31 days in Italy Itinerary

31 days in Italy Itinerary

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Route & dates

31 days in Italy Itinerary

Start: Montreal, Quebec
Fly:  12​h
1
Venice
— 3 nights
Drive:  3​h 45​min
2
Tirano
— 3 nights
Drive:  2​h 30​min
3
Bellagio
— 3 nights
Drive:  2​h 30​min
4
Mantua
— 3 nights
Train:  2​h
5
Florence
— 2 nights
Drive:  2​h 15​min
6
Assisi
— 3 nights
Drive:  3​h
7
Orbetello
— 3 nights
Train:  2​h
8
Rome
— 1 night
Subway:  15​min
9
Vatican City
— 3 nights
Train:  1​h 45​min
10
Salerno
— 2 nights
Bus:  30​min
11
Naples
— 4 nights
Train + Fly:  13​h 15​min
End: Montreal, Quebec

3
nights
Venice

Venice ©
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.
Visit Piazza dei Signori and Battistero del Duomo for their historical value. Natural History Museum and Museo di Palazzo Grimani are good opportunities to explore the local culture. Explore Venice's surroundings by going to Museo Archeologico Nazionale (in Ferrara) and Basilica di Santa Giustina (in Padua). There's lots more to do: take in the architecture and atmosphere at Santa Maria dei Miracoli, browse the collection at Museo Querini Stampalia, admire the landmark architecture of Via Garibaldi, and admire the masterpieces at Palazzo Mocenigo.

To see reviews, where to stay, more things to do, and more tourist information, you can read our Venice itinerary planner .

Montreal, Canada to Venice is an approximately 12-hour flight. You can also do a combination of train and flight. Due to the time zone difference, you'll lose 6 hours traveling from Montreal to Venice. Traveling from Montreal in December, things will get a bit warmer in Venice: highs are around 11°C and lows about 1°C. Finish your sightseeing early on the 29th (Sun) so you can drive to Tirano.

Things to do in Venice

Historic Sites Museums Neighborhoods

Side Trips

Padua, Museo Archeologico Nazionale
Find places to stay Dec 26 — 29:
Highlights from your plan
Palazzo Mocenigo ©
Palazzo Mocenigo
Natural History Museum ©
Natural History Museum
Santa Maria dei Miracoli ©
Santa Maria dei Miracoli

3
nights
Tirano

Tirano ©
Tirano is a town in Valtellina, located in the province of Sondrio in northern Italy. You've now added Santuario della Beata Vergine di Tirano to your itinerary. Kick off your visit on the 30th (Mon): step into the grandiose world of Castello Di Breno, steep yourself in history at Palazzo Salis e Museo Senza Frontiere, contemplate in the serene atmosphere at Chiesa di San Martino, then take in the architecture and atmosphere at Santuario della Beata Vergine di Tirano, and finally explore the historical opulence of Castello di Santa Maria. Get ready for a full day of sightseeing on the next day: explore the ancient world of Castel Grumello, then do a tasting at Tenuta La Gatta, then see the interesting displays at Museo Etnografico Tiranese, and finally learn about winemaking at Plozza Vini Tirano.

For traveler tips, where to stay, and tourist information, use the Tirano trip itinerary maker website .

You can drive from Venice to Tirano in 4 hours. Other options are to take a train; or do a combination of train and bus. Traveling from Venice in December, expect Tirano to be little chillier, temps between 5°C and -3°C. Wrap up your sightseeing by early afternoon on the 1st (Wed) to allow time for the car ride to Bellagio.

Things to do in Tirano

Historic Sites Museums Wineries

Side Trips

Tenuta La Gatta, Castel Grumello, Fucina Museo - Museo Etnografico Del Ferro Delle Arti E Tradizioni Popolari, Castello Di Breno
Find places to stay Dec 29 — Jan 1:
Highlights from your plan
Palazzo Salis e Museo Senza Frontiere ©
Castel Grumello ©
Castel Grumello

3
nights
Bellagio

Bellagio ©
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.
You'll explore and learn at Museo della Collegiata di Castiglione Olona and Museo Castiglioni. Discover out-of-the-way places like Chiesa Santa Maria Foris Portas and Crespi Bonsai Parabiago. Explore Bellagio's surroundings by going to Santuario Della Madonna delle Grazie di San Martino (in Griante), Riva Bianca Beach (in Lierna) and Santuario San Girolamo Emiliani (in Vercurago). There's still lots to do: examine the collection at Museo degli Strumenti per la Navigazione, don't miss a visit to Borgo di Pescallo, do a tasting at Enoteca Principessa, and look for gifts at Profumeria Bellagio.

To find reviews, where to stay, more things to do, and more tourist information, refer to the Bellagio trip itinerary maker tool .

Drive from Tirano to Bellagio in 2.5 hours. Alternatively, you can take a train. Traveling from Tirano in January, expect Bellagio to be a bit warmer, temps between 8°C and -1°C. Wrap up your sightseeing by early afternoon on the 4th (Sat) to allow enough time to drive to Mantua.

Things to do in Bellagio

Historic Sites Museums Outdoors

Side Trips

Crespi Bonsai Parabiago, Santuario San Girolamo Emiliani, Chiesa Santa Maria Foris Portas, Santuario Della Madonna delle Grazie di San Martino, Museo Castiglioni
Find places to stay Jan 1 — 4:
Highlights from your plan
Chiesa Santa Maria Foris Portas ©
Chiesa Santa Maria Foris Portas
Santuario San Girolamo Emiliani ©
Santuario San Girolamo Emiliani

3
nights
Mantua

Mantua ©
Often overlooked in favor of nearby Lake Garda, Mantua is one of northern Italy's Renaissance gems.
Your day-by-day itinerary now includes Camera degli Sposi as well as Rotonda di San Lorenzo. Your inner history buff will appreciate Piazza Sordello and Chiesa di Santa Maria del Gradaro. Satisfy your inner culture vulture at Palazzo Valenti Gonzaga and Museo Civico d'Arte. Step out of Mantua to go to Modena and see Galleria Estense, which is approximately 58 minutes away. And it doesn't end there: pause for some serene contemplation at Duomo - Cattedrale di San Pietro, delve into the mystery of Casa Del Rigoletto, take in the spiritual surroundings of Chiesa di San Francesco, and don't miss a visit to Piazza Leon Battista Alberti.

To find reviews, maps, traveler tips, and tourist information, you can read our Mantua trip itinerary builder app .

You can drive from Bellagio to Mantua in 2.5 hours. Alternatively, you can take a train; or do a combination of bus and train. In January in Mantua, expect temperatures between 9°C during the day and 0°C at night. Wrap up your sightseeing by early afternoon on the 7th (Tue) to allow enough time to take a train to Florence.

Things to do in Mantua

Museums Historic Sites Shopping

Side Trip

Modena
Find places to stay Jan 4 — 7:
Highlights from your plan
Rotonda di San Lorenzo ©
Rotonda di San Lorenzo
Camera degli Sposi ©
Camera degli Sposi
Palazzo d'Arco ©
Palazzo d'Arco

2
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
On the 8th (Wed), explore the world behind art at Accademia di Belle Arti, examine the collection at Cappella Brancacci, ponder the design of Fountain of Neptune, contemplate in the serene atmosphere at Church of Santa Felicita, then take in panoramic vistas at Torre di Arnolfo, and finally explore the galleries of Church and Museum of Orsanmichele. Keep things going the next day: take an in-depth tour of Corridoio Vasariano, examine the collection at Museo di Palazzo Davanzati, then admire the masterpieces at Palazzo Strozzi, then take in the architecture and atmosphere at Duomo di San Gimignano, and finally appreciate the extensive heritage of Piazza del Duomo.

To see more things to do, maps, ratings, and more tourist information, read our Florence trip itinerary maker app .

You can take a train from Mantua to Florence in 2 hours. Other options are to drive; or take a bus. In January, Florence is somewhat warmer than Mantua - with highs of 13°C and lows of 3°C. Cap off your sightseeing on the 9th (Thu) early enough to go by car to Assisi.

Things to do in Florence

Historic Sites Museums

Side Trip

San Gimignano
Find places to stay Jan 7 — 9:
Highlights from your plan
Cappella Brancacci ©
Cappella Brancacci
Duomo di San Gimignano ©
Duomo di San Gimignano
Palazzo Strozzi ©
Palazzo Strozzi

3
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Discover out-of-the-way places like Museo-Laboratorio di Vetrate Artistiche Moretti Caselli and Museo-Laboratorio di Tessitura a Mano Giuditta Brozzetti. Let the collections at Roman Forum and Archaeological Museum and MUVIT Museo del Vino Torgiano Museum capture your imagination. Change things up with these side-trips from Assisi: Fondazione Marini Clarelli Santi - Casa Museo degli Oddi (in Perugia), Fondazione Palazzo Albizzini Collezione Burri (in Citta di Castello) and Aboca Museum (in Sansepolcro). The adventure continues: contemplate in the serene atmosphere at Oratorio dei Pellegrini, admire the landmark architecture of Palazzo del Capitano del Popolo, admire the masterpieces at Collegio del Cambio, and get a taste of the local shopping with Assisi Galleria 6C.

Planning Assisi trip won't be overwheling when you use's Insprock itinerary maker.

Getting from Florence to Assisi by car takes about 2.5 hours. Other options: take a train. In January, plan for daily highs up to 11°C, and evening lows to 2°C. Finish your sightseeing early on the 12th (Sun) to allow enough time to drive to Orbetello.

Things to do in Assisi

Museums Historic Sites Shopping

Side Trips

Perugia, Fondazione Palazzo Albizzini Collezione Burri, Aboca Museum, MUVIT Museo del Vino Torgiano Museum
Find places to stay Jan 9 — 12:
Highlights from your plan

3
nights
Orbetello

Orbetello ©
Orbetello is a town and comune in the province of Grosseto (Tuscany), Italy. On the 13th (Mon), step into the grandiose world of Giglio Castello, then admire the striking features of La Rocca Senese, then kick back and relax at Florida Beach Club, and finally visit a coastal fixture at Mulino Spagnolo. Get ready for a full day of sightseeing on the next day: delve into the distant past at Tagliata Etrusca, get engrossed in the history at Museo Archeologico Nazionale di Cosa, then kick back and relax at Playa del Can, and finally take in the spiritual surroundings of Concattedrale di Santa Maria Assunta.

To find traveler tips, ratings, maps, and tourist information, read our Orbetello trip planner .

You can drive from Assisi to Orbetello in 3 hours. Alternatively, you can take a train; or take a bus. Traveling from Assisi in January, expect nights in Orbetello to be about the same, around 3°C, while days are a bit warmer, around 15°C. Wrap up your sightseeing on the 15th (Wed) early enough to take a train to Rome.

Things to do in Orbetello

Historic Sites Outdoors Beaches

Side Trip

Giglio Castello
Find places to stay Jan 12 — 15:
Highlights from your plan
Giglio Castello ©
Giglio Castello
Museo Archeologico Nazionale di Cosa ©
Tagliata Etrusca ©
Tagliata Etrusca

1
night
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Kick off your visit on the 15th (Wed): explore the world behind art at Villa Farnesina, take in the architecture and atmosphere at Chiesa di Sant'Agnese in Agone, contemplate the long history of Ghetto Ebraico, then delve into the distant past at Monte Palatino, and finally take in the spiritual surroundings of Scala Santa and Chapel of San Lorenzo. Keep things going the next day: take in the spiritual surroundings of Trinità dei Monti, appreciate the extensive heritage of Roma dal Cielo Terrazza delle Quadrighe, contemplate in the serene atmosphere at Basilica di Santa Maria in Aracoeli, then explore the ancient world of Foro di Cesare, and finally explore the ancient world of National Roman Museum - Baths of Diocletian.

To see reviews, other places to visit, maps, and tourist information, refer to the Rome trip tool .

You can take a train from Orbetello to Rome in 2 hours. Alternatively, you can drive. In January in Rome, expect temperatures between 15°C during the day and 4°C at night. Cap off your sightseeing on the 16th (Thu) early enough to take the subway to Vatican City.

Things to do in Rome

Historic Sites Museums Neighborhoods
Find places to stay Jan 14 — 16:
Highlights from your plan
Villa Farnesina ©
Villa Farnesina
Roma dal Cielo   Terrazza delle Quadrighe ©

3
nights
Vatican City

Vatican City ©
Covering 44 hectares (110 acres) in the city center of Rome, the wall-enclosed sovereign state of Vatican City is one of the most famous religious sites worldwide, serving as the papal residence and home of the Roman Catholic church.
On the 17th (Fri), make a trip to Sphere within a Sphere, admire the natural beauty at Vatican Gardens, then contemplate in the serene atmosphere at Cupola di San Pietro, then appreciate the history behind La Pieta, and finally take in the spiritual surroundings of Vatican Necropolis. Get ready for a full day of sightseeing on the 18th (Sat): make a trip to Fontana di Porta Cavalleggeri, contemplate in the serene atmosphere at Baldacchino di San Pietro, di Bernini, take in the local highlights with Walking tours, then see the interesting displays at Stanze di Raffaello, then ponder the world of politics at Prefettura degli Affari Economici della Santa Sede, and finally contemplate in the serene atmosphere at Monastero Mater Ecclesiae.

For reviews, more things to do, where to stay, and other tourist information, read our Vatican City travel itinerary planner.

Vatican City is just a short distance from Rome. Expect a daytime high around 15°C in January, and nighttime lows around 4°C. Finish up your sightseeing early on the 19th (Sun) so you can catch the train to Salerno.

Things to do in Vatican City

Historic Sites Tours Museums
Find places to stay Jan 16 — 19:
Highlights from your plan
Cupola di San Pietro ©
Cupola di San Pietro
Stanze di Raffaello ©
Stanze di Raffaello
Vatican Necropolis ©
Vatican Necropolis

2
nights
Salerno

Salerno ©
While often overshadowed by the Amalfi Coast's array of quaint villages, Salerno has become one of the region's main areas for culture and entertainment, while remaining relatively unmarked by tourism.
Start off your visit on the 19th (Sun): pause for some serene contemplation at Badia della Santissima Trinita', make a trip to Chiesa San Pietro a Corte, look for gifts at Lavorazione Artigianale Savastano, then examine the collection at Pinacoteca Provinciale Salerno, then get engrossed in the history at Museo Archeologico Provinciale di Salerno, and finally take in the architecture and atmosphere at Chiesa di San Benedetto. Get ready for a full day of sightseeing on the 20th (Mon): see the interesting displays at Museo Diocesano San Matteo di Salerno, make a trip to Chiesa di San Giorgio, then contemplate in the serene atmosphere at Tempio di Pomona, then explore the striking landscape at I Due Fratelli, and finally test your problem-solving skills at Escape Room Intrappola.TO - Salerno.

For more things to do, reviews, maps, and other tourist information, you can read our Salerno trip planner.

You can take a train from Vatican City to Salerno in 2 hours. Other options are to drive; or take a bus. Traveling from Vatican City in January, you can expect nighttime temperatures to be a bit warmer in Salerno, with lows of 10°C. Wrap up your sightseeing on the 21st (Tue) to allow time to take a bus to Naples.

Things to do in Salerno

Museums Historic Sites Fun & Games

Side Trip

Badia della Santissima Trinita'
Find places to stay Jan 18 — 21:
Highlights from your plan
Pinacoteca Provinciale Salerno ©
Pinacoteca Provinciale Salerno
Badia della Santissima Trinita' ©
Badia della Santissima Trinita'

4
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. You'll explore and learn at Museo delle Torture and Museo Diocesano Napoli - Complesso Monumentale Donnaregina. Do some cultural sightseeing at Door Terravecchia - Excavations of Saepinum at Altilia and Casa di Nettuno e Anfitrite. Explore the numerous day-trip ideas around Naples: Pompeii (Casa del Fauno, Terme del Foro, & more). The adventure continues: delve into the distant past at Casa del Salone Nero, pause for some serene contemplation at Chiesa di San Gregorio Armeno, engage your brain at MUSA - Museo Universitario delle Scienze e delle Arti, and take an in-depth tour of Complesso Museale Santa Maria delle Anime del Purgatorio ad Arco.

For reviews, photos, maps, and tourist information, read our Naples trip planner.

Naples is very close to Salerno. Traveling from Salerno in January, plan for little chillier nights in Naples, with lows around 6°C. On the 25th (Sat), you're off tohome.

Things to do in Naples

Historic Sites Museums Neighborhoods

Side Trips

Pompeii, Ercolano, Door Terravecchia - Excavations of Saepinum at Altilia
Find places to stay Jan 20 — 25:
Highlights from your plan
Decumani di Napoli ©
Decumani di Napoli
Casa di Nettuno e Anfitrite ©
Casa di Nettuno e Anfitrite
Casa del Salone Nero ©
Casa del Salone Nero

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