22 days in Italy Itinerary

22 days in Italy Itinerary

Created using Inspirock Italy vacation planner

Make it your trip
Fly
1
Venice
— 3 nights
Drive
2
Milan
— 2 nights
Train
3
Florence
— 4 nights
Drive
4
Siena
— 3 nights
Drive
5
Ravello
— 2 nights
Drive
6
Naples
— 2 nights
Train
7
Rome
— 5 nights
Fly

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Venice

— 3 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 the numerous day-trip ideas around Venice: Padua (Scrovegni Chapel & Basilica of St. Anthony). There's still lots to do: contemplate the waterfront views at Canal Grande, indulge in some culinary diversions at a local gastronomic tour, take in the architecture and atmosphere at San Giorgio Maggiore, and enjoy breathtaking views from St Mark's Campanile.

To see traveler tips, photos, other places to visit, and other tourist information, refer to the Venice planner.

Asheville, USA to Venice is an approximately 16-hour flight. The time zone difference when traveling from Asheville to Venice is 6 hours. September in Venice sees daily highs of 77°F and lows of 59°F at night. Wrap up your sightseeing on the 3rd (Sun) early enough to drive to Milan.

Things to do in Venice

Historic Sites · Museums · Tours · Nature

Side Trip

Milan

— 2 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.
Start off your visit on the 4th (Mon): shop like a local with Galleria Vittorio Emanuele II, then pause for some serene contemplation at Duomo di Milano, then let your taste buds guide you at a local gastronomic tour, and finally get engrossed in the history at Basilica di Sant'Ambrogio. Here are some ideas for day two: steep yourself in history at Castello Sforzesco, then explore the different monuments and memorials at Monumental Cemetery, and then get your bearings at Pinacoteca Ambrosiana.

To see where to stay, maps, other places to visit, and more tourist information, use the Milan trip planner.

You can drive from Venice to Milan in 3 hours. Other options are to take a train; or fly. October in Milan sees daily highs of 65°F and lows of 52°F at night. Wrap up your sightseeing on the 5th (Tue) to allow time to take a train to Florence.

Things to do in Milan

Historic Sites · Tours · Museums · Shopping

Florence

— 4 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Florence is known for museums, historic sites, and shopping. Your plan includes some of its best attractions: admire the masterpieces at Florence Academy of Fine Arts, get to know the fascinating history of Piazza del Duomo, make a trip to Piazzale Michelangelo, and enjoy breathtaking views from Campanile di Giotto.

To find photos, more things to do, other places to visit, and other tourist information, read Florence online trip itinerary planner.

You can take a train from Milan to Florence in 2.5 hours. Other options are to drive; or fly. Expect somewhat warmer weather when traveling from Milan in October: highs in Florence hover around 71°F, while lows dip to 54°F. Finish up your sightseeing early on the 9th (Sat) so you can go by car to Siena.

Things to do in Florence

Tours · Historic Sites · Wineries · Museums

Side Trip

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.
Explore the numerous day-trip ideas around Siena: San Gimignano (Podere La Marronaia- Sosta Alle Colonne & Guardastelle Vineyard). Next up on the itinerary: indulge your senses at some of the top wineries in the area, pause for some serene contemplation at Duomo di Siena, contemplate the long history of San Francesco, and ponder the world of politics at Palazzo Pubblico and Museo Civico.

To find maps, other places to visit, traveler tips, and tourist information, refer to the Siena trip planner.

Drive from Florence to Siena in 1.5 hours. Alternatively, you can take a bus; or take a train. October in Siena sees daily highs of 73°F and lows of 56°F at night. Finish up your sightseeing early on the 12th (Tue) so you can go by car to Ravello.

Things to do in Siena

Wineries · Historic Sites · Tours · Museums

Side Trip

Ravello

— 2 nights
Best known for its celebrated terraced gardens, Ravello is a hidden gem of Italy's Amalfi Coast.
Kick off your visit on the 13th (Wed): kick back and relax at Fornillo, get a new perspective on things with Boat Tours & Water Sports, then pause for some serene contemplation at Chiesa di San Pancrazio Martire, then take in the architecture and atmosphere at Duomo di Sant'Andrea, and finally examine the collection at Museo della Carta. Get ready for a full day of sightseeing on the next day: take in the spiritual surroundings of Duomo di Ravello, admire the striking features of Villa Rufolo, then admire the natural beauty at Villa Cimbrone Gardens, then cruise along Amalfi Coast, and finally make a trip to Fiordo di Furore.

To find maps, more things to do, and other tourist information, use the Ravello trip planner.

Traveling by car from Siena to Ravello takes 5 hours. Alternatively, you can do a combination of train, subway, and taxi; or do a combination of train and bus. Expect somewhat warmer evenings in Ravello when traveling from Siena in October, with lows around 63°F. Finish your sightseeing early on the 14th (Thu) so you can drive to Naples.

Things to do in Ravello

Outdoors · Historic Sites · Parks · Beaches

Side Trips

Naples

— 2 nights
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Start off your visit on the 15th (Fri): delve into the distant past at Anfiteatro Romano, then do a tasting at Bosco de Medici Winery, then admire the striking features of Villa dei Misteri, and finally delve into the distant past at Pompeii Archaeological Park. On your second day here, explore the different monuments and memorials at Catacombe di San Gennaro, then admire the masterpieces at Museo e Real Bosco di Capodimonte, then examine the collection at Museo Archeologico Nazionale di Napoli, and finally admire the masterpieces at Museo Cappella Sansevero.

To find photos, where to stay, ratings, and more tourist information, read our Naples travel route app.

You can drive from Ravello to Naples in 1.5 hours. Alternatively, you can take a bus. Traveling from Ravello in October, expect a bit cooler with lows of 58°F in Naples. Wrap up your sightseeing on the 16th (Sat) early enough to take a train to Rome.

Things to do in Naples

Historic Sites · Museums · Wineries

Side Trip

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.
Step out of Rome with an excursion to Macchina di Santa Rosa in Viterbo--about 1h 25 min away. And it doesn't end there: steep yourself in history at St. Peter's Basilica, don't miss a visit to Spanish Steps, explore the ancient world of Pantheon, and savor the flavors at Food & Drink.

For maps, where to stay, reviews, and tourist information, read our Rome online trip itinerary builder.

Traveling by train from Naples to Rome takes 2 hours. Alternatively, you can drive; or fly. In October in Rome, expect temperatures between 73°F during the day and 55°F at night. Wrap up your sightseeing by early afternoon on the 21st (Thu) to allow enough time to travel back home.

Things to do in Rome

Historic Sites · Museums · Tours · Neighborhoods

Side Trips

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.