sacro Convento di San Francesco d'Assisi, walk around Mount Subasio, see the interesting displays at Museo della Porziuncola, and do a tasting at Bibenda Assisi.

To see maps, reviews, where to stay, and tourist information, refer to the Assisi vacation maker website .

Drive from Florence to Assisi in 2.5 hours. Alternatively, you can take a train. October in Assisi sees daily highs of 24°C and lows of 12°C at night. Finish your sightseeing early on the 4th (Sun) to allow enough time to drive to Positano.

Things to do in Assisi

Historic Sites Wineries Shopping

Side Trip

Decugnano dei Barbi
Find places to stay Oct 1 — 4:
Highlights from your plan
Tili Vini Societa Agricola ©
Tili Vini Societa Agricola
Eremo delle Carceri ©
Eremo delle Carceri

4
nights
Positano

Positano ©
Often referred to as the gem of the Amalfi Coast, Positano remains one of southern Italy's most sought-after vacation locales, thanks to its hillside location and picturesque, pastel buildings.
You'll find plenty of places to visit near Positano: Ravello (Ceramiche Cosmolena di Margherita di Palma, Duomo di Ravello, & more), Lido di Ravello (in Castiglione) and Amalfi (Speed Boats Tours, Duomo di Sant'Andrea, & more). There's still lots to do: kick back and relax at Fornillo, add some adventure to your tour with a kayaking and canoeing tour, admire the local landmark of Fontana Cap e Ciuccio, and take in the pleasant sights at Positano.

To see ratings, photos, where to stay, and tourist information, you can read our Positano online tour planner .

Traveling by car from Assisi to Positano takes 5 hours. Alternatively, you can do a combination of train and subway; or take a bus. Plan for a bit warmer nights when traveling from Assisi in October since evenings lows in Positano dip to 20°C. Wrap up your sightseeing on the 8th (Thu) early enough to ride a ferry to Vietri sul Mare.

Things to do in Positano

Outdoors Parks Beaches

Side Trips

Amalfi, Ravello, I Suoni degli Dei - Pelagos
Find places to stay Oct 4 — 8:
Highlights from your plan
Fornillo ©
Fornillo
Il Sentiero Degli Dei ©
Il Sentiero Degli Dei

3
nights
Vietri sul Mare

Vietri sul Mare ©
Vietri sul Mare is a town and comune in the province of Salerno, in the Campania region of southern Italy. Explore the numerous day-trip ideas around Vietri sul Mare: Spiaggia di Atrani (in Atrani), Liquorificio Mansi Carlo (in Minori) and Maiori (Sentiero dei Limoni & Castello di San Nicola de Thoro-Plano). And it doesn't end there: contemplate the long history of Pompeii Archaeological Park, kick back and relax at Spiaggia di Marina d'Albori, admire the striking features of Villa Guariglia, and admire the masterpieces at Museo provinciale della Ceramica.

For reviews, more things to do, maps, and tourist information, you can read our Vietri sul Mare trip itinerary planner.

You can ride a ferry from Positano to Vietri sul Mare in 1.5 hours. Other options are to drive; or take a bus. In October, plan for daily highs up to 26°C, and evening lows to 20°C. Finish your sightseeing early on the 11th (Sun) to allow enough time to travel to Rome.

Things to do in Vietri sul Mare

Outdoors Parks Beaches

Side Trips

Maiori, Spiaggia di castiglione, Liquorificio Mansi Carlo, Pompeii Archaeological Park, Spiaggia di Atrani
Find places to stay Oct 8 — 11:
Highlights from your plan
Spiaggia di castiglione ©
Spiaggia di castiglione
Spiaggia di Atrani
Spiaggia di Atrani
Monte Finestra ©
Monte Finestra

8
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Explore the numerous day-trip ideas around Rome: Tivoli (Villa Adriana & Villa d'Este). There's still lots to do: explore the ancient world of Colosseum, admire the striking features of Pantheon, admire the masterpieces at Vatican Museums, and contemplate the long history of Roman Forum.

To find maps, reviews, more things to do, and more tourist information, read our Rome driving holiday planner .

You can drive from Vietri sul Mare to Rome in 3 hours. Traveling from Vietri sul Mare in October, expect a bit cooler with lows of 15°C in Rome. On the 19th (Mon), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Rome

Historic Sites Museums Parks

Side Trips

Vatican City, Tivoli
Find places to stay Oct 11 — 19:
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
St. Peter's Basilica ©
St. Peter's Basilica

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