13 days in Italy Itinerary

13 days in Italy Itinerary

Created using Inspirock Europe holiday builder

Make it your trip
Fly
1
Venice
— 1 night
Drive
2
Milan
— 1 day
Train
3
Florence
— 3 nights
Fly
4
Otranto
— 3 nights
Fly
5
Rome
— 3 nights
Fly

S M T W T F S
5
6
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10
11
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Venice

— 1 night

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.
Kick off your visit on the 10th (Fri): contemplate the waterfront views at Canal Grande, then snap pictures at Ponte di Rialto, and then take in the architecture and atmosphere at Basilica di San Marco. Get ready for a full day of sightseeing on the next day: contemplate the long history of St Mark's Campanile, admire the striking features of Doge's Palace, then get to know the fascinating history of Piazza San Marco, then snap pictures at Ponte dei Sospiri, and finally explore the world behind art at Peggy Guggenheim Collection.

To find reviews, where to stay, photos, and tourist information, refer to the Venice journey site.

Chicago, USA to Venice is an approximately 12-hour flight. Traveling from Chicago to Venice, you'll lose 7 hours due to the time zone difference. Expect a daytime high around 77°F in September, and nighttime lows around 59°F. Finish up your sightseeing early on the 11th (Sat) so you can go by car to Milan.

Things to do in Venice

Historic Sites · Museums · Parks · Nature

Milan

— 1 day

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 12th (Sun), take an in-depth tour of Basilica di Sant'Ambrogio, explore the historical opulence of Castello Sforzesco, then admire the landmark architecture of Galleria Vittorio Emanuele II, and finally contemplate in the serene atmosphere at Duomo di Milano.

To see traveler tips, ratings, and tourist information, use the Milan trip itinerary planner.

You can drive from Venice to Milan in 3 hours. Alternatively, you can take a train; or take a bus. In September in Milan, expect temperatures between 76°F during the day and 57°F at night. Finish your sightseeing early on the 12th (Sun) to allow enough time to take a train to Florence.

Things to do in Milan

Historic Sites · Shopping · Museums

Florence

— 3 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 trip includes some of its best attractions: explore the world behind art at Florence Academy of Fine Arts, contemplate the long history of The Baptistery of St. John, take in the views from Ponte Vecchio, and take in nature's colorful creations at The Boboli Gardens.

To find maps, photos, traveler tips, and other tourist information, use the Florence travel route planner.

Traveling by train from Milan to Florence takes 2.5 hours. Alternatively, you can drive; or take a bus. Expect a daytime high around 78°F in September, and nighttime lows around 59°F. Wrap up your sightseeing on the 15th (Wed) to allow time to fly to Otranto.

Things to do in Florence

Historic Sites · Museums · Tours · Parks

Otranto

— 3 nights
Otranto is a town and comune in the province of Lecce (Apulia, Italy), in a fertile region once famous for its breed of horses.It is located on the east coast of the Salento peninsula. Venture out of the city with trips to Lido Punta della Suina (in Gallipoli), Frantoi Ipogei (in Specchia) and Maldive del Salento Pescoluse (in Pescoluse). There's much more to do: get outside with Circolo Ippico Malepezza, appreciate the extensive heritage of Centro Storico Otranto, take in the spiritual surroundings of Cattedrale Di Otranto, and enjoy breathtaking views from Torre Minervino.

To find ratings, more things to do, photos, and tourist information, you can read our Otranto trip planning tool.

You can fly from Florence to Otranto in 3 hours. Alternatively, you can drive; or do a combination of train and bus. In September, daily temperatures in Otranto can reach 81°F, while at night they dip to 62°F. Finish your sightseeing early on the 18th (Sat) to allow enough time to fly to Rome.

Things to do in Otranto

Outdoors · Parks · Historic Sites · Beaches

Side Trips

Rome

— 3 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 trip includes some of its best attractions: take in the architecture and atmosphere at St. Peter's Basilica, steep yourself in history at Colosseum, make a trip to Spanish Steps, and get to know the fascinating history of Piazza Navona.

To see more things to do, where to stay, photos, and other tourist information, use the Rome online road trip planner.

You can fly from Otranto to Rome in 3 hours. Other options are to drive; or do a combination of bus and train. In September, daily temperatures in Rome can reach 81°F, while at night they dip to 60°F. Finish your sightseeing early on the 21st (Tue) to allow enough time to fly back home.

Things to do in Rome

Historic Sites · Museums · Tours

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.

Puglia travel guide

4.1
Beaches · Landmarks · Churches
Situated at the southeastern tip of the country, Puglia forms the heel on the "boot" of Italy. First colonized by Mycenaean Greeks, the region flourished during Roman times as a major producer of grain and oil. Today, Puglia remains a predominantly agricultural part of the country, though its warm and sunny coastal weather makes it a favorite holiday destination with an ever-increasing number of tourists. The long coastline features attractions like sun-kissed beaches and lively resorts, many of which are overlooked by limestone cliffs. Deeper inland, Puglia is largely flat, a land of charming villages and world-class cuisine. Here, you'll find olive oil, grapes, tomatoes, peppers, mushrooms, and fresh seafood to give you sustenance as you continue sightseeing. Despite its reputation as a producer of some Italy's best food and wines, Puglia still has numerous rural corners that most tourists have yet to explore.