34 days in Italy Itinerary

34 days in Italy Itinerary

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Route & dates

34 days in Italy Itinerary

Start: Queenstown
Fly + train:  33​h
1
Positano
— 4 nights
ferry:  1​h 30​min
2
Salerno
— 5 nights
3
Rome
— 5 nights
Drive:  2​h 15​min
4
Assisi
— 4 nights
Drive:  2​h 15​min
5
Florence
— 5 nights
6
Venice
— 5 nights
train:  2​h 30​min
7
Milan
— 2 nights
Fly:  30​h
End: Queenstown

4
nights
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.
Change things up with these side-trips from Positano: Ravello (Villa Cimbrone Gardens, Villa Rufolo, & more), Amalfi (Wine Tours & Tastings, Cimitero Monumentale, & more) and Lido di Ravello (in Castiglione). There's still lots to do: stroll through Fornillo, head outdoors with I Suoni degli Dei - Pelagos, sample the fine beverages at Antichi Sapori d'Amalfi, and kick back and relax at Bagni d'Arienzo Beach Club, Positano.

To find photos, traveler tips, other places to visit, and more tourist information, read Positano trip planner.

Queenstown, New Zealand to Positano is an approximately 33-hour combination of flight and train. You can also fly; or do a combination of bus and flight. The time zone changes from New Zealand Standard Time to Central European Time, which is usually a -11 hour difference. In September, plan for daily highs up to 31°C, and evening lows to 23°C. Finish your sightseeing early on the 18th (Fri) to allow enough time to ride a ferry to Salerno.

Things to do in Positano

Outdoors Tours Parks

Side Trips

Amalfi, Ravello, I Suoni degli Dei - Pelagos
Find places to stay Sep 14 — 18:
Highlights from your plan
Wine Tours & Tastings
Fornillo ©
Fornillo
Il Sentiero Degli Dei ©
Il Sentiero Degli Dei

5
nights
Salerno

Salerno ©
While often overshadowed by the Amalfi Coast's array of quaint villages, Salerno has become one of the region's main areas for culture and entertainment, while remaining relatively unmarked by tourism.
Get out of town with these interesting Salerno side-trips: Ravello (Cappella Sant'Angelo all'Ospedale & Ceramiche Cosmolena di Margherita di Palma), Castello di San Nicola de Thoro-Plano (in Maiori) and Spiaggia di castiglione (in Castiglione). Next up on the itinerary: explore the ancient world of Pompeii Archaeological Park, do a tasting at Le Vigne di Raito, get interesting insight from Tours, and indulge your taste buds at Food & Drink.

To see ratings, maps, reviews, and more tourist information, read Salerno road trip planning app .

You can ride a ferry from Positano to Salerno in 1.5 hours. Other options are to do a combination of taxi and train; or drive. September in Salerno sees daily highs of 30°C and lows of 24°C at night. Wrap up your sightseeing on the 23rd (Wed) to allow time to take a train to Rome.

Things to do in Salerno

Outdoors Tours Parks

Side Trips

Ravello, Vietri sul Mare, Castello di San Nicola de Thoro-Plano, Food Tours, Monte Finestra
Find places to stay Sep 18 — 23:
Highlights from your plan
Le Vigne di Raito ©
Le Vigne di Raito
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Spiaggia di castiglione ©
Spiaggia di castiglione

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.
Rome is known for historic sites, nightlife, museums, classes, and shopping. Your plan includes some of its best attractions: explore the ancient world of Colosseum, admire the masterpieces at Galleria Borghese, don't miss a visit to Roman Forum, and contemplate the long history of Palatine Hill.

For more things to do, photos, other places to visit, and more tourist information, you can read our Rome trip planning app .

Take a train from Salerno to Rome in 2 hours. Alternatively, you can drive; or take a bus. Traveling from Salerno in September, you can expect nighttime temperatures to be little chillier in Rome, with lows of 18°C. Wrap up your sightseeing on the 28th (Mon) early enough to drive to Assisi.

Things to do in Rome

Historic Sites Museums Tours

Side Trip

Vatican City
Find places to stay Sep 23 — 28:
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
St. Peter's Basilica ©
St. Peter's Basilica

4
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Get out of town with these interesting Assisi side-trips: Castello Monte Vibiano Vecchio (in Mercatello), Ciacci Piccolomini d'Aragona (in Castelnuovo dell'Abate) and Famiglia Buccelletti Winery (in Castiglion Fiorentino). The adventure continues: take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi, explore the historical opulence of Rocca Maggiore, do a tasting at Bibenda Assisi, and take in the spiritual surroundings of San Damiano.

To find reviews, more things to do, maps, and tourist information, use the Assisi trip itinerary planner .

You can drive from Rome to Assisi in 2.5 hours. Other options are to take a train; or take a bus. In September, daily temperatures in Assisi can reach 30°C, while at night they dip to 16°C. Wrap up your sightseeing on the 2nd (Fri) early enough to drive to Florence.

Things to do in Assisi

Wineries Historic Sites Shopping

Side Trips

Famiglia Buccelletti Winery, Ciacci Piccolomini d'Aragona, Castello Monte Vibiano Vecchio
Find places to stay Sep 28 — Oct 2:
Highlights from your plan

5
nights
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 Leaning Tower of Pisa (in Pisa) and Siena (Piazza del Campo, Duomo di Siena, & more). There's much more to do: explore the world behind art at Gallerie Degli Uffizi, get great views at Piazzale Michelangelo, contemplate in the serene atmosphere at The Baptistery of St. John, and see the interesting displays at Pitti Palace.

To see ratings, where to stay, traveler tips, and tourist information, use the Florence travel itinerary planner.

Drive from Assisi to Florence in 2.5 hours. Alternatively, you can take a train. In October, plan for daily highs up to 25°C, and evening lows to 14°C. Finish your sightseeing early on the 7th (Wed) to allow enough time to take a train to Venice.

Things to do in Florence

Historic Sites Museums Tours

Side Trips

Siena, Leaning Tower of Pisa
Find places to stay Oct 2 — 7:
Highlights from your plan
Food Tours
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery

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.
Explore Venice's surroundings by going to Scrovegni Chapel (in Padua) and Verona (Basilica di San Zeno Maggiore, Arena di Verona, & more). The adventure continues: contemplate the waterfront views at Canal Grande, take in the views from Ponte di Rialto, don't miss a visit to St Mark's Campanile, and appreciate the extensive heritage of Piazza San Marco.

To see where to stay, traveler tips, other places to visit, and other tourist information, use the Venice day trip planning site .

You can take a train from Florence to Venice in 2.5 hours. Other options are to drive; or take a bus. Traveling from Florence in October, you will find days in Venice are a bit cooler (22°C), and nights are about the same (12°C). Cap off your sightseeing on the 12th (Mon) early enough to catch the train to Milan.

Things to do in Venice

Historic Sites Museums Tours

Side Trips

Verona, Scrovegni Chapel
Find places to stay Oct 7 — 12:
Highlights from your plan
Canal Grande ©
Canal Grande
Basilica di San Marco
Basilica di San Marco
Piazza San Marco ©
Piazza San Marco

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.
Kick off your visit on the 13th (Tue): admire the striking features of Galleria Vittorio Emanuele II, take in the architecture and atmosphere at Duomo di Milano, then take an in-depth tour of Pinacoteca Ambrosiana, and finally stroll the grounds of Monumental Cemetery. On the 14th (Wed), you'll have a packed day of sightseeing: stroll through Sentee di Sort and then explore the historical opulence of Castello Sforzesco.

Before you visit Milan, use our trip planner to discover what you can do and see there.

You can take a train from Venice to Milan in 2.5 hours. Alternatively, you can drive; or do a combination of train and flight. In October in Milan, expect temperatures between 21°C during the day and 13°C at night. Wrap up your sightseeing on the 14th (Wed) to allow time to travel back home.

Things to do in Milan

Historic Sites Trails Outdoors

Side Trip

Sentee di Sort
Find places to stay Oct 12 — 14:
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II
Pinacoteca Ambrosiana ©
Pinacoteca Ambrosiana

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