27 days in Italy Itinerary

27 days in Italy Itinerary

Created using Inspirock Italy Trip Planner
Make it your trip
Fly
1
Rome
— 6 nights
Drive
2
Cortona
— 7 nights
Train
3
Turin
— 3 nights
Train
4
Mestre
— 3 nights
Train
5
Florence
— 3 nights
Train
6
Naples
— 2 nights
Train to Rome, Fly to Sydney

S M T W T F S
6
7
8
9
10
11
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

Rome — 6 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Step out of Rome with an excursion to Villa Adriana in Tivoli--about 36 minutes away. And it doesn't end there: contemplate the long history of St. Peter's Basilica, take in the architecture and atmosphere at Pantheon, admire the masterpieces at Vatican Museums, and explore the ancient world of Colosseum.

To find maps, reviews, ratings, and other tourist information, read Rome road trip planning tool.

Sydney, Australia to Rome is an approximately 24.5-hour flight. Traveling from Sydney to Rome, you'll gain 9 hours due to the time zone difference. Traveling from Sydney in December, things will get much colder in Rome: highs are around 16°C and lows about 4°C. Cap off your sightseeing on the 15th (Tue) early enough to go by car to Cortona.
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Historic Sites · Museums · Outdoors · Tours
Side Trips
Find places to stay Dec 9 — 15:

Cortona — 7 nights

City of Art

The hilltop town of Cortona gained international attention as the subject of the 2003 film "Under the Tuscan Sun." With the Chiana Valley and Lake Trasimeno as its backdrop, Cortona is one of Tuscany's hotspots for art and culture.
Explore Cortona's surroundings by going to Cascate del Mulino (in Saturnia), Abbazia di Sant'Antimo (in Castelnuovo dell'Abate) and Piazza Grande a Montepulciano (in Montepulciano). There's much more to do: contemplate in the serene atmosphere at Santa Maria della Pieve, take an in-depth tour of MAEC - Museo dell'Accademia Etrusca, admire the landmark architecture of Palazzo Ducale di Urbino, and make a trip to Piazza Grande.

To find traveler tips, reviews, other places to visit, and other tourist information, go to the Cortona tour itinerary planner.

Drive from Rome to Cortona in 2.5 hours. Alternatively, you can take a train. Wrap up your sightseeing by early afternoon on the 22nd (Tue) to allow enough time to take a train to Turin.
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Spas · Historic Sites · Shopping · Museums
Side Trips
Find places to stay Dec 15 — 22:

Turin — 3 nights

City of Magic

A city of technology and industry, Turin is in northwestern Italy, a one-hour drive from the French border and slightly more than that from the Mediterranean Sea.
Step out of Turin with an excursion to Reggia Di Reale in Venaria Reale--about 32 minutes away. There's much more to do: explore the world behind art at Museo Egizio, take in the architecture and atmosphere at Basilica di Superga, see the interesting displays at Civic Museum of Ancient Art (Palazzo Madama), and make a trip to Piazza San Carlo.

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

Traveling by train from Cortona to Turin takes 4.5 hours. Alternatively, you can drive; or do a combination of train and flight. December in Turin sees daily highs of 8°C and lows of 3°C at night. Wrap up your sightseeing by early afternoon on the 25th (Fri) to allow enough time to take a train to Mestre.
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Museums · Historic Sites · Shopping
Side Trip
Find places to stay Dec 22 — 25:

Mestre — 3 nights

Mestre is the centre and the most populated urban area of the mainland of Venice, part of the territory of the Metropolitan City of Venice, in Veneto, northern Italy.Administratively speaking, Mestre forms (together with the nearby urban area of Carpenedo) the Municipalità di Mestre-Carpenedo, one of the six boroughs of the commune (Comune) of Venice. Explore Mestre's surroundings by going to Church of Santa Maria e San Donato (in Murano) and Padua (Basilica of St. Anthony, Chiesa degli Eremitani - World Heritage Site, &more).

Quickly create a custom-made itinerary for Mestre using our trip planner.

Traveling by train from Turin to Mestre takes 4 hours. Alternatively, you can drive; or do a combination of flight and bus. In December, daytime highs in Mestre are 11°C, while nighttime lows are 1°C. Finish your sightseeing early on the 28th (Mon) so you can take a train to Florence.
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Historic Sites · Nightlife
Side Trips
Find places to stay Dec 25 — 28:

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 sightseeing, museums, and historic sites. Your trip includes some of its best attractions: admire the masterpieces at Gallerie Degli Uffizi, take in the views from Ponte Vecchio, take in panoramic vistas at Campanile di Giotto, and make a trip to Piazzale Michelangelo.

To find photos, where to stay, traveler tips, and more tourist information, read our Florence road trip planner.

Getting from Mestre to Florence by train takes about 3 hours. Other options: drive; or take a bus. When traveling from Mestre in December, plan for somewhat warmer days in Florence, with highs around 15°C, while nights are about the same with lows around 4°C. Cap off your sightseeing on the 31st (Thu) early enough to catch the train to Naples.
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Historic Sites · Museums
Find places to stay Dec 28 — 31:

Naples — 2 nights

Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. On the 1st (Fri), contemplate the long history of Pompeii Archaeological Park, then admire the masterpieces at Museo e Real Bosco di Capodimonte, then pause for some serene contemplation at Duomo di Napoli, and finally admire the masterpieces at Museo Cappella Sansevero. Here are some ideas for day two: get engrossed in the history at Galleria Borbonica, make a trip to Piazza del Plebiscito, make a trip to Via San Gregorio Armeno, then pause for some serene contemplation at Cloister of Santa Chiara, and finally examine the collection at Museo Archeologico Nazionale di Napoli.

For ratings, photos, where to stay, and more tourist information, go to the Naples holiday planning app.

Take a train from Florence to Naples in 3 hours. Alternatively, you can do a combination of flight and train; or drive. December in Naples sees daily highs of 17°C and lows of 6°C at night. Finish your sightseeing early on the 2nd (Sat) so you can travel back home.
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Historic Sites · Museums
Side Trip
Find places to stay Dec 31 — Jan 2:

Italy travel guide

4.6
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.
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