9 days in Italy Itinerary

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Cinque Terre
— 1 night
— 2 nights
— 3 nights
— 2 nights


Cinque Terre — 1 night

Italian Riviera

Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
Kick off your visit on the 2nd (Fri): pause for some serene contemplation at Santa Margherita di Antiochia Church.

For photos, other places to visit, where to stay, and other tourist information, read Cinque Terre road trip app.

Milan to Cinque Terre is an approximately 3-hour car ride. You can also take a train. June in Cinque Terre sees daily highs of 32°C and lows of 18°C at night. Finish your sightseeing early on the 3rd (Sat) to allow enough time to drive to Florence.
Historic Sites · Parks · Trails · Outdoors
Find places to stay Jun 2 — 3:

Florence — 2 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
On the 4th (Sun), explore the world behind art at Florence Academy of Fine Arts, take in the spiritual surroundings of Basilica San Miniato al Monte, make a trip to Piazzale Michelangelo, appreciate the extensive heritage of Piazza del Duomo, then contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, and finally take in the spiritual surroundings of The Baptistery of St. John. Get ready for a full day of sightseeing on the 5th (Mon): admire the landmark architecture of Loggia dei Lanzi, then see the interesting displays at Synagogue and Jewish Museum of Florence, and then get to know the fascinating history of Centro Storico.

To find where to stay, traveler tips, and more tourist information, you can read our Florence trip itinerary planner.

Traveling by car from Cinque Terre to Florence takes 2.5 hours. Alternatively, you can take a train. Expect a daytime high around 33°C in June, and nighttime lows around 21°C. Wrap up your sightseeing on the 5th (Mon) to allow time to take a train to Bologna.
Historic Sites · Museums
Find places to stay Jun 3 — 5:

Bologna — 3 nights

Heart of Italian Cuisine

A city famous for its cuisine, Bologna is the seat of the oldest university in the world, founded in 1088.
You'll discover tucked-away gems like Chiesa di Santa Maria della Vita and Piazza Grande - World Heritage Site. Do some cultural sightseeing at Basilica di San Domenico and Casa Museo Luciano Pavarotti. Change things up with these side-trips from Bologna: Adrenaline & Extreme Tours (in Maranello) and Palazzo Ducale Piano Primo (in Sassuolo). Next up on the itinerary: take in the architecture and atmosphere at Cattedrale di San Pietro, examine the collection at Museo per la Memoria di Ustica, get to know the fascinating history of Canton de' Fiori, and admire the striking features of Portico di San Luca.

For maps, reviews, and other tourist information, read Bologna day trip planning website.

Traveling by train from Florence to Bologna takes 1.5 hours. Alternatively, you can drive; or take a bus. June in Bologna sees daily highs of 34°C and lows of 19°C at night. Finish your sightseeing early on the 8th (Thu) so you can take a train to Milan.
Historic Sites · Museums · Tours · Outdoors
Side Trips
Find places to stay Jun 5 — 8:

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.
For photos, reviews, other places to visit, and more tourist information, you can read our Milan trip app.

Traveling by train from Bologna to Milan takes 2 hours. Alternatively, you can drive; or take a bus. In June, daytime highs in Milan are 33°C, while nighttime lows are 20°C. Finish your sightseeing early on the 10th (Sat) to allow enough time to travel back home.
Historic Sites · Wineries · Tours · Breweries & Distilleries
Find places to stay Jun 8 — 10:

Italy travel guide

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.