38 days in Italy Itinerary

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

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Salerno — 4 nights

Unspoilt Gem of the Amalfi Coast

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.
Explore Salerno's surroundings by going to Societa Agricola Tenuta San Francesco - S.R.L. (in Tramonti) and Paestum (Azienda Agrituristica Seliano & Archaeological Park of Paestum). On the 21st (Thu), spend a thrilling day on the water with a speed boat tour. There's lots more to do: explore the ancient world of Pompeii Archaeological Park, contemplate in the serene atmosphere at Chiesa della Santissima Annunziata, take in the architecture and atmosphere at Duomo di Salerno, and admire the masterpieces at Museo della Ceramica Alfonso Tafuri.

To see more things to do, maps, photos, and tourist information, read our Salerno itinerary planner.

Brisbane, Australia to Salerno is an approximately 27.5-hour combination of flight and train. You'll gain 9 hours traveling from Brisbane to Salerno due to the time zone difference. Traveling from Brisbane in September, plan for a bit warmer nights in Salerno, with lows around 24°C. Finish your sightseeing early on the 22nd (Fri) so you can drive to Positano.
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Historic Sites · Transportation · Outdoors · Tours
Side Trips

Positano — 5 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.
Explore Positano's surroundings by going to Food Tours (in Sorrento), Ravello (Villa Cimbrone Gardens, Villa Rufolo, &more) and Amalfi (Valle delle Ferriere, Fontana sant'Andrea, &more). There's much more to do: cruise along Amalfi Coast, get a taste of the local shopping with Absolute Positano, identify plant and animal life at Le Ali nel Vento - Birds of Prey Experience, and head outdoors with Outdoor Activities.

For more things to do, ratings, reviews, and tourist information, refer to the Positano travel itinerary planner.

Getting from Salerno to Positano by car takes about 1.5 hours. Other options: do a combination of train and taxi; or do a combination of bus and ferry. In September, daytime highs in Positano are 31°C, while nighttime lows are 23°C. Finish your sightseeing early on the 27th (Wed) to allow enough time to fly to Venice.
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Tours · Outdoors · Parks · Historic Sites
Side Trips

Venice — 5 nights

City of Romance

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 Toni Doro - Il Prosecco (in Vittorio Veneto), Padua (Chiesa degli Eremitani - World Heritage Site, Scrovegni Chapel, &more) and PDC Cartizze (in Valdobbiadene). There's lots more to do: contemplate the waterfront views at Canal Grande, take in the views from Ponte di Rialto, see the interesting displays at Doge's Palace, and admire the landmark architecture of Basilica di San Marco.

To find maps, ratings, reviews, and more tourist information, use the Venice planner.

You can fly from Positano to Venice in 3 hours. Other options are to drive; or do a combination of bus and train. Traveling from Positano in September, you can expect nighttime temperatures to be slightly colder in Venice, with lows of 17°C. Cap off your sightseeing on the 2nd (Mon) early enough to go by car to Verona.
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Historic Sites · Museums · Tours · Wineries
Side Trips

Verona — 3 nights

City of Romeo and Juliet

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.
Change things up with a short trip to Gardaland Park in Castelnuovo del Garda (about 32 minutes away). And it doesn't end there: see a show at Arena di Verona, explore the historical opulence of Museo di Castelvecchio, enjoy breathtaking views from Torre dei Lamberti, and explore the activities along Lago di Garda.

For ratings, traveler tips, reviews, and other tourist information, read Verona trip maker tool.

Traveling by car from Venice to Verona takes 1.5 hours. Alternatively, you can take a shuttle; or take a train. October in Verona sees daily highs of 22°C and lows of 11°C at night. Finish your sightseeing early on the 5th (Thu) so you can drive to Milan.
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Historic Sites · Theme Parks · Parks · Nature
Side Trips

Milan — 4 nights

Fashion Capital of World

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.
Get out of town with these interesting Milan side-trips: Basilica di Sant'Abbondio (in Como), Tremezzina (Villa del Balbianello & Villa Carlotta) and Bellagio (I Giardini di Villa Melzi & Kayaking & Canoeing). The adventure continues: take in the spiritual surroundings of Duomo di Milano, learn about winemaking at Cantina Francesco Borgogno, admire the striking features of Galleria Vittorio Emanuele II, and get to know the fascinating history of Piazza del Duomo.

To see ratings, other places to visit, traveler tips, and tourist information, refer to the Milan sightseeing planning site.

Getting from Verona to Milan by car takes about 2 hours. Other options: take a train. In October, plan for daily highs up to 21°C, and evening lows to 13°C. Finish your sightseeing early on the 9th (Mon) so you can take a train to Florence.
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Historic Sites · Museums · Parks · Wineries
Side Trips

Florence — 5 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
You'll find plenty of places to visit near Florence: Castello del Trebbio (in Santa Brigida) and Leaning Tower of Pisa (in Pisa). Dedicate the 13th (Fri) to wine at some of the top wineries in the area. There's still lots to do: explore the world behind art at Florence Academy of Fine Arts, don't miss a visit to Piazzale Michelangelo, take in the spiritual surroundings of The Baptistery of St. John, and see the interesting displays at Pitti Palace.

To find photos, traveler tips, maps, and tourist information, go to the Florence online tour itinerary planner.

Take a train from Milan to Florence in 2.5 hours. Alternatively, you can drive; or take a bus. Expect somewhat warmer weather when traveling from Milan in October: highs in Florence hover around 25°C, while lows dip to 14°C. Wrap up your sightseeing on the 14th (Sat) early enough to drive to Siena.
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Tours · Wineries · Historic Sites · Museums
Side Trips

Siena — 3 nights

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Step out of Siena to go to San Gimignano and see Guardastelle Vineyard, which is approximately 52 minutes away. There's lots more to do: savor the flavors at Food & Drink, admire the masterpieces at Museo dell'Opera Metropolitana, don't miss a visit to Piazza del Campo, and deepen your understanding at Scuola di Cucina di Lella.

To see traveler tips, where to stay, other places to visit, and tourist information, refer to the Siena trip planning tool.

You can drive from Florence to Siena in 1.5 hours. Other options are to take a bus; or take a train. In October in Siena, expect temperatures between 26°C during the day and 15°C at night. Wrap up your sightseeing on the 17th (Tue) early enough to drive to Assisi.
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Tours · Wineries · Historic Sites · Museums
Side Trip

Assisi — 2 nights

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
On the 18th (Wed), do a tasting at Azienda Agraria Saio, take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi, take in the architecture and atmosphere at San Damiano, then contemplate the long history of Eremo delle Carceri, and finally explore the historical opulence of Rocca Maggiore. Get ready for a full day of sightseeing on the next day: do a tasting at Castello Monte Vibiano Vecchio, then get a dose of the wild on Wild Foods Italy, then see the interesting displays at Museo della Porziuncola, and finally do a tasting at Tili Vini Societa Agricola.

To see where to stay, reviews, more things to do, and tourist information, you can read our Assisi trip itinerary builder tool.

Traveling by car from Siena to Assisi takes 2 hours. Alternatively, you can take a bus; or take a train. Traveling from Siena in October, you can expect nighttime temperatures to be slightly colder in Assisi, with lows of 12°C. Wrap up your sightseeing on the 19th (Thu) early enough to drive to Rome.
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Wineries · Historic Sites · Wildlife · Outdoors
Side Trips

Rome — 5 nights

Eternal City

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, don't miss a visit to Spanish Steps, admire the masterpieces at Galleria Borghese, and admire the local landmark of Trevi Fountain.

To see reviews, traveler tips, ratings, and other tourist information, read our Rome sightseeing planning tool.

Getting from Assisi to Rome by car takes about 2.5 hours. Other options: take a train; or take a bus. In October, daytime highs in Rome are 26°C, while nighttime lows are 15°C. Wrap up your sightseeing by early afternoon on the 24th (Tue) to allow enough time to fly back home.
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Historic Sites · Museums · Tours · Neighborhoods
Side Trip

Italy travel guide

4.6
Landmarks · Ruins · Beaches
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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