60 days in Italy Itinerary

60 days in Italy Itinerary

Created using Inspirock Italy trip maker

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Route & dates

60 days in Italy Itinerary

Start: Toronto
Fly:  11​h 15​min
1
Milan
— 2 nights
train:  1​h 45​min
2
Bellagio
— 5 nights
Drive:  4​h
3
Cinque Terre
— 2 nights
Drive:  2​h 30​min
4
Florence
— 6 nights
Drive:  2​h 15​min
5
Assisi
— 6 nights
Drive:  4​h 30​min
6
Ravello
— 5 nights
Drive:  1​h
7
Pompeii
— 2 nights
bus:  15​min
8
Naples
— 6 nights
train:  1​h 15​min
9
Rome
— 6 nights
Fly:  4​h
10
Palermo, Sicily
— 2 nights
Fly:  4​h 15​min
11
Verona
— 6 nights
bus:  1​h 30​min
12
Venice
— 5 nights
Drive:  2​h 45​min
13
Rimini
— 3 nights
train:  1​h 15​min
14
Bologna
— 3 nights
Fly:  13​h
End: Toronto

2
nights
Milan

Milan ©
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.
Start off your visit on the 17th (Sat): admire the landmark architecture of Galleria Vittorio Emanuele II, take in the architecture and atmosphere at Duomo di Milano, then make a trip to Piazza del Duomo, and finally explore the historical opulence of Castello Sforzesco. Get ready for a full day of sightseeing on the 18th (Sun): admire the masterpieces at Pinacoteca di Brera, then explore the different monuments and memorials at Monumental Cemetery, then take an in-depth tour of Basilica di Sant'Ambrogio, and finally admire the masterpieces at Pinacoteca Ambrosiana.

To see ratings, where to stay, photos, and more tourist information, go to the Milan sightseeing planning tool .

Toronto, Canada to Milan is an approximately 11.5-hour flight. You can also do a combination of flight and train. You'll lose 6 hours traveling from Toronto to Milan due to the time zone difference. When traveling from Toronto in August, plan for a bit warmer days and about the same nights in Milan: temperatures range from 34°C by day to 22°C at night. Finish your sightseeing early on the 18th (Sun) to allow enough time to take a train to Bellagio.

Things to do in Milan

Historic Sites Museums Shopping
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Castello Sforzesco ©
Castello Sforzesco
Pinacoteca Ambrosiana ©
Pinacoteca Ambrosiana

5
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.
Escape the urban bustle at Spiaggia Tranquilla and Bellagio Mountains. Satisfy your inner culture vulture at Chiosco Villa Carlotta and Villa Carlotta. Explore Bellagio's surroundings by going to Paul DEMARIA - The Open Lake & Landscape Studio d’Arte (in Varenna), Cathedral of Como (Duomo) (in Como) and Riva Bianca Beach (in Lierna). There's lots more to do: glide peacefully along the water with some of the best stand-up paddleboarding in the area, view the masterpieces at Abele Experientia Artis, take in the architecture and atmosphere at Basilica di San Giacomo, and do a tasting at Enoteca Principessa.

To see traveler tips, reviews, other places to visit, and tourist information, go to the Bellagio tour builder website .

Take a train from Milan to Bellagio in 2 hours. Alternatively, you can drive; or do a combination of train and bus. Expect a daytime high around 33°C in August, and nighttime lows around 20°C. Cap off your sightseeing on the 23rd (Fri) early enough to go by car to Cinque Terre.

Things to do in Bellagio

Outdoors Parks Museums

Side Trips

Tremezzina, Chiesa di S. Giorgio, Cathedral of Como (Duomo), Stand-Up Paddleboarding, Menaggio
Highlights from your plan
Riva Bianca Beach ©
Riva Bianca Beach
Chiosco Villa Carlotta ©
Chiosco Villa Carlotta
i Giardini di Villa Melzi ©
i Giardini di Villa Melzi

2
nights
Cinque Terre

Cinque Terre ©
Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
Kick off your visit on the 24th (Sat): take in the architecture and atmosphere at Oratorio dei Disciplinati di Santa Caterina, get to know the fascinating history of Borgo Storico di Corniglia, then trek along Footpath Monterosso - Vernazza, then explore the historical opulence of Castello Doria, and finally get into the urban bustle at Vernazza. On the 25th (Sun), you'll have a packed day of sightseeing: stroll through Spiaggia di Fegina, then hike along Cinque Terre Trails, and then contemplate in the serene atmosphere at Chiesa Di San Pietro.

To see photos, maps, more things to do, and more tourist information, read our Cinque Terre vacation planner .

Traveling by car from Bellagio to Cinque Terre takes 4 hours. Alternatively, you can take a train. In August, plan for daily highs up to 35°C, and evening lows to 20°C. Wrap up your sightseeing on the 25th (Sun) to allow time to drive to Florence.

Things to do in Cinque Terre

Parks Outdoors Trails
Highlights from your plan
Footpath Monterosso - Vernazza ©
Footpath Monterosso - Vernazza
Cinque Terre Trails ©
Cinque Terre Trails
Borgo Storico di Corniglia ©
Borgo Storico di Corniglia

6
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Get outdoors at River Rafting & Tubing and Nido Dell'Aquila. Satisfy your inner culture vulture at Gallerie Degli Uffizi and Cathedral of Santa Maria del Fiore. Change things up with these side-trips from Florence: Castello del Trebbio (in Santa Brigida), Canyon Park (in Bagni di Lucca) and Guardastelle Vineyard (in San Gimignano). Next up on the itinerary: examine the collection at Academy Of Florence Art Gallery, admire the masterpieces at Pitti Palace, get great views at Piazzale Michelangelo, and view the masterpieces at M.G. Design.

Quickly create a custom-made itinerary for Florence using our trip planner.

Drive from Cinque Terre to Florence in 2.5 hours. Alternatively, you can take a train. In August in Florence, expect temperatures between 35°C during the day and 20°C at night. Wrap up your sightseeing on the 31st (Sat) to allow time to drive to Assisi.

Things to do in Florence

Parks Outdoors Museums

Side Trips

Guardastelle Vineyard, Castello del Trebbio, Nido Dell'Aquila, Canyon Park, Bagno Maurizio
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery

6
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Get a sense of the local culture at Basilica Papale e Sacro Convento di San Francesco d'Assisi and Museo della Porziuncola. Popular historic sites such as Eremo delle Carceri and Basilica di Santa Maria degli Angeli - Porziuncola are in your itinerary. Get out of town with these interesting Assisi side-trips: Cascata delle Marmore (in Marmore), Casa del Cioccolato Perugina (in Perugia) and Ciacci Piccolomini d'Aragona (in Castelnuovo dell'Abate). And it doesn't end there: do a tasting at Tili Vini Societa Agricola, contemplate in the serene atmosphere at Basilica di Santa Chiara, appreciate the views at Piana di Castelluccio di Norcia, and delve into the distant past at Roman Forum and Archaeological Museum.

To see where to stay, other places to visit, photos, and more tourist information, use the Assisi road trip planning site .

Drive from Florence to Assisi in 2.5 hours. Alternatively, you can take a train. Expect a daytime high around 36°C in August, and nighttime lows around 20°C. Wrap up your sightseeing on the 6th (Fri) early enough to drive to Ravello.

Things to do in Assisi

Historic Sites Parks Museums

Side Trips

Casa del Cioccolato Perugina, Piana di Castelluccio di Norcia, La Piccola Spiaggia, Duomo di Orvieto, Cascata delle Marmore
Highlights from your plan
Museo della Porziuncola ©
Museo della Porziuncola
Eremo delle Carceri ©
Eremo delle Carceri

5
nights
Ravello

Ravello ©
Let the collections at Ceramiche Cosmolena di Margherita di Palma and Petit Prince Art Gallery capture your imagination. Do your shopping at Ceramiche d'Arte Carmela and Ravello Arte. Take a break from Ravello with a short trip to Fornillo in Positano, about 52 minutes away.

For ratings and more tourist information, refer to the Ravello trip itinerary planner .

Traveling by car from Assisi to Ravello takes 4.5 hours. Alternatively, you can take a train; or do a combination of train and bus. Traveling from Assisi in September, Ravello is somewhat warmer at night with lows of 24°C. Wrap up your sightseeing on the 11th (Wed) early enough to drive to Pompeii.

Things to do in Ravello

Parks Outdoors Historic Sites

Side Trips

Amalfi, Fornillo
Highlights from your plan
Spiaggia di castiglione ©
Spiaggia di castiglione
Duomo di Ravello ©
Duomo di Ravello
Lido di Ravello ©
Lido di Ravello

2
nights
Pompeii

Pompeii ©
Pompeii has been a tourist destination for more than 250 years.
Start off your visit on the 12th (Thu): steep yourself in history at Villa dei Misteri, then steep yourself in history at Pompeii Archaeological Park, and then delve into the distant past at Parco Acheologico di Ercolano. On the next day, browse for treasures at Libreria Antiquaria Vecchi Libri, learn about winemaking at Le Vigne di Raito, then take in the exciting artwork at Sol’Art Ceramiche, and finally stroll through Marina Di Vietri.

To see reviews, more things to do, maps, and tourist information, you can read our Pompeii online holiday planner .

Traveling by car from Ravello to Pompeii takes an hour. Alternatively, you can do a combination of bus and train; or take a bus. Traveling from Ravello in September, Pompeii is a bit cooler at night with lows of 20°C. Cap off your sightseeing on the 13th (Fri) early enough to catcht the bus to Naples.

Things to do in Pompeii

Historic Sites Beaches Parks

Side Trips

Salerno, Vietri sul Mare, Parco Acheologico di Ercolano
Highlights from your plan
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Sol’Art Ceramiche ©
Sol’Art Ceramiche
Le Vigne di Raito ©
Le Vigne di Raito

6
nights
Naples

Naples
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Satisfy your inner culture vulture at Museo Cappella Sansevero and Galleria Borbonica. You'll get in some beach time at Lido Marina Beach and Maronti Beach. You'll find plenty of places to visit near Naples: Castello Aragonese d'Ischia (in Ischia) and Capri (I Faraglioni & Marina Grande Public Beach). There's still lots to do: see the interesting displays at Museo Archeologico Nazionale di Napoli, get to know the fascinating history of Via Caracciolo e Lungomare di Napoli, take in the exciting artwork at Spazio Nea, and take a stroll through Chiaia.

To see where to stay, reviews, more things to do, and more tourist information, go to the Naples online day trip planner .

Naples is just a short distance from Pompeii. Expect a daytime high around 31°C in September, and nighttime lows around 20°C. Finish your sightseeing early on the 19th (Thu) so you can take a train to Rome.

Things to do in Naples

Parks Beaches Outdoors

Side Trips

Ischia, Capri, Lido Marina Beach
Highlights from your plan
I Faraglioni
I Faraglioni
Museo Cappella Sansevero ©
Museo Cappella Sansevero
Galleria Borbonica ©
Galleria Borbonica

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.
We've included these beaches for you: Stabilimento Balneare le Palme and V Lounge Beach Club. Get a sense of the local culture at Colosseum and Pantheon. There's lots more to do: delve into the distant past at Palatine Hill, explore the world behind art at Musei Capitolini, contemplate the long history of St. Peter's Basilica, and admire the landmark architecture of Vatican Museums.

To plan Rome vacation without wasting time, ask Inspirock to design an itinerary.

Take a train from Naples to Rome in 1.5 hours. Alternatively, you can drive; or take a bus. In September, daytime highs in Rome are 32°C, while nighttime lows are 18°C. Finish up your sightseeing early on the 25th (Wed) so you can travel to Palermo.

Things to do in Rome

Museums Historic Sites Shopping

Side Trip

Vatican City
Highlights from your plan
Piazza Navona ©
Piazza Navona
St. Peter's Basilica ©
St. Peter's Basilica
Vatican Museums
Vatican Museums

2
nights
Palermo, Sicily

Palermo ©
The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
On the 26th (Thu), see the interesting displays at Museo archeologico regionale "Antonino Salinas" Polo regionale di Palermo per i Parchi e i Musei Archeologici, make a trip to Cattedrale di Palermo, then admire the landmark architecture of Norman Palace, then take in the spiritual surroundings of Duomo di Monreale, and finally contemplate in the serene atmosphere at Cappella Di San Giuseppe Dei Falegnami, Facolta Di Giurisprudenza, Universita Di Palermo. On the 27th (Fri), you'll have a packed day of sightseeing: see the interesting displays at Museo dell'Acciuga, take in the exciting artwork at Regional Gallery (Galleria Regionale della Sicilia), and then stroll the grounds of Catacombe dei Cappuccini.

For reviews, other places to visit, maps, and more tourist information, refer to the Palermo online travel planner .

Fly from Rome to Palermo in 4 hours. Alternatively, you can do a combination of flight and bus; or do a combination of car and ferry. Finish up your sightseeing early on the 27th (Fri) so you can travel to Verona.

Things to do in Palermo

Museums Historic Sites Shopping

Side Trips

Duomo di Monreale, Museo dell'Acciuga
Highlights from your plan
Museo dell'Acciuga ©
Museo dell'Acciuga
Cattedrale di Palermo ©
Cattedrale di Palermo
Duomo di Monreale ©
Duomo di Monreale

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.
You'll enjoy a bit of beach vacationing at Spiaggia Castelletto di Brenzone and Lago di Ledro. Museum-lovers will get to explore Casa di Giulietta and Museo Archeologico al Teatro Romano. Explore the numerous day-trip ideas around Verona: Lago di Garda (in Garda), Road of 52 Tunnels (in Valli del Pasubio) and Mountbaldo (in Malcesine). And it doesn't end there: wander the streets of Piazza delle Erbe, explore the historical opulence of Museo di Castelvecchio, admire the sheer force of Parco Naturalistico delle Cascate-Family, and pause for some serene contemplation at San Fermo Maggiore, Verona.

To see ratings, traveler tips, and other tourist information, read our Verona attractions planning app .

Traveling by flight from Palermo to Verona takes 4.5 hours. Alternatively, you can do a combination of flight and train; or do a combination of flight and bus. September in Verona sees daily highs of 30°C and lows of 17°C at night. Wrap up your sightseeing on the 3rd (Thu) early enough to take a bus to Venice.

Things to do in Verona

Parks Nature Outdoors

Side Trips

Lago di Ledro, Road of 52 Tunnels, Lago di Garda, Spiaggia Castelletto di Brenzone, Mountbaldo
Highlights from your plan
Arena di Verona ©
Arena di Verona
Basilica di San Zeno Maggiore ©
Basilica di San Zeno Maggiore

5
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've added Gioielleria Eredi Jovon, Teatro La Fenice, Centro Storico di Venezia, and other attractions to your itinerary. Museum-lovers will appreciate Doge's Palace and European Cultural Centre - Palazzo Mora. Piazza San Marco and Giudecca 795 Art Gallery are good opportunities to explore the local culture. Venture out of the city with trips to Bagno Bambu (in Lido delle Nazioni) and Riviera 6 - Bagno 6 (in Lignano Riviera). Next up on the itinerary: pause for some serene contemplation at Basilica di San Marco, explore the world behind art at Peggy Guggenheim Collection, stop by Segreti di Bellezza, and enjoy the sand and surf at Bagni Alberoni.

To find reviews, more things to do, and more tourist information, you can read our Venice trip maker website .

Traveling by bus from Verona to Venice takes 1.5 hours. Alternatively, you can drive; or take a shuttle. In October, daytime highs in Venice are 22°C, while nighttime lows are 12°C. Wrap up your sightseeing on the 8th (Tue) early enough to travel back home.

Things to do in Venice

Historic Sites Museums Parks

Side Trips

Bagno Bambu, Riviera 6 - Bagno 6
Highlights from your plan
Basilica di San Marco
Basilica di San Marco
Doge's Palace ©
Doge's Palace
Piazza San Marco ©
Piazza San Marco

3
nights
Rimini

Rimini ©
A popular resort town on Italy's east coast, Rimini has been an inhabited settlement since prehistoric times.
On the 9th (Wed), take in the spiritual surroundings of Basilica di Sant'Apollinare in Classe, then contemplate in the serene atmosphere at Basilica San Vitale, then tour the pleasant surroundings at Bagno Egisto 38, and finally examine the collection at Italy in Miniature. Get ready for a full day of sightseeing on the next day: kick back and relax at Lamby's Beach 93 and then enjoy the sand and surf at Playa del Sol.

For traveler tips, photos, more things to do, and tourist information, refer to the Rimini trip planner .

You can drive from Venice to Rimini in 3 hours. Alternatively, you can take a train; or take a bus. In October, daytime highs in Rimini are 23°C, while nighttime lows are 14°C. Wrap up your sightseeing by early afternoon on the 11th (Fri) to allow enough time to take a train to Bologna.

Things to do in Rimini

Beaches Parks Outdoors

Side Trips

Basilica di Sant'Apollinare in Classe, Basilica San Vitale, Playa del Sol
Highlights from your plan
Basilica San Vitale ©
Basilica San Vitale
Basilica di Sant'Apollinare in Classe ©
Bagno Egisto 38 ©
Bagno Egisto 38

3
nights
Bologna

Bologna ©
A city famous for its cuisine, Bologna is the seat of the oldest university in the world, founded in 1088.
Your cultural itinerary includes sights like Basilica - Santuario di Santo Stefano and Basilica di San Petronio. Let the collections at La Macchina del Tempo and Bologna Fotografata. Tre Secoli di Sguardi capture your imagination. Change things up with these side-trips from Bologna: Castello Estense (in Ferrara), Museo Ferrari (in Maranello) and Acetaia Villa San Donnino (in Modena). There's lots more to do: stroll through Bagno Bambu, don't miss a visit to Torri degli Asinelli e Garisenda, and contemplate the long history of Piazza Maggiore.

For traveler tips, more things to do, maps, and more tourist information, go to the Bologna trip planner .

Take a train from Rimini to Bologna in 1.5 hours. Alternatively, you can take a bus; or drive. October in Bologna sees daily highs of 22°C and lows of 13°C at night. You will leave for home on the 14th (Mon).

Things to do in Bologna

Historic Sites Beaches Parks

Side Trips

Castello Estense, Acetaia Villa San Donnino, Bagno Bambu, Museo Ferrari
Highlights from your plan
Acetaia Villa San Donnino ©
Acetaia Villa San Donnino
Basilica - Santuario di Santo Stefano ©
Castello Estense ©
Castello Estense

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