29 days in Italy Itinerary

29 days in Italy Itinerary

Created using Inspirock Italy travel route planner

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

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Milan

— 1 night

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 15th (Mon): pause for some serene contemplation at Basilica San Lorenzo Maggiore and then explore the world behind art at Pinacoteca Ambrosiana. On the 16th (Tue), you'll have a packed day of sightseeing: take an in-depth tour of Basilica di Sant'Ambrogio, step into the grandiose world of Castello Sforzesco, then take in the spiritual surroundings of Duomo di Milano, and finally admire the landmark architecture of Galleria Vittorio Emanuele II.

For ratings, photos, and more tourist information, read Milan vacation app.

Jeddah, Saudi Arabia to Milan is an approximately 9-hour flight. You can also drive; or do a combination of ferry and car. Traveling from Jeddah to Milan, you'll gain 2 hours due to the time zone difference. Traveling from Jeddah in March, expect Milan to be colder, temps between 16°C and 5°C. Cap off your sightseeing on the 16th (Tue) early enough to go by car to Venice.

Things to do in Milan

Historic Sites · Museums · Shopping

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.
Change things up with these side-trips from Venice: Scrovegni Chapel (in Padua) and Verona (Museo di Castelvecchio, Basilica di San Zeno Maggiore, &more). There's still lots to do: contemplate the waterfront views at Canal Grande, examine the collection at Doge's Palace, don't miss a visit to St Mark's Campanile, and admire the striking features of Basilica di San Marco.

To find ratings, reviews, traveler tips, and other tourist information, go to the Venice itinerary planner.

Traveling by car from Milan to Venice takes 3 hours. Alternatively, you can take a train; or fly. March in Venice sees daily highs of 17°C and lows of 5°C at night. Finish your sightseeing early on the 20th (Sat) to allow enough time to drive to Florence.

Things to do in Venice

Historic Sites · Museums · Tours · Parks

Side Trips

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.
Change things up with these side-trips from Florence: Podere Pellicciano - Agrisole (in San Miniato) and Pisa (Museo Aviotruppe Esercito Italiano & Leaning Tower of Pisa). There's lots more to do: explore the world behind art at Florence Academy of Fine Arts, enjoy breathtaking views from Campanile di Giotto, contemplate in the serene atmosphere at The Baptistery of St. John, and admire the natural beauty at The Boboli Gardens.

To see photos, where to stay, reviews, and tourist information, read our Florence visit planner.

You can drive from Venice to Florence in 3 hours. Other options are to take a train; or take a bus. In March, plan for daily highs up to 17°C, and evening lows to 6°C. Finish your sightseeing early on the 24th (Wed) so you can drive to Siena.

Things to do in Florence

Historic Sites · Museums · Tours · Wineries

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.
Change things up with these side-trips from Siena: Ciacci Piccolomini d'Aragona (in Castelnuovo dell'Abate), Winery Solaria Patrizia Cencioni (in Montalcino) and Buccelletti - Cantina (in Castiglion Fiorentino). There's lots more to do: don't miss a visit to Piazza del Campo, ponder the world of politics at Palazzo Pubblico and Museo Civico, steep yourself in history at Centro Storico di Siena, and awaken your taste buds at some of the top wineries in the area.

To find photos, traveler tips, and other tourist information, read our Siena online route planner.

You can drive from Florence to Siena in 1.5 hours. Other options are to take a bus; or take a train. March in Siena sees daily highs of 19°C and lows of 6°C at night. Finish your sightseeing early on the 27th (Sat) so you can drive to Assisi.

Things to do in Siena

Wineries · Historic Sites · Tours · Museums

Side Trips

Assisi

— 3 nights

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Get out of town with these interesting Assisi side-trips: Vineria del Carmine (in La Bruna), Perugia (Museo-Laboratorio di Tessitura a Mano Giuditta Brozzetti & Studio Moretti Caselli) and Montioni Frantoio e Cantina (in Montefalco). The adventure continues: pause for some serene contemplation at Basilica Papale e Sacro Convento di San Francesco d'Assisi, take in the spiritual surroundings of Eremo delle Carceri, explore the historical opulence of Rocca Maggiore, and see the interesting displays at Museo della Porziuncola.

To find maps, more things to do, and other tourist information, read our Assisi trip planner.

Getting from Siena to Assisi by car takes about 2 hours. Other options: take a bus; or take a train. In March in Assisi, expect temperatures between 17°C during the day and 5°C at night. Finish up your sightseeing early on the 30th (Tue) so you can go by car to Ravello.

Things to do in Assisi

Historic Sites · Wineries · Museums

Side Trips

Ravello

— 4 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 Parrocchia Di San Gennaro (in Praiano) and Positano (Food Tours, Il Sentiero Degli Dei, &more). The adventure continues: admire the striking features of Villa Rufolo, examine the collection at Museo della Carta, take in nature's colorful creations at Villa Cimbrone Gardens, and head outdoors with Amalfi Coast.

To find maps, more things to do, reviews, and tourist information, you can read our Ravello road trip planning website.

Traveling by car from Assisi to Ravello takes 5 hours. Alternatively, you can do a combination of train and taxi; or take a bus. Expect a bit warmer evenings in Ravello when traveling from Assisi in March, with lows around 14°C. Finish your sightseeing early on the 3rd (Sat) so you can drive to Naples.

Things to do in Ravello

Parks · Outdoors · Nature · Historic Sites

Side Trips

Naples

— 4 nights
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. You'll find plenty of places to visit near Naples: Sorrento (Wine Tours & Tastings & Food Tours). There's much more to do: steep yourself in history at Pompeii Archaeological Park, take in the spiritual surroundings of Museo Cappella Sansevero, explore the different monuments and memorials at Catacombe di San Gennaro, and take in the architecture and atmosphere at Cloister of Santa Chiara.

To see where to stay, maps, traveler tips, and more tourist information, go to the Naples trip planner.

You can drive from Ravello to Naples in 1.5 hours. Another option is to take a bus. Traveling from Ravello in April, expect little chillier with lows of 13°C in Naples. Wrap up your sightseeing on the 7th (Wed) to allow time to take a train to Rome.

Things to do in Naples

Tours · Historic Sites · Wineries · Museums

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, nightlife, and museums. Your plan includes some of its best attractions: steep yourself in history at Palatine Hill, don't miss a visit to Spanish Steps, pause for some serene contemplation at St. Peter's Basilica, and explore the ancient world of Pantheon.

To find reviews, photos, more things to do, and more tourist information, read our Rome trip planning site.

You can take a train from Naples to Rome in 2 hours. Alternatively, you can drive; or fly. In April in Rome, expect temperatures between 24°C during the day and 11°C at night. Wrap up your sightseeing by early afternoon on the 12th (Mon) to allow time for travel back home.

Things to do in Rome

Historic Sites · Museums · Tours · Neighborhoods

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.