37 days in Italy Itinerary

37 days in Italy Itinerary

Created using Inspirock Italy trip planner
Make it your trip
Fly
1
Verona
— 2 nights
Drive
2
Como
— 1 night
Drive
3
Milan
— 3 nights
Drive
4
Genoa
— 2 nights
Drive
5
La Spezia
— 2 nights
Drive
6
Pisa
— 2 nights
Drive
7
Florence
— 4 nights
Train
8
Bologna
— 1 night
Drive
9
Venice
— 4 nights
Drive
10
Trieste
— 1 night
Fly
11
Positano
— 4 nights
Drive
12
Naples
— 4 nights
Train
13
Rome
— 5 nights
Fly

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Verona — 2 nights

City of Romeo and Juliet

The famous setting for Shakespeare's star-crossed lovers, Romeo and Juliet, Verona is one of northern Italy's main tourist destinations, largely owing to its incredibly rich artistic heritage.
Start off your visit on the 2nd (Mon): don't miss a visit to Skyline di Mantova, then contemplate in the serene atmosphere at Basilica di Sant'Andrea di Mantova, then don't miss a visit to Piazza Bra, and finally contemplate in the serene atmosphere at Basilica di San Zeno Maggiore. Get ready for a full day of sightseeing on the 3rd (Tue): admire the masterpieces at Palazzo Ducale di Mantova, take in the architecture and atmosphere at Cappella dei Notai, examine the collection at Casa di Giulietta, enjoy breathtaking views from Torre dei Lamberti, then browse the eclectic array of goods at Piazza delle Erbe, and finally catch a live performance at Arena di Verona.

To find where to stay, photos, and more tourist information, read Verona road trip planner.

Sydney, Australia to Verona is an approximately 25-hour flight. You can also do a combination of flight and train. You'll gain 9 hours traveling from Sydney to Verona due to the time zone difference. Finish your sightseeing early on the 3rd (Tue) so you can drive to Como.
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Historic Sites · Museums · Neighborhoods · Shopping
Side Trip
Find places to stay Jan 1 — 3:

Como — 1 night

City of Silk

Known for its idyllic location on the shores of Lake Como and at the foot of the Alps, Como is one of northern Italy's most popular tourist destinations.
On the 4th (Wed), don't miss a visit to Piazza Cavour, take in the spiritual surroundings of Basilica di Sant'Abbondio, pause for some photo ops at Life Electric, then pause for some serene contemplation at Cathedral of Como (Duomo), and finally take in the spiritual surroundings of Basilica di San Fedele.

For where to stay, traveler tips, ratings, and other tourist information, read our Como trip itinerary maker tool.

Traveling by car from Verona to Como takes 2 hours. Alternatively, you can take a train. Expect a daytime high around 8°C in January, and nighttime lows around -1°C. Wrap up your sightseeing on the 4th (Wed) early enough to drive to Milan.
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Historic Sites
Find places to stay Jan 3 — 4:

Milan — 3 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.
Venture out of the city with trips to Parma (Cattedrale di Parma & Food Tours). Next up on the itinerary: contemplate in the serene atmosphere at Duomo di Milano, stroll the grounds of Monumental Cemetery, step into the grandiose world of Castello Sforzesco, and pause for some serene contemplation at Basilica di Sant'Ambrogio.

For where to stay, reviews, and tourist information, use the Milan trip planner.

Traveling by car from Como to Milan takes an hour. Alternatively, you can take a train; or take a bus. Expect a daytime high around 9°C in January, and nighttime lows around 0°C. Cap off your sightseeing on the 7th (Sat) early enough to go by car to Genoa.
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Historic Sites · Museums · Tours · Shopping
Side Trip
Find places to stay Jan 4 — 7:

Genoa — 2 nights

Once the most important harbor in the Mediterranean Sea, Genoa has a long history as a rich and powerful trade center in northern Italy.
Start off your visit on the 8th (Sun): get engrossed in the history at Basilica di Santa Maria di Castello, don't miss a visit to Chiesa Di San Donato, then admire nature's wide array of creatures at Aquarium of Genoa, and finally take in the architecture and atmosphere at Basilica delle Vigne. Get ready for a full day of sightseeing on the next day: contemplate in the serene atmosphere at Cattedrale di San Lorenzo - Duomo di Genova, explore the world behind art at Museo Diocesano Di Genova, then look for gifts at Le Gramole Olioteca, and finally sample some tasty brews at Prime Time-La boutique dei Viaggi in Liguria.

To see photos, where to stay, ratings, and tourist information, you can read our Genoa trip itinerary planning website.

You can drive from Milan to Genoa in 2 hours. Alternatively, you can take a train. Plan for somewhat warmer temperatures traveling from Milan in January, with highs in Genoa at 13°C and lows at 7°C. Finish up your sightseeing early on the 9th (Mon) so you can go by car to La Spezia.
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Historic Sites · Museums · Parks · Zoos & Aquariums
Find places to stay Jan 7 — 9:

La Spezia — 2 nights

La Spezia, at the head of the Gulf of La Spezia in the Liguria region of Northern Italy, is the capital city of the province of La Spezia.In terms of population, La Spezia is the second city in the Liguria region, preceded just by Genoa. Start off your visit on the 10th (Tue): walk around Parco Naturale Regionale di Porto Venere, don't miss a visit to La Terrazza Luminosa, and then appreciate the extensive heritage of Borgo Storico di Manarola. Get ready for a full day of sightseeing on the 11th (Wed): get to know the fascinating history of Borgo Antico, pause for some photo ops at Il Gigante, take in the architecture and atmosphere at Convento dei Cappuccini e Chiesa di San Francesco, then don't miss a visit to Corso Cavour, and finally contemplate in the serene atmosphere at Chiesa di Nostra Signora della Neve.

To find traveler tips, ratings, more things to do, and more tourist information, use the La Spezia trip planner.

Traveling by car from Genoa to La Spezia takes 1.5 hours. Alternatively, you can take a train. Traveling from Genoa in January, plan for a bit cooler nights in La Spezia, with lows around 3°C. Finish your sightseeing early on the 11th (Wed) to allow enough time to drive to Pisa.
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Historic Sites · Parks
Side Trips
Find places to stay Jan 9 — 11:

Pisa — 2 nights

Known worldwide for the Leaning Tower of Pisa, the city of Pisa historically served as a maritime power in the heart of Tuscany.
Kick off your visit on the 12th (Thu): enjoy breathtaking views from Leaning Tower of Pisa, then don't miss a visit to Piazza dei Miracoli, then examine the collection at Museo Aviotruppe Esercito Italiano, and finally sample the tasty concoctions at La Staffetta Tap Room. Keep things going the next day: take in the spiritual surroundings of Duomo di Pisa, contemplate the long history of Le mura di Lucca, take in panoramic vistas at Torre Guinigi, then admire the striking features of St Martin Cathedral, and finally learn about winemaking at Podere Pellicciano - Agrisole.

For more things to do, maps, and more tourist information, read Pisa travel itinerary planner.

Drive from La Spezia to Pisa in an hour. Alternatively, you can take a train. In January, daytime highs in Pisa are 13°C, while nighttime lows are 3°C. Finish your sightseeing early on the 13th (Fri) so you can drive to Florence.
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Historic Sites · Breweries & Distilleries · Wineries · Museums
Side Trips
Find places to stay Jan 11 — 13:

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: Siena (Centro Storico di Siena, Duomo di Siena, &more). The adventure continues: explore the world behind art at Florence Academy of Fine Arts, steep yourself in history at Basilica of Santa Croce, take in the views from Ponte Vecchio, and get to know the fascinating history of Piazza della Signoria.

For photos, where to stay, reviews, and more tourist information, go to the Florence trip planner.

Traveling by car from Pisa to Florence takes 1.5 hours. Alternatively, you can take a bus; or take a train. In January, daily temperatures in Florence can reach 13°C, while at night they dip to 3°C. Cap off your sightseeing on the 17th (Tue) early enough to catch the train to Bologna.
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Historic Sites · Museums · Parks
Side Trip
Find places to stay Jan 13 — 17:

Bologna — 1 night

Heart of Italian Cuisine

A city famous for its cuisine, Bologna is the seat of the oldest university in the world, founded in 1088.
Start off your visit on the 18th (Wed): get engrossed in the history at Museo Civico Archeologico, pause for some serene contemplation at Basilica - Santuario di Santo Stefano, don't miss a visit to Compianto sul Cristo Morto, then steep yourself in history at Piazza Maggiore, and finally take in panoramic vistas at Le Due Torri Torre degli Asinell.

To see traveler tips, more things to do, ratings, and other tourist information, you can read our Bologna day trip planning site.

Traveling by train from Florence to Bologna takes 1.5 hours. Alternatively, you can drive; or take a bus. Traveling from Florence in January, things will get slightly colder in Bologna: highs are around 9°C and lows about 0°C. Finish your sightseeing early on the 18th (Wed) so you can drive to Venice.
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Historic Sites · Museums
Find places to stay Jan 17 — 18:

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.
Venture out of the city with trips to Cantina San Gregorio (in Valdobbiadene) and Padua (Prato della Valle, Basilica of St. Anthony, &more). There's much more to do: explore the activities along Canal Grande, admire the masterpieces at Peggy Guggenheim Collection, contemplate in the serene atmosphere at Basilica di Santa Maria Gloriosa dei Frari, and admire the landmark architecture of Doge's Palace.

To find ratings, more things to do, and other tourist information, go to the Venice online tour itinerary planner.

Drive from Bologna to Venice in 2 hours. Alternatively, you can take a train. In January, daily temperatures in Venice can reach 9°C, while at night they dip to 0°C. Wrap up your sightseeing on the 22nd (Sun) early enough to drive to Trieste.
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Historic Sites · Museums · Nature · Parks
Side Trips
Find places to stay Jan 18 — 22:

Trieste — 1 night

Pearl of the Adriatic

Trieste is a charming old town with a quiet atmosphere often compared to eastern European cities.
Start off your visit on the 23rd (Mon): test your problem-solving skills at popular escape rooms, get to know the fascinating history of Little Berlin, then indulge in some personalized pampering at some of the best spas, and finally make a trip to Piazza dell'Unita d'Italia.

To find reviews, other places to visit, maps, and tourist information, read Trieste trip website.

Traveling by car from Venice to Trieste takes 2 hours. Alternatively, you can take a shuttle; or take a train. Traveling from Venice in January, Trieste is somewhat warmer at night with lows of 4°C. Finish your sightseeing early on the 23rd (Mon) to allow enough time to fly to Positano.
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Historic Sites · Fun & Games · Spas
Find places to stay Jan 22 — 23:

Positano — 4 nights

Often referred to as the gem of the Amalfi Coast, Positano remains one of southern Italy's most sought-after vacation locales, thanks to its hillside location and picturesque, pastel buildings.
Change things up with these side-trips from Positano: Sorrento (Food Tours & Villa di Pollio Felice - Bagni della Regina Giovanna), Santuario Santa Maria del Bando (in Atrani) and Amalfi (Duomo di Sant'Andrea, Museo della Carta, &more). There's much more to do: make a trip to Parocchia di San Luca Evangelista, awaken your taste buds at Amalfi coast Lemon Tour, contemplate in the serene atmosphere at Duomo di Ravello, and pause for some serene contemplation at Chiesa Dell'Annunziata.

To see where to stay, ratings, and tourist information, use the Positano trip itinerary maker app.

You can fly from Trieste to Positano in 3 hours. Other options are to drive; or do a combination of train and bus. Traveling from Trieste in January, things will get a bit warmer in Positano: highs are around 15°C and lows about 10°C. Cap off your sightseeing on the 27th (Fri) early enough to go by car to Naples.
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Historic Sites · Parks · Tours · Outdoors
Side Trips
Find places to stay Jan 23 — 27:

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: Salerno (Scale Di Via Velia, Palazzo d'Avossa, &more). And it doesn't end there: delve into the distant past at Pompeii Archaeological Park, take in the architecture and atmosphere at Cloister of Santa Chiara, get to know the fascinating history of Lungomare Caracciolo, and make a trip to Via San Gregorio Armeno.

For ratings, where to stay, maps, and other tourist information, refer to the Naples trip itinerary tool.

Traveling by car from Positano to Naples takes 1.5 hours. Alternatively, you can take a bus. Plan for a bit cooler nights when traveling from Positano in January since evenings lows in Naples dip to 6°C. Finish your sightseeing early on the 31st (Tue) so you can take a train to Rome.
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Historic Sites · Parks · Museums
Side Trips
Find places to stay Jan 27 — 31:

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, sightseeing, and nightlife. Your trip includes some of its best attractions: don't miss a visit to St. Peter's Basilica, admire the masterpieces at Galleria Borghese, admire the local landmark of Trevi Fountain, and pause for some serene contemplation at Pantheon.

To see other places to visit, photos, maps, and tourist information, read our Rome day trip site.

Take a train from Naples to Rome in 2 hours. Alternatively, you can drive; or fly. January in Rome sees daily highs of 15°C and lows of 4°C at night. Wrap up your sightseeing by early afternoon on the 5th (Sun) to allow time for the flight back home.
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Historic Sites · Museums · Neighborhoods
Side Trip
Find places to stay Jan 31 — Feb 5:

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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Lake Como travel guide

4.2
Gardens · Architectural Buildings · Churches
A favorite vacation spot for more than a century, Lake Como was once an exclusive retreat for local aristocrats and wealthy people. It is not only one of Europe's most beautiful lakes, but also one of the deepest at more than 400 m (1,300 ft). Surrounded by elegant villas, the lake has become a popular holiday destination for tourists because of its range of attractions, from landscapes, wildlife, and spas, to activities like sailing, windsurfing, and kite-surfing. The area has been an inspiration for artists since Roman times. English poet Percy Bysshe Shelley wrote, "This lake exceeds anything I ever beheld in beauty…It is long and narrow and has the appearance of a mighty river winding among the mountains and the forests."
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