50 days in Italy Itinerary

50 days in Italy Itinerary

Created using Inspirock Italy route planner

Plan created by another user. Make it yours

Route & dates

1
Milan
— 3 nights
2
Verona
— 4 nights
3
Venice
— 6 nights
4
Florence
— 6 nights
5
Siena
— 5 nights
6
Assisi
— 5 nights
7
Positano
— 6 nights
8
Salerno
— 6 nights
9
Rome
— 7 nights

3
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.
Milan is known for historic sites, museums, and nightlife. Your plan includes some of its best attractions: contemplate in the serene atmosphere at Duomo di Milano, explore the world behind art at Pinacoteca di Brera, admire the landmark architecture of Galleria Vittorio Emanuele II, and get engrossed in the history at Pinacoteca Ambrosiana.

For where to stay, maps, ratings, and tourist information, read our Milan trip builder tool.

Toronto, Canada to Milan is an approximately 12-hour flight. The time zone difference when traveling from Toronto to Milan is 6 hours. In July, daily temperatures in Milan can reach °C, while at night they dip to °C. Wrap up your sightseeing on the 10th (Fri) early enough to drive to Verona.

Things to do in Milan

Historic Sites Museums Fun & Games
Find places to stay Jul 7 — 10:
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II
Castello Sforzesco ©
Castello Sforzesco

4
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.
Explore Verona's surroundings by going to Gruppo Dolomitico Sciliar-Catinaccio, Latemar - UNESCO (in Trento) and Lago di Garda (in Garda). The adventure continues: delve into the distant past at Arena di Verona, enjoy breathtaking views from Torre dei Lamberti, take in the local highlights with Walking tours, and let your taste buds guide you at a local gastronomic tour.

For more things to do, where to stay, photos, and other tourist information, you can read our Verona vacation builder app.

Getting from Milan to Verona by car takes about 2 hours. Other options: take a train. In July, daytime highs in Verona are °C, while nighttime lows are °C. Finish your sightseeing early on the 14th (Tue) so you can drive to Venice.

Things to do in Verona

Parks Nature Tours

Side Trips

Gruppo Dolomitico Sciliar-Catinaccio, Latemar - UNESCO, Lago di Garda
Find places to stay Jul 10 — 14:
Highlights from your plan
Parco Naturalistico delle Cascate-Family ©
Parco Naturalistico delle Cascate-Family
Arena di Verona ©
Arena di Verona
Lago di Garda ©
Lago di Garda

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.
Get out of town with these interesting Venice side-trips: Padua (Basilica of St. Anthony, Scrovegni Chapel, &more). There's much more to do: explore the activities along Canal Grande, snap pictures at Ponte di Rialto, appreciate the extensive heritage of Piazza San Marco, and don't miss a visit to Basilica di San Marco.

For more things to do, maps, reviews, and other tourist information, you can read our Venice day trip planning app.

Traveling by car from Verona to Venice takes 1.5 hours. Alternatively, you can take a bus; or take a shuttle. In July, plan for daily highs up to °C, and evening lows to °C. Cap off your sightseeing on the 20th (Mon) early enough to go by car to Florence.

Things to do in Venice

Historic Sites Museums Tours

Side Trip

Padua
Find places to stay Jul 14 — 20:
Highlights from your plan
Canal Grande ©
Canal Grande
Basilica di San Marco
Basilica di San Marco
Piazza San Marco ©
Piazza San Marco

6
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Explore the numerous day-trip ideas around Florence: Basilica San Vitale (in Ravenna), Leaning Tower of Pisa (in Pisa) and Castello del Trebbio (in Santa Brigida). The adventure continues: admire the masterpieces at Florence Academy of Fine Arts, enjoy breathtaking views from Campanile di Giotto, don't miss a visit to Piazzale Michelangelo, and steep yourself in history at Basilica of Santa Croce.

For reviews, maps, where to stay, and more tourist information, use the Florence trip itinerary planner.

Getting from Venice to Florence by car takes about 3 hours. Other options: take a train; or fly. In July, daytime highs in Florence are °C, while nighttime lows are °C. Wrap up your sightseeing on the 26th (Sun) early enough to drive to Siena.

Things to do in Florence

Tours Historic Sites Wineries

Side Trips

Basilica San Vitale, Leaning Tower of Pisa, Castello del Trebbio
Find places to stay Jul 20 — 26:
Highlights from your plan
Castello del Trebbio ©
Castello del Trebbio
Florence Academy of Fine Arts ©
Florence Academy of Fine Arts
Piazzale Michelangelo ©
Piazzale Michelangelo

5
nights
Siena

Siena ©
Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
You'll find plenty of places to visit near Siena: Winery Solaria Patrizia Cencioni (in Montalcino), Guardastelle Vineyard (in San Gimignano) and Ciacci Piccolomini d'Aragona (in Castelnuovo dell'Abate). There's much more to do: do a tasting at Batzella, don't miss a visit to Centro Storico di Siena, take in the architecture and atmosphere at Duomo di Siena, and deepen your understanding at Scuola di Cucina di Lella.

For more things to do, photos, maps, and more tourist information, go to the Siena online day trip planner.

Getting from Florence to Siena by car takes about 1.5 hours. Other options: take a bus; or take a train. In July, plan for daily highs up to °C, and evening lows to °C. Finish your sightseeing early on the 31st (Fri) so you can drive to Assisi.

Things to do in Siena

Wineries Historic Sites Tours

Side Trips

Montalcino, Guardastelle Vineyard, Batzella
Find places to stay Jul 26 — 31:
Highlights from your plan
Ciacci Piccolomini d'Aragona ©
Ciacci Piccolomini d'Aragona
Batzella ©
Batzella
Piazza del Campo ©
Piazza del Campo

5
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Change things up with these side-trips from Assisi: Montioni Frantoio e Cantina (in Montefalco), Decugnano dei Barbi (in Orvieto) and Azienda Agraria Guerrieri (in Piagge). There's still lots to do: admire the verdant scenery at Piana di Castelluccio di Norcia, examine the collection at Museo della Porziuncola, contemplate in the serene atmosphere at San Damiano, and steep yourself in history at Eremo delle Carceri.

For photos, where to stay, other places to visit, and more tourist information, use the Assisi online tour planner.

Getting from Siena to Assisi by car takes about 2 hours. Other options: take a bus; or take a train. Expect a daytime high around °C in July, and nighttime lows around °C. Finish up your sightseeing early on the 5th (Wed) so you can go by car to Positano.

Things to do in Assisi

Wineries Historic Sites Museums

Side Trips

Perugia, Montioni Frantoio e Cantina, Azienda Agraria Guerrieri, Decugnano dei Barbi, Piana di Castelluccio di Norcia
Find places to stay Jul 31 — Aug 5:
Highlights from your plan
Piana di Castelluccio di Norcia ©
Piana di Castelluccio di Norcia
Tili Vini Societa Agricola ©
Tili Vini Societa Agricola

6
nights
Positano

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 the numerous day-trip ideas around Positano: Lido di Ravello (in Castiglione), Amalfi (Speed Boats Tours, Museo della Carta, &more) and Ravello (Duomo di Ravello, Villa Rufolo, &more). There's still lots to do: enjoy the sand and surf at Fornillo, don't miss a visit to Piazzetta Umberto I, take some stellar pictures from Il Sentiero Degli Dei, and stroll through Bagni d'Arienzo Beach Club, Positano.

To see photos, maps, reviews, and more tourist information, go to the Positano attractions planning tool.

Drive from Assisi to Positano in 5 hours. Alternatively, you can do a combination of train, subway, and bus; or take a bus. Traveling from Assisi in August, expect somewhat warmer with lows of °C in Positano. Wrap up your sightseeing on the 11th (Tue) to allow time to drive to Salerno.

Things to do in Positano

Parks Outdoors Beaches

Side Trips

Amalfi, Ravello, Praiano, Lido Capo di Conca, Piazzetta Umberto I
Find places to stay Aug 5 — 11:
Highlights from your plan
Fornillo ©
Fornillo
Villa Rufolo ©
Villa Rufolo
Duomo di Ravello ©
Duomo di Ravello

6
nights
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: Spiaggia di castiglione (in Castiglione), Paestum Ruins (in Paestum) and Ravello (Le Ville di Ravello & Ceramiche Cosmolena di Margherita di Palma). And it doesn't end there: delve into the distant past at Pompeii Archaeological Park, explore the historical opulence of Castello di San Nicola de Thoro-Plano, stroll through Spiaggia di Marina d'Albori, and get some thrills on the water with a speed boat tour.

To find reviews, traveler tips, and other tourist information, use the Salerno trip planning site.

You can drive from Positano to Salerno in 1.5 hours. Other options are to ride a ferry; or do a combination of taxi and train. In August, daytime highs in Salerno are °C, while nighttime lows are °C. Finish your sightseeing early on the 17th (Mon) to allow enough time to drive to Rome.

Things to do in Salerno

Outdoors Tours Parks

Side Trips

Ravello, Vietri sul Mare, Maiori, Sorrento, Pompeii Archaeological Park
Find places to stay Aug 11 — 17:
Highlights from your plan
Wine Tours & Tastings
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Paestum Ruins ©
Paestum Ruins

7
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Explore Rome's surroundings by going to Tivoli (Villa d'Este & Villa Adriana). The adventure continues: contemplate the long history of Colosseum, admire the masterpieces at Galleria Borghese, ponder the design of Trevi Fountain, and admire the striking features of Pantheon.

To see where to stay, traveler tips, photos, and more tourist information, go to the Rome road trip planning tool.

Getting from Salerno to Rome by car takes about 3 hours. Other options: take a train; or take a bus. Plan for a bit cooler nights when traveling from Salerno in August since evenings lows in Rome dip to °C. Cap off your sightseeing on the 24th (Mon) early enough to travel back home.

Things to do in Rome

Historic Sites Museums Parks

Side Trips

Vatican City, Tivoli
Find places to stay Aug 17 — 24:
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
Trevi Fountain ©
Trevi Fountain

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