36 days in Italy Itinerary

36 days in Italy Itinerary

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Route & dates

36 days in Italy Itinerary

Start: Red Deer
Fly:  20 h 15 min
1
Florence
— 4 nights
Drive:  2 h 15 min
2
Assisi
— 4 nights
Drive:  1 h 30 min
3
Orvieto
— 3 nights
Train:  1 h
4
Rome
— 4 nights
Train:  1 h 15 min
5
Naples
— 4 nights
Drive:  1 h 15 min
6
Ravello
— 4 nights
+7
Bus + Train + Bus + Foot + Fly + Bus + Foot + Train:  7 h 15 min
7
Syracuse, Sicily
— 1 night
+3
Train + Foot + Bus + Fly:  5 h 45 min
8
Verona
— 4 nights
Bus:  1 h 30 min
9
Venice
— 4 nights
Fly:  22 h 45 min
End: Red Deer

4
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Let the collections at Pitti Palace and Basilica di Santa Croce capture your imagination. You'll explore the less-touristy side of things at Abbazia di San Galgano and Centro Storico. Change things up with these side-trips from Florence: Duomo di Pisa (in Pisa) and Historic Centre of San Gimignano (in San Gimignano). There's much more to do: see the interesting displays at Academy Of Florence Art Gallery, admire the striking features of Loggia dei Lanzi, get great views at Basilica San Miniato al Monte, and take in the spiritual surroundings of The Baptistery of St. John.

To find where to stay, photos, more things to do, and more tourist information, use the Florence online trip itinerary builder .

Red Deer, Canada to Florence is an approximately 20.5-hour flight. Traveling from Red Deer to Florence, you'll lose 8 hours due to the time zone difference. While traveling from Red Deer, expect a bit warmer days and warmer nights in Florence, ranging from highs of 30°C to lows of 17°C. Finish up your sightseeing early on the 10th (Thu) so you can go by car to Assisi.

Things to do in Florence

Historic Sites Museums

Side Trips

Abbazia di San Galgano, Duomo di Pisa, Historic Centre of San Gimignano
Find places to stay Sep 6 — 10:
Highlights from your plan
Pitti Palace ©
Pitti Palace
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Historic Centre of San Gimignano ©
Historic Centre of San Gimignano

4
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Popular historic sites such as Eremo Le Celle and San Damiano are in your itinerary. Eschew the tourist crowds and head to Paper and Watermark Museum Fabriano and Casa Leopardi. You'll find plenty of places to visit near Assisi: Rocca Paolina (in Perugia), Palazzo Ducale di Urbino (in Urbino) and Cattedrale di Santa Maria Assunta Spoleto (in Spoleto). There's much more to do: take in the spiritual surroundings of Santuario Della Santa Casa, pause for some serene contemplation at Basilica di Santa Chiara, see the interesting displays at Museo della Porziuncola, and learn about winemaking at Tili Vini Societa Agricola.

To find traveler tips, photos, other places to visit, and other tourist information, read Assisi online journey maker .

Traveling by car from Florence to Assisi takes 2.5 hours. Alternatively, you can take a train. Expect a daytime high around 30°C in September, and nighttime lows around 16°C. Finish your sightseeing early on the 14th (Mon) so you can drive to Orvieto.

Things to do in Assisi

Historic Sites Museums Wineries

Side Trips

Palazzo Ducale di Urbino, Cattedrale di Santa Maria Assunta Spoleto, Paper and Watermark Museum Fabriano, Santuario Della Santa Casa, Eremo Le Celle
Find places to stay Sep 10 — 14:
Highlights from your plan
Eremo delle Carceri ©
Eremo delle Carceri
Museo della Porziuncola ©
Museo della Porziuncola
Palazzo Ducale di Urbino ©
Palazzo Ducale di Urbino

3
nights
Orvieto

Orvieto ©
The striking town of Orvieto, perched on a volcanic cliff overlooking the Umbrian countryside, is known as the Green Heart of Italy.
Get some cultural insight at San Quirico d'Orcia and Giardino dei Tarocchi. Eschew the tourist crowds and head to Pitigliano Centro Storico and Cascate del Mulino. Get out of town with these interesting Orvieto side-trips: Abbazia di Sant'Antimo (in Castelnuovo dell'Abate), Civita di Bagnoregio (in Civita di Bagnoregio) and Necropoli di Tarquinia (in Tarquinia). The adventure continues: contemplate the long history of Duomo di Orvieto and make a trip to Pozzo di San Patrizio.

For maps, photos, more things to do, and more tourist information, use the Orvieto road trip site .

Traveling by car from Assisi to Orvieto takes 1.5 hours. Alternatively, you can take a train; or take a bus. Expect a daytime high around 30°C in September, and nighttime lows around 17°C. Finish your sightseeing early on the 17th (Thu) so you can take a train to Rome.

Things to do in Orvieto

Historic Sites Parks Nature

Side Trips

Civita di Bagnoregio, Abbazia di Sant'Antimo, San Quirico d'Orcia, Cascate del Mulino, Necropoli di Tarquinia
Find places to stay Sep 14 — 17:
Highlights from your plan
Duomo di Orvieto ©
Duomo di Orvieto
Pitigliano Centro Storico ©
Pitigliano Centro Storico
Abbazia di Sant'Antimo ©
Abbazia di Sant'Antimo

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.
San Pietro in Vincoli and Arcibasilica di San Giovanni in Laterano will appeal to history buffs. Explore hidden gems such as Church of St. Louis of the French and Santa Maria in Trastevere. Next up on the itinerary: admire the masterpieces at Vatican Museums, make a trip to Trevi Fountain, contemplate the long history of Colosseum, and take a stroll through Trastevere.

For maps, photos, where to stay, and other tourist information, refer to the Rome online travel route planner .

Traveling by train from Orvieto to Rome takes an hour. Alternatively, you can take a bus; or drive. In September, daily temperatures in Rome can reach 32°C, while at night they dip to 18°C. Finish your sightseeing early on the 21st (Mon) to allow enough time to take a train to Naples.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trip

Vatican City
Find places to stay Sep 17 — 21:
Highlights from your plan
Galleria Borghese
Galleria Borghese
Vatican Museums
Vatican Museums
Pantheon ©
Pantheon

4
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Do some cultural sightseeing at Monte Cassino and Galleria Borbonica. Museum-lovers will appreciate Museo Archeologico Nazionale di Napoli and Chiesa dei Santi Filippo e Giacomo - Complesso Museale dell'Arte della Seta. Venture out of the city with trips to Parco Acheologico di Ercolano (in Ercolano) and Giardini di Augusto (in Capri). There's lots more to do: get to know the fascinating history of Via Caracciolo e Lungomare di Napoli, take in the architecture and atmosphere at Duomo di Napoli, and delve into the distant past at Pompeii Archaeological Park.

To find ratings, more things to do, maps, and tourist information, refer to the Naples road trip website .

Getting from Rome to Naples by train takes about 1.5 hours. Other options: drive; or take a bus. In September in Naples, expect temperatures between 31°C during the day and 20°C at night. Wrap up your sightseeing on the 25th (Fri) early enough to drive to Ravello.

Things to do in Naples

Historic Sites Museums Parks

Side Trips

Parco Acheologico di Ercolano, Pompeii Archaeological Park, Monte Cassino, Giardini di Augusto
Find places to stay Sep 21 — 25:
Highlights from your plan
Parco Acheologico di Ercolano ©
Parco Acheologico di Ercolano
Galleria Borbonica ©
Galleria Borbonica
Monte Cassino ©
Monte Cassino

4
nights
Ravello

Ravello ©
Best known for its celebrated terraced gardens, Ravello is a hidden gem of Italy's Amalfi Coast.
Get a sense of the local culture at Villa Cimbrone Gardens and Villa Rufolo. Shop till you drop at Ceramiche Cosmolena di Margherita di Palma and Ceramiche d'Arte Carmela. Venture out of the city with trips to Le Vigne di Raito (in Vietri sul Mare) and Positano (Bagni d'Arienzo Beach Club, Positano & Fornillo).

To find more things to do, maps, reviews, and other tourist information, go to the Ravello tour itinerary builder site .

Getting from Naples to Ravello by car takes about 1.5 hours. Other options: do a combination of subway and taxi; or take a bus. Plan for a bit warmer nights when traveling from Naples in September since evenings lows in Ravello dip to 24°C. Finish your sightseeing early on the 29th (Tue) so you can travel to Syracuse.

Things to do in Ravello

Parks Beaches Outdoors

Side Trips

Amalfi, Positano, Le Vigne di Raito
Find places to stay Sep 25 — 29:
Highlights from your plan
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens
Duomo di Ravello ©
Duomo di Ravello
Duomo di Sant'Andrea ©
Duomo di Sant'Andrea

1
night
Syracuse, Sicily

Syracuse ©
Philosopher Cicero once described Syracuse as "the greatest Greek city and the most beautiful of them all." A powerful city-state of ancient Greece, Syracuse now is the capital of the eponymous Italian province on the eastern coast of Sicily.
On the 30th (Wed), get engrossed in the history at Museo Archeologico Regionale Paolo Orsi, then ponder the design of Fountain of Diana, then pause for some serene contemplation at Syracuse Cathedral, and finally Head underground at Ear of Dionysius (Orecchio di Dionisio). Here are some ideas for day two: pause for some serene contemplation at Chiesa di San Giovanni Alle Catacombe, make a trip to Centro Storico, and then take in the architecture and atmosphere at St. Nicholas Cathedral.

To see maps, photos, other places to visit, and tourist information, refer to the Syracuse online trip itinerary planner .

Getting from Ravello to Syracuse by combination of car and ferry takes about 7.5 hours. Other options: take a train; or do a combination of bus, train, and ferry. Wrap up your sightseeing on the 1st (Thu) to allow time to travel to Verona.

Things to do in Syracuse

Historic Sites Nature Parks

Side Trip

Noto
Find places to stay Sep 29 — Oct 1:
Highlights from your plan
Duomo di Siracusa ©
Duomo di Siracusa
Centro Storico ©
Centro Storico
St. Nicholas Cathedral ©
St. Nicholas Cathedral

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.
Your inner history buff will appreciate Scaliger Castle in Malcesine and Palazzo Te. Appreciate the collections at MUSE - Museo delle Scienze and Casa di Giulietta. You'll find plenty of places to visit near Verona: Sirmione (Scaligero Castle & Grotte di Catullo), Castello Estense (in Ferrara) and Borghetto sul Mincio (in Valeggio Sul Mincio). And it doesn't end there: get to know the fascinating history of Piazza Duomo, contemplate in the serene atmosphere at Basilica di San Zeno Maggiore, step into the grandiose world of Museo di Castelvecchio, and experience the emotional art of opera at Arena di Verona.

For ratings, where to stay, maps, and tourist information, refer to the Verona itinerary tool .

Traveling by combination of train and flight from Syracuse to Verona takes 6 hours. Alternatively, you can do a combination of train, flight, and bus; or do a combination of train and flight. In October, daytime highs in Verona are 22°C, while nighttime lows are 11°C. Wrap up your sightseeing on the 5th (Mon) early enough to take a bus to Venice.

Things to do in Verona

Historic Sites Museums Childrens Museums

Side Trips

Trento, Sirmione, Castello Estense, Palazzo Te, Borghetto sul Mincio
Find places to stay Oct 1 — 5:
Highlights from your plan
Castello Scaligero ©
Castello Scaligero
Palazzo Te ©
Palazzo Te
Grotte di Catullo ©
Grotte di Catullo

4
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.
Museum-lovers will get to explore Peggy Guggenheim Collection and Doge's Palace. Get a sense of the local culture at Scuola Grande di San Rocco and Basilica di Santa Maria Gloriosa dei Frari. Change things up with these side-trips from Venice: Padua (Basilica di Sant’Antonio & Scrovegni Chapel). The adventure continues: contemplate the waterfront views at Canal Grande, take in the views from Ponte di Rialto, make a trip to Scala Contarini del Bovolo, and enjoy breathtaking views from St Mark's Campanile.

To find where to stay, photos, ratings, and tourist information, read Venice vacation builder website .

Getting from Verona to Venice by bus takes about 1.5 hours. Other options: drive; or take a shuttle. Expect a daytime high around 22°C in October, and nighttime lows around 12°C. Wrap up your sightseeing on the 9th (Fri) to allow time to travel back home.

Things to do in Venice

Historic Sites Museums Nature

Side Trip

Padua
Find places to stay Oct 5 — 9:
Highlights from your plan
Piazza San Marco ©
Piazza San Marco
Doge's Palace ©
Doge's Palace
Basilica di San Marco
Basilica di San Marco

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