57 days in Italy Itinerary

57 days in Italy Itinerary

Created using Inspirock Italy journey planner

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Route & dates

57 days in Italy Itinerary

Start: Montreal
Fly:  12​h
1
Venice
— 6 nights
Drive:  3​h 15​min
2
Bellagio
— 6 nights
3
Verona
— 6 nights
4
Florence
— 7 nights
bus:  1​h 15​min
5
Siena
— 6 nights
Drive:  1​h 45​min
6
Assisi
— 6 nights
7
Rome
— 6 nights
8
Salerno
— 7 nights
ferry:  1​h 30​min
9
Positano
— 5 nights
train + Fly:  14​h 15​min
End: Montreal

6
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.
You'll find plenty of places to visit near Venice: Padua (Scrovegni Chapel, Basilica di Sant’Antonio, & more). The adventure continues: contemplate the waterfront views at Canal Grande, steep yourself in history at Peggy Guggenheim Collection, don't miss a visit to St Mark's Campanile, and explore the world behind art at Gallerie dell'Accademia.

Find out how to plan Venice trip without stress by asking Inspirock to help create an itinerary.

Montreal, Canada to Venice is an approximately 12-hour flight. You can also do a combination of train and flight. The time zone difference when traveling from Montreal to Venice is 6 hours. Expect warmer temperatures when traveling from Montreal in January; daily highs in Venice reach 9°C and lows reach 0°C. Finish up your sightseeing early on the 14th (Tue) so you can go by car to Bellagio.

Things to do in Venice

Historic Sites Museums Parks

Side Trip

Padua
Find places to stay Jan 7 — 14:
Highlights from your plan
Canal Grande ©
Canal Grande
Basilica di San Marco
Basilica di San Marco
Doge's Palace ©
Doge's Palace

6
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.
Get out of town with these interesting Bellagio side-trips: Como (Room Escape Games & Monte San Primo), Chiesa San Miro (in Sorico) and Santuario Madonna delle Lacrime (in Dongo). There's much more to do: take some stellar pictures from Monumento Naturale Regionale del Sasso di Preguda, take in the awesome beauty at Monte Grona, don't miss a visit to Santuario Madonna del Soccorso, and see the interesting displays at Museo Etnografico E Naturalistico Val Sanagra.

For reviews, ratings, other places to visit, and tourist information, refer to the Bellagio holiday planner.

Getting from Venice to Bellagio by car takes about 3.5 hours. Other options: take a train; or do a combination of train and bus. In January, daytime highs in Bellagio are 8°C, while nighttime lows are -1°C. Wrap up your sightseeing on the 20th (Mon) early enough to drive to Verona.

Things to do in Bellagio

Historic Sites Parks Nature

Side Trips

Ossuccio, Como, Tempio Civico della Beata Vergine Incoronata, Chiesetta della Madonna delle Grazie, Santuario di S. Maria dei Ghirli
Find places to stay Jan 14 — 20:
Highlights from your plan
Monte Legnoncino ©
Monte Legnoncino
Santuario Madonna delle Lacrime ©
Santuario Madonna delle Lacrime

6
nights
Verona

Verona ©
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.
Get out of town with these interesting Verona side-trips: Scuola Sci Asiago (in Asiago), Scuola Italiana di Sci & Snowboard Kristal (in Andalo) and Scuola Italiana di Sci Azzurra (in Folgarida). There's still lots to do: experience the emotional art of opera at Arena di Verona, take a stroll through Quinzano, learn about winemaking at Bertani, and head outdoors with King Rock arrampicata.

To see more things to do, maps, traveler tips, and tourist information, you can read our Verona online trip builder .

You can drive from Bellagio to Verona in 2.5 hours. Other options are to take a train; or take a bus. Finish up your sightseeing early on the 26th (Sun) so you can catch the train to Florence.

Things to do in Verona

Outdoors Parks Winter Sports

Side Trips

Scuola Italiana di Sci & Snowboard Kristal, Scuola Sci Asiago, Scuola Italiana di Sci Azzurra
Find places to stay Jan 20 — 26:
Highlights from your plan
Scuola Sci Asiago ©
Scuola Sci Asiago
Arena di Verona ©
Arena di Verona
Piazza delle Erbe ©
Piazza delle Erbe

7
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Go for a jaunt from Florence to Pisa to see Leaning Tower of Pisa about 1h 10 min away. And it doesn't end there: explore the world behind art at Gallerie Degli Uffizi, don't miss a visit to Piazzale Michelangelo, get engrossed in the history at Basilica di Santa Croce, and take in the spiritual surroundings of Cathedral of Santa Maria del Fiore.

For where to stay, ratings, maps, and tourist information, go to the Florence trip itinerary maker website .

Getting from Verona to Florence by train takes about 2 hours. Other options: drive; or take a bus. Expect a daytime high around 13°C in January, and nighttime lows around 3°C. Finish up your sightseeing early on the 2nd (Sun) so you can catcht the bus to Siena.

Things to do in Florence

Historic Sites Museums Tours

Side Trip

Leaning Tower of Pisa
Find places to stay Jan 26 — Feb 2:
Highlights from your plan
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Cathedral of Santa Maria del Fiore ©

6
nights
Siena

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Siena is known for historic sites, museums, classes, shopping, and parks. Your plan includes some of its best attractions: make a trip to Piazza del Campo, browse the collection at Biblioteca Piccolomini, enjoy unforgettable views with a balloon tour, and steep yourself in history at Centro Storico di Siena.

For where to stay, reviews, more things to do, and more tourist information, refer to the Siena online itinerary maker .

Traveling by bus from Florence to Siena takes 1.5 hours. Alternatively, you can drive; or take a train. In February, plan for daily highs up to 16°C, and evening lows to 5°C. Wrap up your sightseeing on the 8th (Sat) early enough to drive to Assisi.

Things to do in Siena

Historic Sites Tours Museums
Find places to stay Feb 2 — 8:
Highlights from your plan
Wine Tours & Tastings
Piazza del Campo ©
Piazza del Campo
Duomo di Siena ©
Duomo di Siena

6
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Change things up with a short trip to Museo del Pianoforte Storico e del Suono in Fabriano (about 1 hour away). There's lots more to do: pause for some serene contemplation at Basilica Papale e Sacro Convento di San Francesco d'Assisi, have fun and explore at Discovery Station Assisi, step into the grandiose world of Rocca Maggiore, and see the interesting displays at Mostra Permanente degli Antichi Mestieri e della Civilta Contadina.

To see traveler tips, ratings, other places to visit, and other tourist information, read our Assisi trip itinerary builder tool .

Traveling by car from Siena to Assisi takes 2 hours. Alternatively, you can take a bus; or take a train. In February in Assisi, expect temperatures between 13°C during the day and 4°C at night. Finish your sightseeing early on the 14th (Fri) to allow enough time to drive to Rome.

Things to do in Assisi

Historic Sites Museums Shopping

Side Trip

Museo del Pianoforte Storico e del Suono
Find places to stay Feb 8 — 14:
Highlights from your plan
Museo della Porziuncola ©
Museo della Porziuncola
Eremo delle Carceri ©
Eremo delle Carceri

6
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Rome is known for historic sites, nightlife, museums, classes, and shopping. Your plan includes some of its best attractions: steep yourself in history at Colosseum, take in the architecture and atmosphere at St. Peter's Basilica, delve into the distant past at Palatine Hill, and wander the streets of Trastevere.

For where to stay, ratings, more things to do, and other tourist information, you can read our Rome visit planner .

You can drive from Assisi to Rome in 2.5 hours. Alternatively, you can take a train; or take a bus. In February in Rome, expect temperatures between 16°C during the day and 5°C at night. Cap off your sightseeing on the 20th (Thu) early enough to catch the train to Salerno.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trip

Vatican City
Find places to stay Feb 14 — 20:
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
Trevi Fountain ©
Trevi Fountain

7
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.
Explore the numerous day-trip ideas around Salerno: Cetara (Chiesa San Pietro Apostolo & Torre di Cetara), Minori (Otium Spa Costa d'Amalfi, Fontana dei Leoni, & more) and Ravello (Belvedere Principessa di Piemonte, Cappella Sant'Angelo all'Ospedale, & more). There's much more to do: walk around Villa Comunale, pause for some serene contemplation at Chiesa di San Francesco, contemplate in the serene atmosphere at Chiesa della Santissima Annunziata, and make a trip to Chiesa San Pietro a Corte.

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

You can take a train from Rome to Salerno in 2 hours. Alternatively, you can drive; or take a bus. Plan for somewhat warmer nights when traveling from Rome in February since evenings lows in Salerno dip to 11°C. Finish up your sightseeing early on the 27th (Thu) so you can catch the ferry to Positano.

Things to do in Salerno

Historic Sites Parks Museums

Side Trips

Vietri sul Mare, Minori, Maiori, Ravello, Cetara
Find places to stay Feb 20 — 27:
Highlights from your plan
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Chiesa San Pietro a Corte ©
Chiesa San Pietro a Corte
Centro Storico Salerno ©
Centro Storico Salerno

5
nights
Positano

Often referred to as the gem of the Amalfi Coast, Positano remains one of southern Italy's most sought-after vacation locales, thanks to its hillside location and picturesque, pastel buildings.
Explore Positano's surroundings by going to Amalfi (Torre dello Ziro & Wine Tours & Tastings), Atrani (S.Maria Maddalena, Vicoli, scale e archi, & more) and San Giovanni del Toro (in Ravello). And it doesn't end there: explore the fascinating underground world of Grotte di Suppraiano, look for gifts at Tabula, don't miss a visit to IL Presepe nella Roccia, and take a memorable drive along Maestra dei Villaggi Road.

To see other places to visit, ratings, where to stay, and tourist information, read Positano trip itinerary planning tool .

You can ride a ferry from Salerno to Positano in 1.5 hours. Other options are to do a combination of train and taxi; or drive. Expect a daytime high around 17°C in February, and nighttime lows around 11°C. Wrap up your sightseeing by early afternoon on the 3rd (Tue) to allow time for travel back home.

Things to do in Positano

Tours Parks Shopping

Side Trips

Praiano, Amalfi, Atrani, Cattedrale di San Lorenzo, San Giovanni del Toro
Find places to stay Feb 27 — Mar 3:
Highlights from your plan
Wine Tours & Tastings
Grotte di Suppraiano ©
Grotte di Suppraiano
Tennis Al Settimo Piano ©
Tennis Al Settimo Piano

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