37 days in Italy Itinerary

37 days in Italy Itinerary

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

S M T W T F S
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24
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30
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5
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7
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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.
Appreciate the collections at Vatican Museums and Musei Capitolini. Shop till you drop at Mercato di Campagna Amica del Circo Massimo and ALEFBET - The Hebrew Letters Art Gallery. The adventure continues: explore the ancient world of Colosseum, wander the streets of Trastevere, make a trip to St. Peter's Basilica, and admire the landmark architecture of Pantheon.

For other places to visit, reviews, photos, and other tourist information, you can read our Rome trip planner.

Istanbul, Turkey to Rome is an approximately 5.5-hour flight. You can also drive; or take a bus. The time zone changes from Turkey Time to Central European Standard Time, which is usually a -2 hour difference. Traveling from Istanbul in November, you can expect nighttime temperatures to be little chillier in Rome, with lows of 9°C. Wrap up your sightseeing on the 20th (Sun) to allow time to drive to Assisi.
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Historic Sites · Museums · Neighborhoods · Nature
Side Trip
Find places to stay Nov 14 — 20:

Assisi — 2 nights

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Start off your visit on the 20th (Sun): see the interesting displays at Museo della Porziuncola, then take a stroll through City Centre, then surround yourself with nature on Wild Foods Italy, and finally explore the historical opulence of Rocca Paolina. Get ready for a full day of sightseeing on the next day: explore the historical opulence of Rocca Maggiore, view the masterpieces at Assisi Galleria 6C, contemplate in the serene atmosphere at Eremo delle Carceri, then take in the spiritual surroundings of Basilica di Santa Chiara, and finally take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi.

Plan my trip to Assisi with suggested itineraries provided by Inspirock.

You can drive from Rome to Assisi in 2.5 hours. Alternatively, you can take a train; or take a bus. When traveling from Rome in November, plan for little chillier days and about the same nights in Assisi: temperatures range from 17°C by day to 7°C at night. Finish your sightseeing early on the 22nd (Tue) so you can drive to Siena.
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Side Trips
Find places to stay Nov 20 — 22:

Siena — 2 nights

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Kick off your visit on the 22nd (Tue): steep yourself in history at Battistero di San Giovanni, look for gifts at Cravattificio di Siena, don't miss a visit to Piazza del Campo, then pause for some serene contemplation at Duomo di Siena, then contemplate the long history of Centro Storico di Siena, and finally take in panoramic vistas at Torre del Mangia. On the 23rd (Wed), you'll have a packed day of sightseeing: identify plant and animal life at Crete Senesi, then relax and rejuvenate at some of the best spas, then explore the world behind art at Museo dell'Opera Metropolitana, and finally get a sense of history and politics at Palazzo Pubblico and Museo Civico.

To see ratings, reviews, and more tourist information, use the Siena online trip builder.

You can drive from Assisi to Siena in 2 hours. Alternatively, you can take a bus; or take a train. November in Siena sees daily highs of 20°C and lows of 10°C at night. Finish your sightseeing early on the 24th (Thu) to allow enough time to drive to Pisa.
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Side Trips
Find places to stay Nov 22 — 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.
Start off your visit on the 24th (Thu): pause for some serene contemplation at Duomo di Pisa, see the interesting displays at Museo Aviotruppe Esercito Italiano, take in panoramic vistas at Torre Guinigi, take in the spiritual surroundings of San Michele in Foro, then admire the landmark architecture of St Martin Cathedral, and finally steep yourself in history at Le mura di Lucca. Get ready for a full day of sightseeing on the 25th (Fri): get to know the fascinating history of Montecatini Alto, indulge in some personalized pampering at Grotta Giusti Spa, then make a trip to Piazza dei Miracoli, and finally enjoy breathtaking views from Leaning Tower of Pisa.

Plan trip to Pisa with our itinerary maker to find out where to go and what to do.

You can drive from Siena to Pisa in 2 hours. Alternatively, you can take a train; or take a bus. In November, daily temperatures in Pisa can reach 19°C, while at night they dip to 9°C. Wrap up your sightseeing on the 26th (Sat) to allow time to drive to Florence.
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Historic Sites · Museums · Spas
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 M.G. Design and Tartan Vintagefor plenty of shopping. Museum-lovers will get to explore Florence Academy of Fine Arts and Clet's Studio. The adventure continues: take in the spiritual surroundings of Cathedral of Santa Maria del Fiore, take in the views from Ponte Vecchio, enjoy breathtaking views from Campanile di Giotto, and examine the collection at Pitti Palace.

To see maps, other places to visit, traveler tips, and other tourist information, go to the Florence trip itinerary planner.

Traveling by car from Pisa to Florence takes 1.5 hours. Alternatively, you can take a bus; or take a train. November in Florence sees daily highs of 19°C and lows of 9°C at night. Wrap up your sightseeing on the 30th (Wed) to allow time to take a train to Bologna.
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Find places to stay Nov 26 — 30:

Bologna — 2 nights

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): contemplate the long history of Torre Prendiparte, steep yourself in history at Basilica di San Petronio, then pause for some serene contemplation at Basilica - Santuario di Santo Stefano, then take in the exciting artwork at Bologna Fotografata. Tre Secoli di Sguardi, and finally contemplate the long history of Piazza Maggiore. Get ready for a full day of sightseeing on the 1st (Thu): push the limits with an extreme tour, examine the collection at Museo Ferrari, see the interesting displays at Casa Museo Luciano Pavarotti, then shop like a local with Wikiarte Auction House Art Gallery, and finally take in panoramic vistas at Le Due Torri Torre degli Asinell.

Plan my trip to Bologna with suggested itineraries provided by Inspirock.

Getting from Florence to Bologna by train takes about 1.5 hours. Other options: drive; or take a bus. Traveling from Florence in November, expect nights in Bologna to be about the same, around 7°C, while days are a bit cooler, around 15°C. Finish your sightseeing early on the 2nd (Fri) so you can drive to Venice.
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Side Trips
Find places to stay Nov 30 — Dec 2:

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.
Bring the kids along to Canal Grande and Doge's Palace. Piazza San Marco and Basilica di San Marco are good opportunities to explore the local culture. Explore the numerous day-trip ideas around Venice: ATN Laguna Sud (in Lova), Centro Benessere Regenesis (in Cazzago di Pianiga) and Torronificio Scaldaferro - spaccio torrone (in Dolo). There's much more to do: pause for some serene contemplation at Scrovegni Chapel, wander the streets of Cannaregio, visit Quartiere dell'Antico Ghetto Ebraico di Padova, and snap pictures at Ponte di Rialto.

To see reviews, maps, where to stay, and more tourist information, go to the Venice trip planner.

Drive from Bologna to Venice in 2 hours. Alternatively, you can take a train. In December, daily temperatures in Venice can reach 11°C, while at night they dip to 1°C. Wrap up your sightseeing on the 5th (Mon) to allow time to drive to Verona.
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Side Trips
Find places to stay Dec 2 — 5:

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.
Kids will enjoy Piazza delle Erbe and Museo di Castelvecchio. Satisfy your inner culture vulture at Arena di Verona and Casa di Giulietta. Get out of town with these interesting Verona side-trips: Mantua (Palazzo Ducale di Mantova, Palazzo Te, &more), Palazzo Del Ben - Conti d'Arco in piazza Rosmini (in Rovereto) and Trento (MUSE - Science Museum, Piazza Duomo, &more). The adventure continues: take in the spiritual surroundings of Basilica di San Zeno Maggiore, enjoy breathtaking views from Torre dei Lamberti, admire the striking features of Arche Scaligere, and make a trip to Piazza Bra.

To see where to stay, maps, other places to visit, and tourist information, use the Verona day trip planner.

You can drive from Venice to Verona in 1.5 hours. Other options are to take a shuttle; or take a train. In December, daytime highs in Verona are 8°C, while nighttime lows are 0°C. Wrap up your sightseeing on the 7th (Wed) early enough to drive to Milan.
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Historic Sites · Museums · Childrens Museums · Neighborhoods
Side Trips
Find places to stay Dec 5 — 7:

Milan — 5 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.
For shopping fun, head to Galleria Vittorio Emanuele II or Brera District. You'll visit kid-friendly attractions like Duomo di Milano and Castello Sforzesco. There's lots more to do: admire the masterpieces at Pinacoteca Ambrosiana, take in the architecture and atmosphere at Chiesa di San Maurizio al Monastero Maggiore, stroll the grounds of Monumental Cemetery, and get curious at Museo Della Scienza E Della Tecnologia Leonardo da Vinci.

Plan trip to Milan with our itinerary maker to find out where to go and what to do.

Traveling by car from Verona to Milan takes 2 hours. Alternatively, you can take a train. In December, daily temperatures in Milan can reach 9°C, while at night they dip to 1°C. Finish up your sightseeing early on the 12th (Mon) so you can catch the train to Turin.
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Find places to stay Dec 7 — 12:

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.
You'll visit kid-friendly attractions like Galleria Sabauda and Museo Nazionale dell'Automobile. Your cultural itinerary includes sights like Museo Egizio and Castello di Grinzane Cavour. Venture out of the city with trips to Reggia Di Reale (in Venaria Reale) and WiMu - Museo del Vino a Barolo (in Barolo). There's much more to do: examine the collection at Museo Nazionale del Cinema, wander the streets of Cit Turin, take in the awesome beauty at Colline di Torino, and take in the architecture and atmosphere at Basilica di Superga.

To find ratings, other places to visit, where to stay, and other tourist information, read Turin trip itinerary planning website.

You can take a train from Milan to Turin in 1.5 hours. Other options are to drive; or take a bus. Expect a daytime high around 8°C in December, and nighttime lows around 3°C. Wrap up your sightseeing on the 14th (Wed) early enough to drive to Como.
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Find places to stay Dec 12 — 14:

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.
On the 15th (Thu), look for gifts at Le Mille e Una Mella Caramelleria, then go for a walk through Centro Storico, then pause for some serene contemplation at Cathedral of Como (Duomo), and finally contemplate in the serene atmosphere at Basilica di San Fedele. Get ready for a full day of sightseeing on the next day: contemplate in the serene atmosphere at Tempio Voltiano, take in the spiritual surroundings of Basilica di Sant'Abbondio, then make a trip to Piazza Cavour, and finally take a stroll around Broletto.

For ratings, other places to visit, photos, and more tourist information, read our Como trip planner.

Traveling by car from Turin to Como takes 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 16th (Fri) early enough to drive to Bellagio.
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Historic Sites · Shopping
Find places to stay Dec 14 — 16:

Bellagio — 4 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.
Head to Paul DEMARIA - The Open Lake & Landscape Studio d’Arte and Il Torniofor plenty of shopping. Forte Montecchio Nord and Abbazia Cluniacense di Santa Maria di Piona will appeal to history buffs. You'll find plenty of places to visit near Bellagio: Varenna (Villa Monastero, Il Giardino Botanico - Hotel Villa Cipressi, &more), Orrido di Bellano (in Bellano) and Castello di Vezio (in Vezio). And it doesn't end there: relax and rejuvenate at some of the top local wellness centers, take in the exciting artwork at Valentinarte Art Gallery, walk around La Punta Spartivento, and admire the striking features of I Giardini di Villa Melzi.

To see where to stay, ratings, reviews, and other tourist information, read our Bellagio vacation planner.

Traveling by car from Como to Bellagio takes an hour. Alternatively, you can ride a ferry; or take a train. In December in Bellagio, expect temperatures between 8°C during the day and -1°C at night. Wrap up your sightseeing on the 20th (Tue) early enough to travel back home.
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Museums · Shopping · Parks · Historic Sites
Side Trips
Find places to stay Dec 16 — 20:

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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