31 days in Italy Itinerary

31 days in Italy Itinerary

Created using Inspirock Italy travel route planner

Plan created by another user. Make it yours

Route & dates

1
Venice
— 3 nights
2
Milan
— 3 nights
3
Florence
— 4 nights
4
Assisi
— 3 nights
5
Positano
— 4 nights
6
Vietri sul Mare
— 3 nights
7
Rome
— 8 nights

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.
Change things up with these side-trips from Venice: Arena di Verona (in Verona) and Scrovegni Chapel (in Padua). The adventure continues: explore the activities along Canal Grande, take in panoramic vistas at St Mark's Campanile, explore the world behind art at Peggy Guggenheim Collection, and take in the views from Ponte dei Sospiri.

To find photos, maps, reviews, and other tourist information, read our Venice trip planner.

Sydney, Australia to Venice is an approximately 24-hour flight. Due to the time zone difference, you'll gain 9 hours traveling from Sydney to Venice. While traveling from Sydney, expect a bit warmer days and about the same nights in Venice, ranging from highs of °C to lows of °C. Cap off your sightseeing on the 24th (Thu) early enough to go by car to Milan.

Things to do in Venice

Historic Sites Museums Nature

Side Trips

Arena di Verona, Scrovegni Chapel
Find places to stay Sep 20 — 24:
Highlights from your plan
Canal Grande ©
Canal Grande
Piazza San Marco ©
Piazza 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 the numerous day-trip ideas around Milan: Santuario Del Ghisallo (in Magreglio), Museo Egizio (in Turin) and Villa del Balbianello (in Tremezzina). And it doesn't end there: take in the spiritual surroundings of Duomo di Milano, grab your bike and head to Anything But Work, explore the world behind art at Pinacoteca Ambrosiana, and don't miss a visit to Galleria Vittorio Emanuele II.

For where to stay, traveler tips, and tourist information, use the Milan travel itinerary planner.

Drive from Venice to Milan in 3 hours. Alternatively, you can take a train; or fly. In September, daytime highs in Milan are °C, while nighttime lows are °C. Finish up your sightseeing early on the 27th (Sun) so you can catch the train to Florence.

Things to do in Milan

Trails Outdoors Parks

Side Trips

Anything But Work, Santuario Del Ghisallo, Museo Egizio, 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.
Explore Florence's surroundings by going to Piazza del Campo (in Siena), Leaning Tower of Pisa (in Pisa) and Guardastelle Vineyard (in San Gimignano). The adventure continues: admire the masterpieces at Florence Academy of Fine Arts, make a trip to Palazzo Vecchio, see the interesting displays at Pitti Palace, and steep yourself in history at Basilica of Santa Croce.

To find more things to do, reviews, maps, and tourist information, refer to the Florence itinerary planner.

You can take a train from Milan to Florence in 2.5 hours. Other options are to drive; or fly. In September, plan for daily highs up to °C, and evening lows to °C. Finish up your sightseeing early on the 1st (Thu) so you can go by car to Assisi.

Things to do in Florence

Historic Sites Museums Wineries

Side Trips

Piazza del Campo, Leaning Tower of Pisa, Guardastelle Vineyard
Find places to stay Sep 27 — Oct 1:
Highlights from your plan
Guardastelle Vineyard ©
Guardastelle Vineyard
Florence Academy of Fine Arts ©
Florence Academy of Fine Arts
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 20 min away. Next up on the itinerary: pause for some serene contemplation at Basilica Papale e Sacro Convento di San Francesco d'Assisi, stroll around Mount Subasio, take in the spiritual surroundings of Cripta di San Francesco, and learn about winemaking at Azienda Agraria Saio.

To find reviews, where to stay, more things to do, and other tourist information, read our Assisi holiday planner.

Traveling by car from Florence to Assisi takes 2.5 hours. Alternatively, you can take a train. Expect a daytime high around °C in October, and nighttime lows around °C. Wrap up your sightseeing on the 4th (Sun) early enough to drive to Positano.

Things to do in Assisi

Historic Sites Wineries Nightlife

Side Trip

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

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.
Get out of town with these interesting Positano side-trips: Lido di Ravello (in Castiglione), Ravello (Ceramiche Cosmolena di Margherita di Palma, Duomo di Ravello, &more) and Amalfi (Speed Boats Tours, Duomo di Sant'Andrea, &more). There's still lots to do: enjoy the sand and surf at Fornillo, contemplate in the serene atmosphere at Cloister del Paradiso, get outside with I Suoni degli Dei - Pelagos, and ponder the design of Fontana Cap e Ciuccio.

For more things to do, photos, reviews, and other tourist information, read Positano road trip website.

Drive from Assisi to Positano in 5 hours. Alternatively, you can do a combination of train, subway, and bus; or take a bus. Traveling from Assisi in October, you can expect nighttime temperatures to be a bit warmer in Positano, with lows of °C. Wrap up your sightseeing on the 8th (Thu) to allow time to drive to Vietri sul Mare.

Things to do in Positano

Outdoors Parks Tours

Side Trips

Amalfi, Ravello, I Suoni degli Dei - Pelagos
Find places to stay Oct 4 — 8:
Highlights from your plan
Ceramiche Cosmolena di Margherita di Palma ©
Villa Rufolo ©
Villa Rufolo
Duomo di Ravello ©
Duomo di Ravello

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. Change things up with these side-trips from Vietri sul Mare: Liquorificio Mansi Carlo (in Minori), Maiori (Sentiero dei Limoni & Castello di San Nicola de Thoro-Plano) and Monte Finestra (in Tramonti). Next up on the itinerary: delve into the distant past at Pompeii Archaeological Park, stroll through Spiaggia Lannio, kick back and relax at Spiaggia di Marina d'Albori, and take in the exciting artwork at Sol’Art Ceramiche.

To find more things to do, photos, where to stay, and other tourist information, refer to the Vietri sul Mare trip itinerary builder.

Traveling by car from Positano to Vietri sul Mare takes 1.5 hours. Alternatively, you can ride a ferry; or take a bus. October in Vietri sul Mare sees daily highs of °C and lows of °C at night. 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, Liquorificio Mansi Carlo, Spiaggia di Atrani, Spiaggia di castiglione, Monte Finestra
Find places to stay Oct 8 — 11:
Highlights from your plan
Spiaggia di castiglione ©
Spiaggia di castiglione
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Castello di San Nicola de Thoro-Plano ©
Castello di San Nicola de Thoro-Plano

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.
Change things up with these side-trips from Rome: Tivoli (Villa Adriana & Villa d'Este). There's much more to do: don't miss a visit to St. Peter's Basilica, contemplate the long history of Colosseum, explore the ancient world of Pantheon, and indulge in some culinary diversions at a local gastronomic tour.

To see traveler tips, ratings, more things to do, and more tourist information, read Rome day trip planner.

Drive from Vietri sul Mare to Rome in 3 hours. Traveling from Vietri sul Mare in October, Rome is a bit cooler at night with lows of °C. Wrap up your sightseeing by early afternoon on the 19th (Mon) to allow enough time to travel back home.

Things to do in Rome

Historic Sites Museums Tours

Side Trips

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

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