31 days in Italy Itinerary

31 days in Italy Itinerary

Created using Inspirock Italy sightseeing planner

Make it your trip
Unknown
1
Rome
— 2 nights
Train
2
Naples
— 2 nights
Train
3
Lecce
— 24 nights
Train
4
Rome
— 1 night
Fly

S M T W T F S
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15

Rome

— 2 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: contemplate the long history of St. Peter's Basilica, don't miss a visit to Roman Forum, ponder the design of Trevi Fountain, and explore the world behind art at Galleria Borghese.

To see traveler tips, photos, other places to visit, and tourist information, read our Rome trip itinerary planner.

Chicago, USA to Rome is an approximately 12.5-hour flight. Due to the time zone difference, you'll lose 7 hours traveling from Chicago to Rome. Prepare for somewhat warmer weather when traveling from Chicago in December: high temperatures in Rome hover around 57°F and lows are around 39°F. Wrap up your sightseeing on the 15th (Wed) early enough to take a train to Naples.

Things to do in Rome

Historic Sites · Museums

Side Trip

Naples

— 2 nights
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Kick off your visit on the 16th (Thu): pause for some serene contemplation at Duomo di Salerno, don't miss a visit to Centro Storico Salerno, then walk around Villa Comunale, and finally make a trip to Promenade Trieste. On the 17th (Fri), you'll have a packed day of sightseeing: browse the exhibits of Galleria Borbonica, explore the world behind art at Museo Cappella Sansevero, then look for gifts at Cosmos-Artigianato Napoletano, and finally don't miss a visit to Via San Gregorio Armeno.

For reviews, more things to do, traveler tips, and tourist information, refer to the Naples trip builder site.

Take a train from Rome to Naples in 2 hours. Alternatively, you can drive; or fly. In December in Naples, expect temperatures between 59°F during the day and 42°F at night. Finish your sightseeing early on the 17th (Fri) so you can travel to Lecce.

Things to do in Naples

Historic Sites · Museums · Parks · Shopping

Side Trip

Lecce

— 24 nights

Florence of the South

Known as the Florence of the South, Lecce is distinguished for its elaborate Baroque monuments.
Explore Lecce's surroundings by going to Alberobello (Trullo Sovrano, I Trulli di Alberobello - World Heritage Site, &more), Masseria Brancati (in Ostuni) and Otranto (Centro Storico Otranto & Cattedrale Di Otranto). Next up on the itinerary: stroll through Jonian Dolphin Conservation, find something for the whole family at Sidereus, don't miss a visit to Ex Convento di S Francesco, and take in the architecture and atmosphere at Chiesa di San Matteo.

To see other places to visit, photos, where to stay, and tourist information, you can read our Lecce travel route planner.

Do a combination of train and flight from Naples to Lecce in 5 hours. Alternatively, you can drive; or take a train. In December, daily temperatures in Lecce can reach 58°F, while at night they dip to 40°F. Finish up your sightseeing early on the 10th (Mon) so you can catch the flight to Rome.

Things to do in Lecce

Historic Sites · Museums · Parks · Outdoors

Side Trips

Rome

— 1 night

Eternal City

Start off your visit on the 10th (Mon): contemplate in the serene atmosphere at Basilica Papale di Santa Maria Maggiore and then wander the streets of Trastevere.

To see photos, maps, reviews, and tourist information, you can read our Rome sightseeing planner.

Traveling by flight from Lecce to Rome takes 3 hours. Alternatively, you can take a train; or drive. Finish up your sightseeing early on the 11th (Tue) so you can catch the flight back home.

Things to do in Rome

Neighborhoods · Historic Sites · Museums

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.