39 days in Italy Itinerary

39 days in Italy Itinerary

Created using Inspirock Italy trip 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
Drive
6
Bologna
— 2 nights
Drive
7
Venice
— 3 nights
Drive
8
Verona
— 2 nights
Drive
9
Trento
— 2 nights
Drive
10
Milan
— 5 nights
Drive
11
Turin
— 2 nights
Drive
12
Como
— 2 nights
Drive
13
Bellagio
— 4 nights
Ferry to Cadenabbia, Drive to Lugano

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

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.
Your inner history buff will appreciate Colosseum and Pantheon. Let the collections at Stanze di Raffaello and Museo Nazionale Romano - Palazzo Massimo alle Terme capture your imagination. There's still lots to do: delve into the distant past at Palatine Hill, take in the architecture and atmosphere at Church of St. Louis of the French, admire the landmark architecture of Villa Borghese, and take in the spiritual surroundings of Cupola di San Pietro.

For where to stay, reviews, more things to do, and more tourist information, go to the Rome holiday planning website.

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 slightly colder in Rome, with lows of 9°C. Wrap up your sightseeing on the 19th (Sat) early enough to drive to Assisi.
more
Historic Sites · Museums · Shopping · Childrens Museums
Side Trip
Find places to stay Nov 13 — 19:

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 19th (Sat): take in the exciting artwork at Assisi Galleria 6C, contemplate in the serene atmosphere at Santuario di Rivotorto, and then explore the ancient world of Roman Forum and Archaeological Museum. Here are some ideas for day two: examine the collection at Museo della Porziuncola, see the interesting displays at Villa dei Mosaici, take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi, then appreciate the extensive heritage of Piazza Superiore di San Francesco, then appreciate the extensive heritage of Centro Storico di Assisi, and finally view the masterpieces at Chiesa di Santa Maria delle Rose. Mostra Maria.

To find other places to visit, photos, traveler tips, and tourist information, read our Assisi trip planning app.

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. Finish your sightseeing early on the 21st (Mon) to allow enough time to drive to Siena.
more
Historic Sites · Museums · Shopping
Side Trip
Find places to stay Nov 19 — 21:

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.
Start off your visit on the 21st (Mon): steep yourself in history at Palazzo Chigi Saracini, take in panoramic vistas at Torre del Mangia, then contemplate in the serene atmosphere at Cappella di Piazza, then make a trip to Piazza del Campo, and finally take in the spiritual surroundings of Santuario di Santa Caterina. Get ready for a full day of sightseeing on the next day: take in the architecture and atmosphere at Basilica di San Clemente in Santa Maria dei Servi, take in the architecture and atmosphere at Duomo di Siena, make a trip to Centro Storico di Siena, then don't miss a visit to Centro storico di Monteriggioni, and finally step into the grandiose world of La Rocca di Staggia.

To see where to stay, other places to visit, more things to do, and tourist information, read Siena trip itinerary website.

Traveling by car from Assisi to Siena takes 2 hours. Alternatively, you can take a bus; or take a train. In November, daily temperatures in Siena can reach 20°C, while at night they dip to 10°C. Finish your sightseeing early on the 23rd (Wed) so you can drive to Pisa.
more
Historic Sites
Side Trips
Find places to stay Nov 21 — 23:

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 23rd (Wed): examine the collection at Museo Nazionale della Certosa Monumentale di Calci, indulge in some personalized pampering at Bagni di Pisa Medical Spa, then see the interesting displays at Chiesa e Battistero di San Giovanni e Santa Reparata, and finally admire the striking features of St Martin Cathedral. Get ready for a full day of sightseeing on the next day: take in the spiritual surroundings of Chiesa di Santo Stefano dei Cavalieri, enjoy breathtaking views from Leaning Tower of Pisa, then take in the architecture and atmosphere at San Piero a Grado, then examine the collection at Museo Aviotruppe Esercito Italiano, and finally take in the spiritual surroundings of Chiesa di Santa Caterina d'Alessandria.

Inspirock's itinerary builder makes planning a Pisa trip simple and quick.

Traveling by car from Siena to Pisa takes 2 hours. Alternatively, you can take a train; or take a bus. In November, daytime highs in Pisa are 19°C, while nighttime lows are 9°C. Finish your sightseeing early on the 25th (Fri) to allow enough time to drive to Florence.
more
Museums · Historic Sites · Spas
Side Trips
Find places to stay Nov 23 — 25:

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 Corridoio Vasariano. There's lots more to do: steep yourself in history at Museo Nazionale del Bargello, take in the spiritual surroundings of The Baptistery of St. John, pause for some serene contemplation at Cathedral of Santa Maria del Fiore, and admire the striking features of Basilica San Miniato al Monte.

To find other places to visit, where to stay, and other tourist information, refer to the Florence trip itinerary maker.

Drive from Pisa to Florence in 1.5 hours. Alternatively, you can take a bus; or take a train. In November, daily temperatures in Florence can reach 19°C, while at night they dip to 9°C. Finish your sightseeing early on the 29th (Tue) to allow enough time to take a train to Bologna.
more
Historic Sites · Museums · Shopping · Neighborhoods
Find places to stay Nov 25 — 29:

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 29th (Tue): explore the galleries of MAST, then explore the world behind art at Museo di Palazzo Poggi, then wander the streets of Quadrilatero, and finally contemplate in the serene atmosphere at Basilica di San Domenico. Get ready for a full day of sightseeing on the 30th (Wed): contemplate the long history of Torre Prendiparte, pause for some serene contemplation at Cattedrale di San Pietro, then examine the collection at La Macchina del Tempo, then take in the spiritual surroundings of Chiesa di Santa Maria della Vita, and finally stop by Salumeria Simoni.

For traveler tips, other places to visit, photos, and other tourist information, refer to the Bologna sightseeing planner.

Traveling by train from Florence to Bologna takes 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. Cap off your sightseeing on the 1st (Thu) early enough to go by car to Venice.
more
Historic Sites · Museums · Outdoors · Neighborhoods
Find places to stay Nov 29 — 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.
Appreciate the collections at Doge's Palace and Natural History Museum. Do some cultural sightseeing at Piazza San Marco and Basilica di Santa Maria Gloriosa dei Frari. And it doesn't end there: appreciate the extensive heritage of Centro Storico di Venezia, admire the landmark architecture of Basilica di San Marco, wander the streets of Campo del Ghetto, and don't miss a visit to Dorsoduro.

To find more things to do, reviews, where to stay, and more tourist information, read Venice trip itinerary planning app.

You can drive from Bologna to Venice in 2 hours. Another option is to take a train. In December in Venice, expect temperatures between 11°C during the day and 1°C at night. Finish your sightseeing early on the 4th (Sun) so you can drive to Verona.
more
Historic Sites · Museums · Neighborhoods · Parks
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.
On the 4th (Sun), take in the spiritual surroundings of Chiesa di San Giorgio in Braida-Verona, take in the architecture and atmosphere at San Fermo Maggiore, Verona, then take in the architecture and atmosphere at chiesa di San Lorenzo - Verona, and finally steep yourself in history at Arena di Verona. On the next day, steep yourself in history at I Portoni della Bra, don't miss a visit to Porta Borsari - World Heritage Site, steep yourself in history at Piazza delle Erbe, then don't miss a visit to Santa Maria Antica, then admire the landmark architecture of Arche Scaligere, and finally take in the spiritual surroundings of The Church of Sant'Eufemia.

To see ratings, maps, reviews, and other tourist information, refer to the Verona day trip planning website.

Traveling by car from Venice to Verona takes 1.5 hours. Alternatively, you can 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 6th (Tue) early enough to drive to Trento.
more
Historic Sites · Neighborhoods · Shopping · Nightlife
Find places to stay Dec 4 — 6:

Trento — 2 nights

Painted City

Tyrol's capital and one of the nation's wealthiest cities, Trento serves as the commercial and cultural center of the region.
On the 6th (Tue), contemplate in the serene atmosphere at Chiesa Santa Maria Maggiore, then explore the ancient world of Cattedrale di San Vigilio, then examine the collection at Spazio Archeologico Sotterraneo del Sas, and finally explore the world behind art at Castello del Buonconsiglio Monumenti e Collezioni Provinciali. Here are some ideas for day two: admire the striking features of Municipio Vecchio, get to know the fascinating history of Piazza Duomo, see the interesting displays at Museo dell'Aeronautica Gianni Caproni, then see the interesting displays at Museo Diocesano Tridentino, and finally don't miss a visit to Palazzo Pretorio.

To see other places to visit, traveler tips, and tourist information, you can read our Trento trip planning website.

Drive from Verona to Trento in 1.5 hours. Alternatively, you can take a bus; or take a train. December in Trento sees daily highs of 9°C and lows of -3°C at night. Cap off your sightseeing on the 8th (Thu) early enough to go by car to Milan.
more
Museums · Historic Sites
Find places to stay Dec 6 — 8:

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.
Step off the beaten path and head to Brera District and Villa Necchi Campiglio. Get a sense of the local culture at Duomo di Milano and Castello Sforzesco. Next up on the itinerary: examine the collection at Gallerie d’Italia, appreciate the extensive heritage of Piazza del Duomo, admire the landmark architecture of Galleria Vittorio Emanuele II, and explore the world behind art at Bagatti Valsecchi Museum.

To see photos, other places to visit, where to stay, and other tourist information, refer to the Milan trip itinerary builder.

You can drive from Trento to Milan in 2.5 hours. Alternatively, you can take a train; or take a bus. Traveling from Trento in December, expect a bit warmer with lows of 1°C in Milan. Wrap up your sightseeing on the 13th (Tue) to allow time to take a train to Turin.
more
Historic Sites · Museums · Shopping · Neighborhoods
Find places to stay Dec 8 — 13:

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.
On the 13th (Tue), explore the world behind art at Musei Reali, then view the masterpieces at Galleria Sabauda, and then pause for some serene contemplation at Basilica di Maria Ausiliatrice. Get ready for a full day of sightseeing on the next day: take in the awesome beauty at Colline di Torino, take in the architecture and atmosphere at Chiesa di Santa Maria del Monte dei Cappuccini, then explore the world behind art at Fondazione Accorsi Ometto - Museo di Arti Decorative, and finally wander the streets of Quadrilatero Romano.

For photos, ratings, where to stay, and other tourist information, read Turin trip planner.

You can take a train from Milan to Turin in 1.5 hours. Other options are to drive; or take a bus. In December, daytime highs in Turin are 8°C, while nighttime lows are 3°C. Finish up your sightseeing early on the 15th (Thu) so you can go by car to Como.
more
Museums · Historic Sites · Shopping · Parks
Find places to stay Dec 13 — 15:

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.
Shop till you drop at Broletto and Le Chicche torte di caramelle By Bijoux. Let the collections at Museo della Collegiata and Museo Baroffio e del Santuario del Sacro Monte Sopra Varese capture your imagination. You'll find plenty of places to visit near Como: Santuary of Our Lady of Miracles (in Saronno), Chiesa dei SS. Gervaso e Protaso (in Parabiago) and Varese (Spas & Santuario di Santa Maria del Monte). There's much more to do: take in the architecture and atmosphere at Cathedral of Como (Duomo), contemplate in the serene atmosphere at Basilica di San Fedele, and take in the pleasant sights at Centro Storico.

For where to stay, ratings, photos, and more tourist information, read our Como itinerary planner.

Drive from Turin to Como in 2 hours. Alternatively, you can take a train; or take a bus. Plan for slightly colder nights when traveling from Turin in December since evenings lows in Como dip to -1°C. Wrap up your sightseeing on the 17th (Sat) to allow time to drive to Bellagio.
more
Historic Sites · Museums · Shopping · Spas
Side Trips
Find places to stay Dec 15 — 17:

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.
Satisfy your inner culture vulture at Paul DEMARIA - The Open Lake & Landscape Studio d’Arte and Molino Maufet. You'll explore the less-touristy side of things at Walking Tour Bellagio - Lake of Como and Parco Monte Barro. Venture out of the city with trips to Pista Ciclopedonale della Valsassina (in Cassina Valsassina), Chiesa di S. Stefano (in Menaggio) and Chiesa Santa Maria del Tiglio (in Gravedona ed Uniti). The adventure continues: get a taste of the local shopping with Original Watercolors di Masits Agnes, see the interesting displays at Museo degli Strumenti per la Navigazione, stop by Profumeria Bellagio, and take in the architecture and atmosphere at Chiesa di San Giovanni Battista.

For traveler tips, more things to do, photos, and tourist information, you can read our Bellagio trip itinerary builder app.

Drive from Como to Bellagio in 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 21st (Wed) to allow time to travel back home.
more
Historic Sites · Museums · Shopping · Parks
Side Trips
Find places to stay Dec 17 — 21:

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.
more