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:  10​h
1
Venice
— 3 nights
Train:  2​h 15​min
2
Florence
— 2 nights
Drive:  2​h 15​min
3
Assisi
— 3 nights
Drive:  3​h
4
Orbetello
— 3 nights
Train:  2​h
5
Rome
— 2 nights
Train:  1​h 45​min
6
Salerno
— 2 nights
Bus:  30​min
7
Naples
— 3 nights
Train:  1​h 15​min
8
Vatican City
— 3 nights
Train:  3​h 45​min
9
Mantua
— 3 nights
Drive:  3​h
10
Tirano
— 3 nights
Drive:  2​h 30​min
11
Bellagio
— 3 nights
Fly:  18​h
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.
Deepen your sense of the past at sights like Piazza dei Signori and Santa Maria dei Miracoli. Do some cultural sightseeing at Cannaregio and Palazzo Mocenigo. You'll find plenty of places to visit near Venice: Museo Archeologico Nazionale (in Ferrara) and Padua (Basilica di Santa Giustina & Battistero del Duomo). There's lots more to do: learn more about the world around you at Natural History Museum, take in the spiritual surroundings of Chiesa dei Santi Apostoli, admire the masterpieces at Museo di Palazzo Grimani, and browse the collection at Museo Querini Stampalia.

For other places to visit, where to stay, reviews, and more tourist information, read our Venice online road trip 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. Plan for a bit warmer temperatures traveling from Montreal in December, with highs in Venice at 11°C and lows at 1°C. Finish up your sightseeing early on the 29th (Sun) so you can catch the train to Florence.

Things to do in Venice

Historic Sites Museums Neighborhoods

Side Trips

Padua, Museo Archeologico Nazionale
Highlights from your plan
Basilica di Santa Giustina ©
Basilica di Santa Giustina
Cannaregio ©
Cannaregio
Natural History Museum ©
Natural History Museum

2
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Start off your visit on the 30th (Mon): examine the collection at Museo di Palazzo Davanzati, take an in-depth tour of Corridoio Vasariano, contemplate in the serene atmosphere at Church of Santa Felicita, explore the galleries of Cappella Brancacci, then admire the masterpieces at Accademia di Belle Arti, and finally test your problem-solving skills at popular escape rooms. Here are some ideas for day two: browse the exhibits of Church and Museum of Orsanmichele, enjoy breathtaking views from Torre di Arnolfo, pause for some photo ops at Loggia dei Lanzi, admire the masterpieces at Palazzo Strozzi, then get to know the fascinating history of Piazza del Duomo, and finally make a trip to Duomo di San Gimignano.

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

You can take a train from Venice to Florence in 2.5 hours. Alternatively, you can drive; or take a bus. Expect somewhat warmer weather when traveling from Venice in December: highs in Florence hover around 15°C, while lows dip to 4°C. Finish your sightseeing early on the 31st (Tue) so you can drive to Assisi.

Things to do in Florence

Museums Historic Sites Fun & Games

Side Trip

San Gimignano
Highlights from your plan
Museo di Palazzo Davanzati ©
Museo di Palazzo Davanzati
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 Roman Forum and Archaeological Museum. Your cultural itinerary includes sights like Oratorio dei Pellegrini and Chiesa Nuova. Explore the numerous day-trip ideas around Assisi: Perugia (Museo-Laboratorio di Tessitura a Mano Giuditta Brozzetti & Fondazione Marini Clarelli Santi - Casa Museo degli Oddi), Fondazione Palazzo Albizzini Collezione Burri (in Citta di Castello) and Aboca Museum (in Sansepolcro). There's much more to do: contemplate in the serene atmosphere at Santuario di Rivotorto, see the interesting displays at MUVIT Museo del Vino Torgiano Museum, take in the exciting artwork at Assisi Galleria 6C, and explore the world behind art at Collegio del Cambio.

To see reviews, photos, more things to do, and more tourist information, use the Assisi online vacation planner .

You can drive from Florence to Assisi in 2.5 hours. Another option is to take a train. Traveling from Florence in December, expect nights in Assisi to be about the same, around 2°C, while days are slightly colder, around 11°C. Finish your sightseeing early on the 3rd (Fri) to allow enough time to drive to Orbetello.

Things to do in Assisi

Museums Historic Sites Wineries

Side Trips

Perugia, MUVIT Museo del Vino Torgiano Museum, Fondazione Palazzo Albizzini Collezione Burri, Aboca Museum
Highlights from your plan

3
nights
Orbetello

Orbetello ©
Orbetello is a town and comune in the province of Grosseto (Tuscany), Italy. Start off your visit on the 4th (Sat): explore the historical opulence of Giglio Castello, enjoy the sand and surf at Florida Beach Club, then make a trip to Mulino Spagnolo, and finally examine the collection at Forte Stella. Keep things going the next day: explore the ancient world of Tagliata Etrusca, then get engrossed in the history at Museo Archeologico Nazionale di Cosa, then enjoy the sand and surf at Playa del Can, and finally take in the spiritual surroundings of Concattedrale di Santa Maria Assunta.

For other places to visit, photos, where to stay, and more tourist information, read Orbetello trip maker website .

You can drive from Assisi to Orbetello in 3 hours. Alternatively, you can take a train; or take a bus. When traveling from Assisi in January, plan for a bit warmer days in Orbetello, with highs around 15°C, while nights are about the same with lows around 3°C. Finish up your sightseeing early on the 6th (Mon) so you can catch the train to Rome.

Things to do in Orbetello

Historic Sites Parks Outdoors

Side Trips

Forte Stella, Giglio Castello
Highlights from your plan
Giglio Castello ©
Giglio Castello
Museo Archeologico Nazionale di Cosa ©
Tagliata Etrusca ©
Tagliata Etrusca

2
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
On the 6th (Mon), take in the architecture and atmosphere at Scala Santa and Chapel of San Lorenzo, delve into the distant past at Foro di Cesare, then contemplate in the serene atmosphere at Basilica di Santa Maria in Aracoeli, then appreciate the extensive heritage of Roma dal Cielo Terrazza delle Quadrighe, and finally don't miss a visit to Trinità dei Monti. On the 7th (Tue), you'll have a packed day of sightseeing: explore the world behind art at Villa Farnesina, pause for some serene contemplation at Chiesa di Sant'Agnese in Agone, then take a stroll through Ghetto Ebraico, then make a trip to Monte Palatino, and finally delve into the distant past at National Roman Museum - Baths of Diocletian.

To find traveler tips, photos, more things to do, and more tourist information, you can read our Rome holiday maker site .

Traveling by train from Orbetello to Rome takes 2 hours. Alternatively, you can drive. January in Rome sees daily highs of 15°C and lows of 4°C at night. Cap off your sightseeing on the 8th (Wed) early enough to catch the train to Salerno.

Things to do in Rome

Historic Sites Museums Neighborhoods
Highlights from your plan
Scala Santa and Chapel of San Lorenzo ©
Villa Farnesina ©
Villa Farnesina
Foro di Cesare ©
Foro di Cesare

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.
On the 8th (Wed), take in the architecture and atmosphere at Badia della Santissima Trinita', take in the dramatic natural features at I Due Fratelli, then contemplate in the serene atmosphere at Tempio di Pomona, then make a trip to Chiesa di San Giorgio, and finally put a fun spin on your tour with Escape Room Intrappola.TO - Salerno. On the 9th (Thu), you'll have a packed day of sightseeing: make a trip to Chiesa San Pietro a Corte, look for gifts at Lavorazione Artigianale Savastano, take an in-depth tour of Museo Archeologico Provinciale di Salerno, take in the architecture and atmosphere at Chiesa di San Benedetto, then see the interesting displays at Pinacoteca Provinciale Salerno, and finally examine the collection at Museo Diocesano San Matteo di Salerno.

To find ratings, reviews, other places to visit, and more tourist information, use the Salerno trip itinerary builder website .

You can take a train from Rome to Salerno in 2 hours. Other options are to drive; or take a bus. Traveling from Rome in January, you can expect nighttime temperatures to be a bit warmer in Salerno, with lows of 10°C. Finish up your sightseeing early on the 10th (Fri) so you can catcht the bus to Naples.

Things to do in Salerno

Museums Historic Sites Fun & Games

Side Trip

Badia della Santissima Trinita'
Highlights from your plan

3
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 the less-touristy side of things at Door Terravecchia - Excavations of Saepinum at Altilia and Chiesa di Santa Maria la Scala. Let the collections at Chiesa dei Santi Filippo e Giacomo - Complesso Museale dell'Arte della Seta and Complesso Museale Santa Maria delle Anime del Purgatorio ad Arco capture your imagination. Explore the numerous day-trip ideas around Naples: Pompeii (Casa del Fauno, Terme del Foro, & more). There's still lots to do: explore the ancient world of Casa di Nettuno e Anfitrite, go for a stroll along the water at Santa Lucia, contemplate in the serene atmosphere at Chiesa di Santa Chiara, and wander the streets of Decumani di Napoli.

To find ratings, other places to visit, photos, and other tourist information, you can read our Naples attractions planning website .

Naples is very close to Salerno. Traveling from Salerno in January, you can expect nighttime temperatures to be slightly colder in Naples, with lows of 6°C. Cap off your sightseeing on the 13th (Mon) early enough to catch the train to Vatican City.

Things to do in Naples

Historic Sites Museums Neighborhoods

Side Trips

Pompeii, Casa di Nettuno e Anfitrite, Door Terravecchia - Excavations of Saepinum at Altilia
Highlights from your plan
Chiesa di San Gregorio Armeno ©
Chiesa di San Gregorio Armeno
Casa di Nettuno e Anfitrite ©
Casa di Nettuno e Anfitrite
Chiesa di Santa Maria la Scala ©
Chiesa di Santa Maria la Scala

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 14th (Tue), take in nature's colorful creations at Vatican Gardens, contemplate in the serene atmosphere at Cupola di San Pietro, pause for some photo ops at La Pieta, then don't miss a visit to Sphere within a Sphere, and finally examine the collection at Stanze di Raffaello. Here are some ideas for day two: ponder the design of Fontana di Porta Cavalleggeri, take in the local highlights with Walking tours, contemplate in the serene atmosphere at Baldacchino di San Pietro, di Bernini, stroll the grounds of Vatican Necropolis, then get a sense of history and politics at Prefettura degli Affari Economici della Santa Sede, and finally contemplate in the serene atmosphere at Monastero Mater Ecclesiae.

For more things to do, photos, other places to visit, and other tourist information, refer to the Vatican City trip planner.

Traveling by train from Naples to Vatican City takes 1.5 hours. Alternatively, you can drive; or fly. Expect a daytime high around 15°C in January, and nighttime lows around 4°C. Wrap up your sightseeing by early afternoon on the 16th (Thu) to allow enough time to take a train to Mantua.

Things to do in Vatican City

Historic Sites Museums Tours
Highlights from your plan
Cupola di San Pietro ©
Cupola di San Pietro
Stanze di Raffaello ©
Stanze di Raffaello
Vatican Necropolis ©
Vatican Necropolis

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. You'll explore and learn at Palazzo Valenti Gonzaga and Palazzo d'Arco. You'll explore the less-touristy side of things at Piazza Sordello and Chiesa di San Francesco. Venture out of the city with trips to Modena (Galleria Estense & Museo Civico d'Arte). The adventure continues: pause for some serene contemplation at Duomo - Cattedrale di San Pietro, take in the spiritual surroundings of Chiesa di Santa Maria del Gradaro, appreciate the history behind Casa Del Rigoletto, and look for gifts at Salumeria Giovanni Bacchi.

For photos, maps, and other tourist information, you can read our Mantua tour planner .

Traveling by train from Vatican City to Mantua takes 4 hours. Alternatively, you can drive; or fly. Prepare for slightly colder weather when traveling from Vatican City in January: high temperatures in Mantua hover around 9°C and lows are around 0°C. Wrap up your sightseeing by early afternoon on the 19th (Sun) to allow enough time to travel back home.

Things to do in Mantua

Museums Historic Sites Shopping

Side Trip

Modena
Highlights from your plan
Rotonda di San Lorenzo ©
Rotonda di San Lorenzo
Camera degli Sposi ©
Camera degli Sposi
Palazzo d'Arco ©
Palazzo d'Arco

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. Start off your visit on the 20th (Mon): explore the historical opulence of Castello Di Breno, see the interesting displays at Palazzo Salis e Museo Senza Frontiere, then contemplate in the serene atmosphere at Santuario della Beata Vergine di Tirano, then take in the spiritual surroundings of Chiesa di San Martino, and finally explore the historical opulence of Castello di Santa Maria. Get ready for a full day of sightseeing on the next day: see the interesting displays at Fucina Museo - Museo Etnografico Del Ferro Delle Arti E Tradizioni Popolari, then do a tasting at Tenuta La Gatta, then take an in-depth tour of Museo Etnografico Tiranese, and finally learn about winemaking at Plozza Vini Tirano.

To find reviews, traveler tips, photos, and other tourist information, read our Tirano trip itinerary app .

You can drive from Mantua to Tirano in 3 hours. Alternatively, you can take a train; or do a combination of bus and train. Traveling from Mantua in January, expect Tirano to be slightly colder, temps between 1°C and -7°C. On the 22nd (Wed), wrap the sightseeing up by early afternoon so you can drive to Bellagio.

Things to do in Tirano

Historic Sites Museums Wineries

Side Trips

Castel Grumello, Castello Di Breno, Fucina Museo - Museo Etnografico Del Ferro Delle Arti E Tradizioni Popolari, Tenuta La Gatta
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.
Chiesa Santa Maria Foris Portas and Santuario San Girolamo Emiliani will appeal to history buffs. Museum-lovers will appreciate Museo della Collegiata di Castiglione Olona and Museo degli Strumenti per la Navigazione. Explore the numerous day-trip ideas around Bellagio: Basilica di Agliate (in Carate Brianza), Museo Castiglioni (in Varese) and Castello dell'Innominato (in Vercurago). There's lots more to do: pause for some serene contemplation at Chiesa di Sant'Apollinare, stop by Azalea - Silk of Como, do a tasting at Enoteca Principessa, and don't miss a visit to Borgo di Pescallo.

For where to stay, more things to do, other places to visit, and tourist information, read our Bellagio online road trip planner .

Traveling by car from Tirano to Bellagio takes 2.5 hours. Alternatively, you can take a train. Expect a bit warmer temperatures when traveling from Tirano in January; daily highs in Bellagio reach 8°C and lows reach -1°C. On the 25th (Sat), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Bellagio

Historic Sites Museums Wineries

Side Trips

Vercurago, Museo Castiglioni, Museo della Collegiata di Castiglione Olona, Chiesa Santa Maria Foris Portas, Basilica di Agliate
Highlights from your plan
Castello dell'Innominato ©
Castello dell'Innominato
Chiesa Santa Maria Foris Portas ©
Chiesa Santa Maria Foris Portas
Chiesa di Sant'Apollinare ©
Chiesa di Sant'Apollinare

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