30 days in Italy Itinerary

30 days in Italy Itinerary

Created using Inspirock Italy itinerary planner
Make it your trip
Fly
1
Milan
— 1 night
Drive
2
Verona
— 2 nights
Drive
3
Venice
— 4 nights
Drive
4
Florence
— 4 nights
Drive
5
Siena
— 3 nights
Drive
6
Assisi
— 3 nights
Drive
7
Positano
— 4 nights
Drive
8
Pompeii
— 3 nights
Train
9
Rome
— 4 nights
Fly

S M T W T F S
28
29
30
31
1
2
3
4
5
6
7
8
9
10
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12
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16
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1

Milan — 1 night

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.
Start off your visit on the 2nd (Fri): stroll the grounds of Monumental Cemetery, see La Casa Maledetta, and then browse the different shops at Galleria Vittorio Emanuele II. Here are some ideas for day two: admire the masterpieces at Pinacoteca Ambrosiana, pause for some serene contemplation at Duomo di Milano, and then step into the grandiose world of Castello Sforzesco.

To see ratings, traveler tips, photos, and tourist information, refer to the Milan day trip planning site.

Kelowna, Canada to Milan is an approximately 17.5-hour flight. The time zone difference moving from Pacific Standard Time to Central European Standard Time is 9 hours. Expect a daytime high around 28°C in September, and nighttime lows around 16°C. Wrap up your sightseeing on the 3rd (Sat) to allow time to drive to Verona.
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Historic Sites · Museums · Nightlife · Fun & Games
Find places to stay Sep 1 — 3:

Verona — 2 nights

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.
On the 4th (Sun), contemplate the long history of Arche Scaligere, make a trip to Torre dei Lamberti, admire the landmark architecture of Casa di Giulietta, then take in the spiritual surroundings of Basilica di San Zeno Maggiore, then explore the historical opulence of Museo di Castelvecchio, and finally take a stroll through Piazza delle Erbe. Get ready for a full day of sightseeing on the 5th (Mon): don't miss a visit to Piazza Bra, take in the views from Ponte Pietra, and then let your taste buds guide you at a local gastronomic tour.

For where to stay, traveler tips, photos, and more tourist information, refer to the Verona online holiday maker.

You can drive from Milan to Verona in 2 hours. Alternatively, you can take a train. September in Verona sees daily highs of 30°C and lows of 17°C at night. Wrap up your sightseeing on the 5th (Mon) to allow time to drive to Venice.
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Historic Sites · Tours · Shopping · Neighborhoods
Find places to stay Sep 3 — 5:

Venice — 4 nights

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 Padua (Padua Botanical Garden - World Heritage Site & Scrovegni Chapel). There's much more to do: explore the activities along Canal Grande, examine the collection at Doge's Palace, snap pictures at Ponte di Rialto, and contemplate the long history of Peggy Guggenheim Collection.

For maps, photos, other places to visit, and tourist information, read our Venice route planner.

Traveling by car from Verona to Venice takes 1.5 hours. Alternatively, you can take a shuttle; or take a train. In September in Venice, expect temperatures between 29°C during the day and 17°C at night. Cap off your sightseeing on the 9th (Fri) early enough to go by car to Florence.
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Historic Sites · Tours · Museums · Parks
Side Trip
Find places to stay Sep 5 — 9:

Florence — 4 nights

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Florence is known for sightseeing, museums, and historic sites. Your trip includes some of its best attractions: admire the masterpieces at Florence Academy of Fine Arts, snap pictures at Ponte Vecchio, savor the flavors at Scenic wine tours in Tuscany, and contemplate the long history of Basilica of Santa Croce.

To find where to stay, photos, traveler tips, and other tourist information, use the Florence trip itinerary planner.

Getting from Venice to Florence by car takes about 3 hours. Other options: take a train; or take a bus. Expect a daytime high around 30°C in September, and nighttime lows around 17°C. Wrap up your sightseeing on the 13th (Tue) to allow time to drive to Siena.
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Historic Sites · Tours · Museums · Wineries
Side Trip
Find places to stay Sep 9 — 13:

Siena — 3 nights

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Explore Siena's surroundings by going to Fattoria Casa Sola (in Barberino Val d'Elsa) and Guardastelle Vineyard (in San Gimignano). And it doesn't end there: indulge your taste buds at Food & Drink, don't miss a visit to Piazza del Campo, deepen your understanding at Scuola di Cucina di Lella, and steep yourself in history at Centro Storico di Siena.

To see photos, reviews, where to stay, and tourist information, go to the Siena online vacation planner.

Traveling by car from Florence to Siena takes 1.5 hours. Alternatively, you can take a bus; or take a train. Expect a daytime high around 32°C in September, and nighttime lows around 19°C. Finish your sightseeing early on the 16th (Fri) so you can drive to Assisi.
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Wineries · Historic Sites · Tours · Museums
Side Trips
Find places to stay Sep 13 — 16:

Assisi — 3 nights

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Explore the numerous day-trip ideas around Assisi: Wild Foods Italy (in Montefalco), Scoglio della Preghiera (in Cascia) and Castello Monte Vibiano Vecchio (in Mercatello). Next up on the itinerary: take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi, learn about winemaking at Azienda Agraria Saio, examine the collection at Museo della Porziuncola, and step into the grandiose world of Rocca Maggiore.

For where to stay, maps, more things to do, and more tourist information, read our Assisi trip planner.

You can drive from Siena to Assisi in 2 hours. Other options are to take a bus; or take a train. Expect a daytime high around 30°C in September, and nighttime lows around 16°C. Wrap up your sightseeing on the 19th (Mon) to allow time to drive to Positano.
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Historic Sites · Wineries · Tours · Wildlife
Side Trips
Find places to stay Sep 16 — 19:

Positano — 4 nights

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 Rufolo & Villa Cimbrone Gardens) and Amalfi (Fontana sant'Andrea, Duomo di Sant'Andrea, &more). And it doesn't end there: take a memorable drive along Amalfi Coast, stop by Rino Positano, take in panoramic vistas at Torre di Grado, and head outdoors with Le Ali nel Vento - Birds of Prey Experience.

For where to stay, reviews, and tourist information, you can read our Positano trip maker.

You can drive from Assisi to Positano in 5 hours. Alternatively, you can do a combination of train and bus; or take a bus. Expect a bit warmer evenings in Positano when traveling from Assisi in September, with lows around 23°C. Cap off your sightseeing on the 23rd (Fri) early enough to go by car to Pompeii.
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Outdoors · Parks · Tours · Wildlife
Side Trips
Find places to stay Sep 19 — 23:

Pompeii — 3 nights

Pompeii has been a tourist destination for more than 250 years.
Venture out of the city with trips to Ravello (Duomo di Ravello & Ravello - Atrani Walk) and Speed Boats Tours (in Salerno). The adventure continues: indulge your senses at Le Vigne di Raito, don't miss a visit to Lupanar, admire the striking features of Villa dei Misteri, and explore the ancient world of Pompeii Archaeological Park.

For reviews, other places to visit, photos, and tourist information, you can read our Pompeii journey planning website.

You can drive from Positano to Pompeii in 1.5 hours. Alternatively, you can take a bus. September in Pompeii sees daily highs of 31°C and lows of 20°C at night. Cap off your sightseeing on the 26th (Mon) early enough to catch the train to Rome.
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Tours · Outdoors · Historic Sites · Transportation
Side Trips
Find places to stay Sep 23 — 26:

Rome — 4 nights

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, sightseeing, and nightlife. Your trip includes some of its best attractions: contemplate the long history of St. Peter's Basilica, admire the masterpieces at Galleria Borghese, get to know the fascinating history of Piazza Navona, and don't miss a visit to Trevi Fountain.

To see other places to visit, where to stay, reviews, and tourist information, go to the Rome trip itinerary planning site.

You can take a train from Pompeii to Rome in 2.5 hours. Other options are to drive; or take a bus. In September, daily temperatures in Rome can reach 32°C, while at night they dip to 18°C. Wrap up your sightseeing on the 30th (Fri) early enough to fly back home.
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Historic Sites · Museums · Tours · Neighborhoods
Side Trip
Find places to stay Sep 26 — 30:

Italy travel guide

4.6
Landmarks · Ruins · Sacred & Religious Sites
Italy is a land of high fashion, fine art, exquisite architecture, luxury sports cars, outstanding cuisine--and an insatiable taste for "la dolce vita." It's also home to the greatest number of World Heritage Sites in the world, making it an ideal place for your next holiday. The country boasts a varied landscape of mountain ranges, alpine lakes, and coastal towns, so it's no wonder travelers often refer to it as the bel paese (beautiful country). With so many places to visit, visitors often have a difficult time planning their itinerary. The smaller villages each feature a distinct character and a blend of architecture, art, and cuisine. In the country, you'll find countless archeological sites dating back to Roman times and beyond. The country's cities and seaside resorts are cosmopolitan powerhouses with museums, galleries, restaurants, shops, open-air markets, and pedestrian-friendly historic areas.
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