33 days in Italy Itinerary

33 days in Italy Itinerary

Created using Inspirock Italy route maker

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Route & dates

33 days in Italy Itinerary

Start: Vancouver
Fly:  14​h 45​min
1
Venice
— 3 nights
Fly:  3​h 15​min
2
Rome
— 4 nights
train:  1​h 15​min
3
Naples
— 4 nights
subway + taxi:  1​h 30​min
4
Amalfi
— 3 nights
Drive:  4​h 30​min
5
Assisi
— 2 nights
Drive:  1​h 45​min
6
Siena
— 4 nights
bus:  1​h 15​min
7
Florence
— 4 nights
train:  1​h 45​min
8
Verona
— 5 nights
train:  1​h 15​min
9
Milan
— 2 nights
Fly:  15​h 30​min
End: Vancouver

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.
You'll get in some beach time at Peggy Guggenheim Collection and St. Mark's Square. Basilica di San Marco and Ponte di Rialto will appeal to history buffs. Venture out of the city with trips to Padua (Orto Botanico di Padova, Basilica di Sant’Antonio, & more). And it doesn't end there: explore the activities along Canal Grande, take a stroll through Cannaregio, appreciate the extensive heritage of Centro Storico di Venezia, and pause for some serene contemplation at San Giorgio Maggiore.

For where to stay, ratings, maps, and tourist information, use the Venice driving holiday planner .

Vancouver, Canada to Venice is an approximately 15-hour flight. You can also do a combination of flight and train. You'll lose 9 hours traveling from Vancouver to Venice due to the time zone difference. Expect somewhat warmer weather when traveling from Vancouver in September: highs in Venice hover around 29°C, while lows dip to 17°C. Wrap up your sightseeing on the 22nd (Sun) early enough to travel to Rome.

Things to do in Venice

Historic Sites Museums Neighborhoods

Side Trip

Padua
Find places to stay Sep 19 — 22:
Highlights from your plan
St. Mark's Square ©
St. Mark's Square
Doge's Palace ©
Doge's Palace
Basilica di San Marco
Basilica di San Marco

4
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Your inner history buff will appreciate Palatine Hill and Piazza Navona. We've included these beaches for you: Vatican Museums and Trevi Fountain. The adventure continues: admire the striking features of Pantheon, take in the spiritual surroundings of Basilica di Santa Maria Maggiore, wander the streets of Trastevere, and explore the ancient world of Colosseum.

For reviews, other places to visit, photos, and other tourist information, use the Rome trip app .

Getting from Venice to Rome by flight takes about 3.5 hours. Other options: take a train; or drive. In September in Rome, expect temperatures between 32°C during the day and 18°C at night. Finish your sightseeing early on the 26th (Thu) to allow enough time to take a train to Naples.

Things to do in Rome

Historic Sites Museums Tours

Side Trip

Vatican City
Find places to stay Sep 22 — 26:
Highlights from your plan
Pantheon ©
Pantheon
St. Peter's Basilica ©
St. Peter's Basilica
Colosseum ©
Colosseum

4
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Your inner history buff will appreciate Pompeii Archaeological Park and Duomo di Napoli. Get some cultural insight at Le Vigne di Raito and Museo Cappella Sansevero. Explore the numerous day-trip ideas around Naples: Duomo di Salerno (in Salerno), Sol’Art Ceramiche (in Vietri sul Mare) and Sorrento (Leonelli's Beach, Villa di Pollio Felice - Bagni della Regina Giovanna, & more). There's much more to do: steep yourself in history at Catacombe di San Gaudioso, make a trip to Via San Gregorio Armeno, pause for some serene contemplation at Cloister of Santa Chiara, and look for all kinds of wild species at Parco Sommerso di Gaiola Area Marina Protetta.

Inspirock's itinerary builder makes planning a Naples trip simple and quick.

You can take a train from Rome to Naples in 1.5 hours. Other options are to drive; or take a bus. In September in Naples, expect temperatures between 31°C during the day and 20°C at night. Finish your sightseeing early on the 30th (Mon) to allow enough time to travel to Amalfi.

Things to do in Naples

Historic Sites Parks Outdoors

Side Trips

Sorrento, Vietri sul Mare, Pompeii Archaeological Park, Duomo di Salerno
Find places to stay Sep 26 — 30:
Highlights from your plan
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Le Vigne di Raito ©
Le Vigne di Raito
Museo Cappella Sansevero ©
Museo Cappella Sansevero

3
nights
Amalfi

Amalfi ©
Known for its impressive hillside cascade of colorful stone buildings down to the Mediterranean shore, Amalfi is the cultural and commercial heart of southern Italy's Amalfi Coast.
You'll enjoy a bit of beach vacationing at Fornillo and Villa Cimbrone Gardens. Sentiero degli dei (Path of the Gods) and Villa Rufolo will appeal to history buffs. Go for a jaunt from Amalfi to Positano to see Chiesa di Santa Maria Assunta e Cripta Medievale about 46 minutes away. And it doesn't end there: contemplate in the serene atmosphere at Duomo di Ravello, pause for some serene contemplation at Chiostro del Paradiso, examine the collection at Museo della Carta, and admire the sheer force of Valle delle Ferriere.

Plan a Amalfi trip in moments using our itinerary builder.

You can do a combination of subway and taxi from Naples to Amalfi in 1.5 hours. Other options are to drive; or take a bus. Traveling from Naples in September, expect a bit warmer with lows of 24°C in Amalfi. Finish your sightseeing early on the 3rd (Thu) so you can drive to Assisi.

Things to do in Amalfi

Parks Wildlife Outdoors

Side Trips

Ravello, Positano, Grotta dello Smeraldo, Sentiero degli dei (Path of the Gods)
Find places to stay Sep 30 — Oct 3:
Highlights from your plan
Duomo di Ravello ©
Duomo di Ravello
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens

2
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Start off your visit on the 4th (Fri): pause for some serene contemplation at Basilica di Santa Maria degli Angeli - Porziuncola, step into the grandiose world of Rocca Maggiore, then pause for some serene contemplation at Basilica inferiore di San Francesco d'Assisi, then take in the spiritual surroundings of Basilica di Santa Chiara, and finally take in the spiritual surroundings of San Damiano. On the 5th (Sat), you'll have a packed day of sightseeing: contemplate in the serene atmosphere at Eremo delle Carceri, take in the spiritual surroundings of Basilica di San Francesco, examine the collection at Museo della Porziuncola, then explore the historical opulence of Rocca Paolina, then admire the masterpieces at Galleria Nazionale dell'Umbria, and finally pause for some serene contemplation at Cattedrale di Santa Maria Assunta Spoleto.

To see more things to do, reviews, and other tourist information, you can read our Assisi online travel route planner .

You can drive from Amalfi to Assisi in 4.5 hours. Alternatively, you can take a train; or do a combination of bus and train. Plan for little chillier nights when traveling from Amalfi in October since evenings lows in Assisi dip to 12°C. Finish your sightseeing early on the 5th (Sat) to allow enough time to drive to Siena.

Things to do in Assisi

Historic Sites Museums

Side Trips

Perugia, Basilica di San Francesco, Cattedrale di Santa Maria Assunta Spoleto
Find places to stay Oct 3 — 5:
Highlights from your plan
Museo della Porziuncola ©
Museo della Porziuncola
Eremo delle Carceri ©
Eremo delle Carceri

4
nights
Siena

Siena ©
Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Relax by the water at Siena Cathedral and Piazza del Campo. Get a sense of the local culture at Guardastelle Vineyard and Palazzo Pubblico and Museo Civico. Get out of town with these interesting Siena side-trips: Ciacci Piccolomini d'Aragona (in Castelnuovo dell'Abate), Crete Senesi (in Asciano) and Orvieto (Duomo di Orvieto & Pozzo di San Patrizio). There's lots more to do: contemplate the long history of Battistero di San Giovanni, contemplate in the serene atmosphere at San Francesco, browse the collection at Biblioteca Piccolomini, and take in panoramic vistas at Fortezza di Montalcino.

To find maps, where to stay, and other tourist information, refer to the Siena online road trip planner .

You can drive from Assisi to Siena in 2 hours. Other options are to take a bus; or take a train. In October in Siena, expect temperatures between 26°C during the day and 15°C at night. Finish up your sightseeing early on the 9th (Wed) so you can catcht the bus to Florence.

Things to do in Siena

Historic Sites Wineries Parks

Side Trips

Montalcino, Orvieto, Guardastelle Vineyard, Castello di Monteriggioni, Val d'Orcia
Find places to stay Oct 5 — 9:
Highlights from your plan
Ciacci Piccolomini d'Aragona ©
Ciacci Piccolomini d'Aragona
Siena Cathedral ©
Siena Cathedral
Piazza del Campo ©
Piazza del Campo

4
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Your cultural itinerary includes sights like Academy Of Florence Art Gallery and The Baptistery of St. John. Cathedral of Santa Maria del Fiore and Basilica di Santa Croce will appeal to history buffs. Explore the numerous day-trip ideas around Florence: Leaning Tower of Pisa (in Pisa), Lucca (San Michele in Foro & St Martin Cathedral) and Bagno Maurizio (in Viareggio). Next up on the itinerary: admire the masterpieces at Uffizi Galleries, snap pictures at Ponte Vecchio, admire the landmark architecture of Loggia dei Lanzi, and see the interesting displays at Stibbert Museum.

To see traveler tips, maps, and tourist information, use the Florence online trip itinerary maker .

Traveling by bus from Siena to Florence takes 1.5 hours. Alternatively, you can drive; or take a train. Expect a daytime high around 25°C in October, and nighttime lows around 14°C. Finish your sightseeing early on the 13th (Sun) to allow enough time to take a train to Verona.

Things to do in Florence

Historic Sites Museums Outdoors

Side Trips

Lucca, Leaning Tower of Pisa, Bagno Maurizio
Find places to stay Oct 9 — 13:
Highlights from your plan
Piazzale Michelangelo ©
Piazzale Michelangelo
Cathedral of Santa Maria del Fiore ©
Uffizi Galleries ©
Uffizi Galleries

5
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.
Your inner history buff will appreciate Arena di Verona and Basilica di San Zeno Maggiore. Visit Museo di Castelvecchio and Piazza delle Erbe for some beach relaxation. Explore Verona's surroundings by going to Parco Comunale delle Incisioni Rupestri di Luine (in Darfo Boario Terme), Torbiere del Sebino (in Provaglio d'Iseo) and Parco Archeologico Naturalistico della Rocca di Manerba del Garda (in Manerba del Garda). There's still lots to do: see the interesting displays at Casa di Giulietta, pause for some serene contemplation at San Fermo Maggiore, Verona, step into the grandiose world of Piazzale Castel San Pietro, and enjoy breathtaking views from Torre dei Lamberti.

To see ratings, photos, and other tourist information, read Verona visit planning app .

You can take a train from Florence to Verona in 2 hours. Other options are to drive; or take a bus. When traveling from Florence in October, plan for slightly colder days in Verona, with highs around 22°C, while nights are about the same with lows around 11°C. Cap off your sightseeing on the 18th (Fri) early enough to catch the train to Milan.

Things to do in Verona

Historic Sites Parks Wildlife

Side Trips

Torbiere del Sebino, Parco Archeologico Naturalistico della Rocca di Manerba del Garda, Borghetto sul Mincio, Jamaica Beach, Parco Natura Viva
Find places to stay Oct 13 — 18:
Highlights from your plan
Arena di Verona ©
Arena di Verona
Museo di Castelvecchio ©
Museo di Castelvecchio
Basilica di San Zeno Maggiore ©
Basilica di San Zeno Maggiore

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.
Kick off your visit on the 19th (Sat): look for all kinds of wild species at Oasi di Sant'Alessio, get to know the fascinating history of Piazza del Duomo, then take in the spiritual surroundings of Duomo di Milano, and finally admire the striking features of Galleria Vittorio Emanuele II. On the 20th (Sun), you'll have a packed day of sightseeing: contemplate in the serene atmosphere at Chiesa di Santa Maria presso San Satiro, then take an in-depth tour of Basilica di Sant'Ambrogio, then explore the historical opulence of Castello Sforzesco, and finally explore the different monuments and memorials at Monumental Cemetery.

To see maps, where to stay, and tourist information, read our Milan vacation builder .

Getting from Verona to Milan by train takes about 1.5 hours. Other options: drive. In October in Milan, expect temperatures between 21°C during the day and 13°C at night. Cap off your sightseeing on the 20th (Sun) early enough to travel back home.

Things to do in Milan

Historic Sites Museums Wildlife

Side Trip

Oasi di Sant'Alessio
Find places to stay Oct 18 — 20:
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Castello Sforzesco ©
Castello Sforzesco
Monumental Cemetery ©
Monumental Cemetery

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