37 days in Italy Itinerary

37 days in Italy Itinerary

Created using Inspirock Europe attractions planner
Make it your trip
Fly
1
Rome
— 5 nights
Drive
2
Assisi
— 2 nights
Drive
3
Siena
— 5 nights
Drive
4
Pisa
— 2 nights
Drive
5
Florence
— 4 nights
Drive
6
Bologna
— 1 night
Drive
7
Venice
— 3 nights
Drive
8
Verona
— 2 nights
Drive
9
Milan
— 4 nights
Drive
10
Turin
— 2 nights
Drive
11
Como
— 2 nights
Drive
12
Bellagio
— 2 nights
Ferry to Cadenabbia, Drive to Lugano

S M T W T F S
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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.
Get some cultural insight at Colosseum and Centro Storico Associazione Centro Storico. You'll discover tucked-away gems like Basilica di San Pietro in Vincoli and Church of St. Louis of the French. There's still lots to do: explore the ancient world of Palatine Hill, admire the striking features of Villa Borghese, contemplate the long history of St. Peter's Basilica, and contemplate in the serene atmosphere at Cupola di San Pietro.

To find reviews, other places to visit, more things to do, and more tourist information, read our Rome journey planner.

Istanbul, Turkey to Rome is an approximately 5.5-hour flight. You can also drive; or take a bus. Traveling from Istanbul to Rome, you'll gain 2 hours due to the time zone difference. Traveling from Istanbul in November, Rome is slightly colder at night with lows of 9°C. Wrap up your sightseeing on the 16th (Wed) early enough to drive to Assisi.
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Find places to stay Nov 11 — 16:

Assisi — 2 nights

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Kick off your visit on the 16th (Wed): take in the exciting artwork at Assisi Galleria 6C, then appreciate the extensive heritage of Centro Storico di Assisi, and then get engrossed in the history at Roman Forum and Archaeological Museum. Keep things going the next day: get to know the fascinating history of Piazza Superiore di San Francesco, examine the collection at Museo della Porziuncola, see the interesting displays at Museo-Laboratorio di Tessitura a Mano Giuditta Brozzetti, then look for all kinds of wild species at Wild Foods Italy, then admire the landmark architecture of San Pietro, and finally admire the masterpieces at Studio Moretti Caselli.

For reviews, more things to do, maps, and other tourist information, refer to the Assisi trip planning site.

Traveling by car from Rome to Assisi takes 2.5 hours. Alternatively, you can take a train; or take a bus. When traveling from Rome in November, plan for little chillier days in Assisi, with highs around 17°C, while nights are about the same with lows around 7°C. Wrap up your sightseeing on the 18th (Fri) to allow time to drive to Siena.
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Find places to stay Nov 16 — 18:

Siena — 5 nights

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Step off the beaten path and head to Centro Storico di Siena and Palazzo Pubblico and Museo Civico. Torre del Mangia and Battistero di San Giovanni are good opportunities to explore the local culture. Venture out of the city with trips to San Gimignano (Duomo di San Gimignano, Torre Grossa, &more), Crete Senesi (in Asciano) and Cortona (Santa Margherita, Cortona & Belvedere di Cortona). There's lots more to do: appreciate the views at Val d'Orcia, step into the grandiose world of La Rocca di Staggia, get to know the fascinating history of Centro storico di Monteriggioni, and stop by Casa della Pelle.

To see reviews, maps, more things to do, and other tourist information, refer to the Siena trip website.

You can drive from Assisi to Siena in 2 hours. Alternatively, you can take a bus; or take a train. Expect a daytime high around 20°C in November, and nighttime lows around 10°C. Finish your sightseeing early on the 24th (Thu) so you can drive to Pisa.
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Find places to stay Nov 19 — 24:

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.
On the 25th (Fri), don't miss a visit to San Piero a Grado, then see the interesting displays at Museo Nazionale di San Matteo, then see the interesting displays at Museo Aviotruppe Esercito Italiano, and finally get engrossed in the history at Le Navi Antiche di Pisa. Here are some ideas for day two: see the interesting displays at Museo Nazionale della Certosa Monumentale di Calci, admire the striking features of St Martin Cathedral, see the interesting displays at Chiesa e Battistero di San Giovanni e Santa Reparata, then relax and rejuvenate at Bagni di Pisa Medical Spa, and finally make a trip to Leaning Tower of Pisa.

To see maps, more things to do, photos, and other tourist information, you can read our Pisa trip tool.

Drive from Siena to Pisa in 2 hours. Alternatively, you can take a train; or take a bus. In November, plan for daily highs up to 19°C, and evening lows to 9°C. Finish up your sightseeing early on the 26th (Sat) so you can go by car to Florence.
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Side Trips
Find places to stay Nov 24 — 26:

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.
Head to Piazza della Repubblica and Wine & Cheese shopfor some retail therapy. You'll explore and learn at Florence Academy of Fine Arts and Synagogue and Jewish Museum of Florence. And it doesn't end there: appreciate the extensive heritage of Centro Storico, pause for some photo ops at Loggia dei Lanzi, take in the spiritual surroundings of The Baptistery of St. John, and ponder the world of politics at Museo Nazionale del Bargello.

To see maps, more things to do, photos, and more tourist information, refer to the Florence holiday planner.

You can drive from Pisa to Florence in 1.5 hours. Alternatively, you can take a bus; or take a train. In November, plan for daily highs up to 19°C, and evening lows to 9°C. Finish up your sightseeing early on the 30th (Wed) so you can catch the train to Bologna.
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Find places to stay Nov 26 — 30:

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.
Kick off your visit on the 30th (Wed): take in the architecture and atmosphere at Cattedrale di San Pietro, then get some jogging in at Torre Prendiparte, then get engrossed in the history at La Macchina del Tempo, and finally wander the streets of Quadrilatero. Get ready for a full day of sightseeing on the 1st (Thu): take in the architecture and atmosphere at Chiesa di Santa Maria della Vita, look for gifts at Salumeria Simoni, admire the masterpieces at Museo di Palazzo Poggi, then see the interesting displays at Oratorio Di Santa Cecilia, then examine the collection at MAST, and finally steep yourself in history at Basilica di San Domenico.

To see more things to do, other places to visit, ratings, and more tourist information, refer to the Bologna online trip maker.

Take a train from Florence to Bologna in 1.5 hours. Alternatively, you can drive; or take a bus. When traveling from Florence in November, plan for a bit cooler days and about the same nights in Bologna: temperatures range from 15°C by day to 7°C at night. Finish up your sightseeing early on the 1st (Thu) so you can go by car to Venice.
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Find places to stay Nov 30 — Dec 1:

Venice — 3 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.
On the 2nd (Fri), take in the spiritual surroundings of Scuola Grande di San Rocco, wander the streets of Campo del Ghetto, wander the streets of Cannaregio, then explore the activities along Canal Grande, then don't miss a visit to Basilica di Santa Maria Gloriosa dei Frari, and finally contemplate the long history of Basilica dei Santi Giovanni e Paolo (San Zanipolo). On the next day, browse the exhibits of Doge's Palace, then don't miss a visit to Piazza San Marco, then admire the landmark architecture of Basilica di San Marco, and finally wander the streets of Dorsoduro.

To plan Venice vacation without wasting time, ask Inspirock to design an itinerary.

Traveling by car from Bologna to Venice takes 2 hours. Alternatively, you can take a train. In December, plan for daily highs up to 11°C, and evening lows to 1°C. Cap off your sightseeing on the 4th (Sun) early enough to go by car to Verona.
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Historic Sites · Neighborhoods · Museums · Nature
Find places to stay Dec 1 — 4:

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.
Kick off your visit on the 4th (Sun): take in the spiritual surroundings of Chiesa di San Giorgio in Braida-Verona, then wander the streets of Piazza delle Erbe, then take in the architecture and atmosphere at chiesa di San Lorenzo - Verona, and finally steep yourself in history at I Portoni della Bra. On the 5th (Mon), you'll have a packed day of sightseeing: see the interesting displays at Casa di Giulietta, take in the architecture and atmosphere at San Fermo Maggiore, Verona, delve into the distant past at Porta Borsari - World Heritage Site, then admire the landmark architecture of Arche Scaligere, then take in the architecture and atmosphere at Santa Maria Antica, and finally take in the spiritual surroundings of The Church of Sant'Eufemia.

To find photos, ratings, maps, and other tourist information, refer to the Verona tour planner.

Traveling by car from Venice to Verona takes 1.5 hours. Alternatively, you can take a shuttle; or take a train. Expect a daytime high around 8°C in December, and nighttime lows around 0°C. Wrap up your sightseeing on the 6th (Tue) early enough to drive to Milan.
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Find places to stay Dec 4 — 6:

Milan — 4 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.
Get some historical perspective at Duomo di Milano and Chiesa di Santa Maria presso San Satiro. Explore hidden gems such as Gallerie d’Italia and Museo Della Scienza E Della Tecnologia Leonardo da Vinci. There's much more to do: see the interesting displays at Museo del Novecento, steep yourself in history at Vicolo Privato Lavandai, take in the spiritual surroundings of Il Cenacolo, and see the sky in a new way at Civico Planetario Ulrico Hoepli.

For ratings, more things to do, reviews, and tourist information, you can read our Milan attractions planning app.

Getting from Verona to Milan by car takes about 2 hours. Other options: take a train. In December in Milan, expect temperatures between 9°C during the day and 1°C at night. Finish up your sightseeing early on the 10th (Sat) so you can catch the train to Turin.
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Find places to stay Dec 6 — 10:

Turin — 2 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.
Kick off your visit on the 10th (Sat): get engrossed in the history at Musei Reali, pause for some serene contemplation at Basilica di Maria Ausiliatrice, and then pause for some serene contemplation at Cappella dei Banchieri e dei Mercanti. Get ready for a full day of sightseeing on the 11th (Sun): take in the awesome beauty at Colline di Torino, then take in the architecture and atmosphere at Chiesa di Santa Maria del Monte dei Cappuccini, then admire the masterpieces at Fondazione Accorsi Ometto - Museo di Arti Decorative, and finally visit Quadrilatero Romano.

For other places to visit, where to stay, traveler tips, and other tourist information, read Turin trip builder tool.

Traveling by train from Milan to Turin takes 1.5 hours. Alternatively, you can drive; or take a bus. In December in Turin, expect temperatures between 8°C during the day and 3°C at night. Finish your sightseeing early on the 12th (Mon) so you can drive to Como.
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Find places to stay Dec 10 — 12:

Como — 2 nights

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.
Start off your visit on the 13th (Tue): take an in-depth tour of Civico Museo Archeologico Paolo Giovio, then get engrossed in the history at Civic Museum of the Risorgimento, then take in the architecture and atmosphere at Cathedral of Como (Duomo), and finally look for gifts at Libreria Ubik. Get ready for a full day of sightseeing on the next day: indulge in some personalized pampering at some of the best spas, then hike along Sentiero 6 - Valbasca, then contemplate in the serene atmosphere at Basilica di San Carpoforo, and finally see the interesting displays at Museo Didattico della Seta.

For photos, other places to visit, where to stay, and more tourist information, go to the Como trip builder app.

You can drive from Turin to Como in 2 hours. Alternatively, you can take a train; or take a bus. Plan for a bit cooler nights when traveling from Turin in December since evenings lows in Como dip to -1°C. Wrap up your sightseeing on the 15th (Thu) to allow time to drive to Bellagio.
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Find places to stay Dec 13 — 15:

Bellagio — 2 nights

Pearl of Lake Como

Known as the pearl of Lake Como for its luxury accommodations, high-end shops, and fine dining options, Bellagio serves as the lake's premiere resort town.
Visit Molino Maufet and Forte Montecchio Nord for their historical value. Explore hidden gems such as Walking Tour Bellagio - Lake of Como and Museo degli Strumenti per la Navigazione. Explore Bellagio's surroundings by going to Caseificio Latteria Sociale Di Valtorta (in Valtorta), Pista Ciclopedonale della Valsassina (in Cassina Valsassina) and Pista Ciclabile Sorico - Domaso (in Sorico). There's much more to do: take in the exciting artwork at Paul DEMARIA - The Open Lake & Landscape Studio d’Arte, take in the pleasant sights at La Perla del Lago, take in the architecture and atmosphere at Chiesa di San Giovanni Battista, and make a trip to Borgo di Pescallo.

To find reviews, other places to visit, traveler tips, and tourist information, go to the Bellagio trip builder.

Getting from Como to Bellagio by car takes about an hour. Other options: ride a ferry; or take a train. In December, daytime highs in Bellagio are 8°C, while nighttime lows are -1°C. Wrap up your sightseeing on the 17th (Sat) early enough to travel back home.
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Side Trips
Find places to stay Dec 15 — 17:

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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