21 days in Italy Itinerary

21 days in Italy Itinerary

Created using Inspirock Italy travel route planner

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Route & dates

21 days in Italy Itinerary

Start: Prince George
Fly:  23 h
1
Venice
— 3 nights
Train:  2 h 30 min
2
Milan
— 1 night
Train:  3 h
3
Rome
— 3 nights
Train:  1 h 45 min
4
Salerno
— 3 nights
Ferry:  1 h 30 min
5
Positano
— 3 nights
Drive:  4 h 45 min
6
Assisi
— 2 nights
Drive:  2 h 15 min
7
Florence
— 3 nights
Fly:  23 h 30 min
End: Prince George

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.
Venture out of the city with trips to Verona (Torre dei Lamberti, Piazza delle Erbe, &more) and Scrovegni Chapel (in Padua). The adventure continues: explore the activities along Canal Grande, explore the world behind art at Peggy Guggenheim Collection, take in the views from Ponte dei Sospiri, and don't miss a visit to Piazza San Marco.

Use Inspirock's suggestions to plan your Venice trip and find the best activities and attractions for your vacation.

Prince George, Canada to Venice is an approximately 23-hour flight. The time zone difference when traveling from Prince George to Venice is 9 hours. While traveling from Prince George, expect a bit warmer days and much warmer nights in Venice, ranging from highs of 29°C to lows of 17°C. Finish your sightseeing early on the 8th (Tue) to allow enough time to take a train to Milan.

Things to do in Venice

Historic Sites Museums Nature

Side Trips

Verona, Scrovegni Chapel
Highlights from your plan
Canal Grande ©
Canal Grande
Basilica di San Marco
Basilica di San Marco
Doge's Palace ©
Doge's Palace

1
night
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 9th (Wed): explore the different monuments and memorials at Monumental Cemetery, admire the masterpieces at Pinacoteca Ambrosiana, then pause for some serene contemplation at Duomo di Milano, and finally shop like a local with Galleria Vittorio Emanuele II.

To see photos, maps, more things to do, and tourist information, read Milan itinerary planning website .

Take a train from Venice to Milan in 2.5 hours. Alternatively, you can drive; or do a combination of train and flight. Expect a daytime high around 28°C in September, and nighttime lows around 16°C. Cap off your sightseeing on the 9th (Wed) early enough to catch the train to Rome.

Things to do in Milan

Historic Sites Museums Shopping
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II
Pinacoteca Ambrosiana ©
Pinacoteca Ambrosiana

3
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, and museums. Your plan includes some of its best attractions: steep yourself in history at Colosseum, appreciate the extensive heritage of Piazza Navona, take a stroll through Trastevere, and make a trip to Spanish Steps.

To see where to stay, topicsMoreInfo.option.ratings, traveler tips, and more tourist information, read Rome trip planner.

Traveling by train from Milan to Rome takes 3 hours. Alternatively, you can fly; or drive. In September in Rome, expect temperatures between 32°C during the day and 18°C at night. Wrap up your sightseeing on the 12th (Sat) to allow time to take a train to Salerno.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trip

St. Peter's Basilica
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
St. Peter's Basilica ©
St. Peter's Basilica

3
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.
Change things up with these side-trips from Salerno: Ravello (Ceramiche Cosmolena di Margherita di Palma & Cappella Sant'Angelo all'Ospedale), Wine Tours & Tastings (in Sorrento) and Spiaggia di castiglione (in Castiglione). There's lots more to do: get some thrills on the water with a speed boat tour, pick up a one of a kind souvenir at Libreria Antiquaria Vecchi Libri, pause for some serene contemplation at Duomo di Salerno, and kick back and relax at Marina Di Vietri.

For where to stay, reviews, more things to do, and other tourist information, refer to the Salerno trip itinerary planner.

Traveling by train from Rome to Salerno takes 2 hours. Alternatively, you can drive; or take a bus. Traveling from Rome in September, expect a bit warmer with lows of 24°C in Salerno. Finish your sightseeing early on the 15th (Tue) so you can ride a ferry to Positano.

Things to do in Salerno

Outdoors Tours Beaches

Side Trips

Ravello, Wine Tours & Tastings, Spiaggia di Marina d'Albori
Highlights from your plan
Wine Tours & Tastings
Spiaggia di castiglione ©
Spiaggia di castiglione
Speed Boats Tours

3
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: Ravello (Villa Cimbrone Gardens, Duomo di Ravello, &more), Lido di Ravello (in Castiglione) and Amalfi (Duomo di Sant'Andrea & Speed Boats Tours). And it doesn't end there: cool off at Fornillo, contemplate in the serene atmosphere at Cloister del Paradiso, take in the pleasant sights at Positano, and head outdoors with I Suoni degli Dei - Pelagos.

Make your Positano itinerary with Inspirock to find out what to see and where to go.

Traveling by ferry from Salerno to Positano takes 1.5 hours. Alternatively, you can do a combination of train and taxi; or drive. In September in Positano, expect temperatures between 31°C during the day and 23°C at night. Finish up your sightseeing early on the 18th (Fri) so you can go by car to Assisi.

Things to do in Positano

Outdoors Tours Transportation

Side Trips

Ravello, Amalfi, I Suoni degli Dei - Pelagos
Highlights from your plan
Fornillo ©
Fornillo
Il Sentiero Degli Dei ©
Il Sentiero Degli Dei
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens

2
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
On the 19th (Sat), learn about winemaking at Azienda Agraria Saio, take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi, admire the landmark architecture of Santa Maria sopra Minerva, step into the grandiose world of Rocca Maggiore, then do a tasting at Bibenda Assisi, and finally take in the spiritual surroundings of Cripta di San Francesco. Keep things going the next day: do a tasting at Tili Vini Societa Agricola, walk around Mount Subasio, contemplate in the serene atmosphere at Eremo delle Carceri, take in the spiritual surroundings of San Damiano, then see the interesting displays at Museo della Porziuncola, and finally take in the spiritual surroundings of Basilica di Santa Maria degli Angeli - Porziuncola.

For reviews, topicsMoreInfo.option.ratings, photos, and more tourist information, read Assisi road trip planning website .

You can drive from Positano to Assisi in 5 hours. Other options are to do a combination of subway and train; or take a bus. Expect little chillier evenings in Assisi when traveling from Positano in September, with lows around 16°C. Wrap up your sightseeing on the 20th (Sun) to allow time to drive to Florence.

Things to do in Assisi

Historic Sites Wineries Museums
Highlights from your plan
Tili Vini Societa Agricola ©
Tili Vini Societa Agricola
Eremo delle Carceri ©
Eremo delle Carceri

3
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
When in Florence, make a side trip to see Leaning Tower of Pisa in Pisa, approximately Pisa away. There's much more to do: explore the world behind art at Academy Of Florence Art Gallery, take in the architecture and atmosphere at Cathedral of Santa Maria del Fiore, examine the collection at Pitti Palace, and take in the views from Ponte Vecchio.

For where to stay, topicsMoreInfo.option.ratings, reviews, and more tourist information, read our Florence trip itinerary planning app .

Traveling by car from Assisi to Florence takes 2.5 hours. Alternatively, you can take a train. Expect a daytime high around 30°C in September, and nighttime lows around 17°C. Finish your sightseeing early on the 23rd (Wed) so you can travel back home.

Things to do in Florence

Historic Sites Tours Museums

Side Trip

Leaning Tower of Pisa
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Piazzale Michelangelo ©
Piazzale Michelangelo

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