29 days in Italy Itinerary

29 days in Italy Itinerary

Created using Inspirock Italy trip planner

Make it your trip
Fly
1
Naples
— 3 nights
Drive
2
Ravello
— 3 nights
Drive
3
Rome
— 4 nights
Drive
4
Assisi
— 2 nights
Drive
5
Siena
— 3 nights
Drive
6
Florence
— 4 nights
Train
7
Milan
— 2 nights
Drive
8
Verona
— 3 nights
Drive
9
Venice
— 4 nights
Fly

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Naples

— 3 nights
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Explore Naples' surroundings by going to Wine Tours & Tastings (in Sorrento) and Villa dei Misteri (in Pompeii). There's much more to do: delve into the distant past at Pompeii Archaeological Park, see the interesting displays at Certosa e Museo di San Martino Napoli, take in the architecture and atmosphere at Duomo di Napoli, and stroll the grounds of Catacombe di San Gennaro.

To see traveler tips, ratings, where to stay, and more tourist information, use the Naples trip itinerary maker site.

Warsaw, Poland to Naples is an approximately 5.5-hour flight. You can also drive; or take a train. Expect a bit warmer temperatures when traveling from Warsaw in April; daily highs in Naples reach 23°C and lows reach 13°C. Cap off your sightseeing on the 27th (Tue) early enough to go by car to Ravello.

Things to do in Naples

Historic Sites · Museums · Wineries · Tours

Side Trips

Ravello

— 3 nights
Best known for its celebrated terraced gardens, Ravello is a hidden gem of Italy's Amalfi Coast.
Venture out of the city with trips to Positano (Il Sentiero Degli Dei, Food Tours, &more) and Torre di Grado (in Praiano). Next up on the itinerary: take in the architecture and atmosphere at Duomo di Sant'Andrea, admire the sheer force of Valle delle Ferriere, contemplate in the serene atmosphere at Cloister del Paradiso, and contemplate the long history of Duomo di Ravello.

For ratings, photos, other places to visit, and tourist information, you can read our Ravello day trip planner.

Getting from Naples to Ravello by car takes about 1.5 hours. Other options: take a bus. Traveling from Naples in April, plan for a bit warmer nights in Ravello, with lows around 17°C. Wrap up your sightseeing on the 30th (Fri) to allow time to drive to Rome.

Things to do in Ravello

Wildlife · Parks · Historic Sites · Tours

Side Trips

Rome

— 4 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, nightlife, and museums. Your plan includes some of its best attractions: pause for some serene contemplation at St. Peter's Basilica, admire the masterpieces at Galleria Borghese, contemplate the long history of Palatine Hill, and explore the ancient world of Pantheon.

To find ratings, traveler tips, and tourist information, use the Rome trip itinerary maker site.

Traveling by car from Ravello to Rome takes 3.5 hours. Alternatively, you can do a combination of taxi and train; or take a bus. Plan for slightly colder nights when traveling from Ravello in April since evenings lows in Rome dip to 11°C. Wrap up your sightseeing on the 4th (Tue) to allow time to drive to Assisi.

Things to do in Rome

Historic Sites · Museums · Neighborhoods

Side Trip

Assisi

— 2 nights

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Kick off your visit on the 5th (Wed): do a tasting at Tili Vini Societa Agricola, then take in the architecture and atmosphere at Cattedrale di San Rufino, then pause for some serene contemplation at Basilica Papale e Sacro Convento di San Francesco d'Assisi, and finally contemplate in the serene atmosphere at Basilica di Santa Chiara. On the 6th (Thu), you'll have a packed day of sightseeing: see the interesting displays at Museo della Porziuncola, take in the architecture and atmosphere at Basilica di Santa Maria degli Angeli - Porziuncola, see the interesting displays at Museo-Laboratorio di Tessitura a Mano Giuditta Brozzetti, explore the historical opulence of Rocca Maggiore, then take in the spiritual surroundings of Eremo delle Carceri, and finally pause for some serene contemplation at San Damiano.

To see reviews, photos, and other tourist information, read Assisi online road trip planner.

Drive from Rome to Assisi in 2.5 hours. Alternatively, you can take a train; or take a bus. Traveling from Rome in May, plan for little chillier nights in Assisi, with lows around 13°C. Finish your sightseeing early on the 6th (Thu) to allow enough time to drive to Siena.

Things to do in Assisi

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.
Go for a jaunt from Siena to San Gimignano to see Guardastelle Vineyard about 52 minutes away. There's much more to do: make a trip to Piazza del Campo, admire the masterpieces at Complesso Museale Santa Maria della Scala, contemplate in the serene atmosphere at Battistero di San Giovanni, and take in the architecture and atmosphere at Basilica Cateriniana San Domenico.

To see ratings, maps, where to stay, and other tourist information, you can read our Siena attractions planner.

Traveling by car from Assisi to Siena takes 2 hours. Alternatively, you can take a bus; or take a train. In May, daytime highs in Siena are 27°C, while nighttime lows are 13°C. Wrap up your sightseeing on the 9th (Sun) early enough to drive to Florence.

Things to do in Siena

Historic Sites · Museums · Wineries

Side Trip

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.
Go for a jaunt from Florence to Pisa to see Leaning Tower of Pisa about 1h 20 min away. Next up on the itinerary: take in the spiritual surroundings of Cathedral of Santa Maria del Fiore, steep yourself in history at Basilica of Santa Croce, admire the landmark architecture of Campanile di Giotto, and snap pictures at Ponte Vecchio.

Plan my trip to Florence with suggested itineraries provided by Inspirock.

Traveling by car from Siena to Florence takes 1.5 hours. Alternatively, you can take a bus; or take a train. In May in Florence, expect temperatures between 25°C during the day and 13°C at night. Wrap up your sightseeing on the 13th (Thu) to allow time to take a train to Milan.

Things to do in Florence

Historic Sites · Museums · Parks · Shopping

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.
On the 14th (Fri), get a taste of the local shopping with Galleria Vittorio Emanuele II, contemplate in the serene atmosphere at Duomo di Milano, then see La Casa Maledetta, and finally explore the world behind art at Pinacoteca Ambrosiana. On the 15th (Sat), you'll have a packed day of sightseeing: examine the collection at Tempio Civico della Beata Vergine Incoronata, then stroll the grounds of Monumental Cemetery, and then steep yourself in history at Castello Sforzesco.

Make your Milan itinerary with Inspirock to find out what to see and where to go.

Traveling by train from Florence to Milan takes 2.5 hours. Alternatively, you can drive; or fly. Expect a daytime high around 26°C in May, and nighttime lows around 15°C. Finish your sightseeing early on the 15th (Sat) so you can drive to Verona.

Things to do in Milan

Historic Sites · Museums · Nightlife · Fun & Games

Side Trip

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.
Verona is known for nightlife, historic sites, and museums. Your plan includes some of its best attractions: listen to music at Arena di Verona, hunt for treasures at Piazza delle Erbe, don't miss a visit to Piazza Bra, and appreciate the extensive heritage of Centro Storico.

To find where to stay, reviews, photos, and tourist information, go to the Verona road trip planner.

Getting from Milan to Verona by car takes about 2 hours. Other options: take a train. In May, daily temperatures in Verona can reach 27°C, while at night they dip to 13°C. Finish your sightseeing early on the 18th (Tue) to allow enough time to drive to Venice.

Things to do in Verona

Historic Sites · Neighborhoods · Shopping · Museums

Venice

— 4 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.
You'll find plenty of places to visit near Venice: Padua (Scrovegni Chapel, Basilica of St. Anthony, &more). There's lots more to do: explore the activities along Canal Grande, pause for some serene contemplation at San Giorgio Maggiore, take in the views from Ponte di Rialto, and admire the landmark architecture of Basilica di San Marco.

To see where to stay, maps, traveler tips, and other tourist information, use the Venice day trip app.

Traveling by car from Verona to Venice takes 1.5 hours. Alternatively, you can take a shuttle; or take a train. In May, daily temperatures in Venice can reach 26°C, while at night they dip to 15°C. Cap off your sightseeing on the 22nd (Sat) early enough to catch the flight back home.

Things to do in Venice

Historic Sites · Museums · Childrens Museums · Nature

Side Trip

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.