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:  22 h 45 min
1
Venice
— 4 nights
Bus:  1 h 30 min
2
Verona
— 4 nights
Train:  1 h 45 min
3
Florence
— 4 nights
Bus:  1 h 15 min
4
Siena
— 3 nights
Drive:  1 h 45 min
5
Assisi
— 4 nights
Drive:  2 h 15 min
6
Rome
— 4 nights
Train:  1 h 15 min
7
Naples
— 3 nights
Drive:  1 h 15 min
8
Ravello
— 8 nights
Drive + Fly:  22 h 30 min
End: Red Deer

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.
Do some cultural sightseeing at Scuola Grande di San Rocco and Basilica di Santa Maria Gloriosa dei Frari. Appreciate the collections at Peggy Guggenheim Collection and Gallerie dell'Accademia. You'll find plenty of places to visit near Venice: Padua (Scrovegni Chapel & Basilica di Sant’Antonio). There's still lots to do: contemplate the waterfront views at Canal Grande, pause for some serene contemplation at San Giorgio Maggiore, wander the streets of Cannaregio, and contemplate the long history of Ponte dei Sospiri.

For other places to visit, where to stay, maps, and other tourist information, go to the Venice holiday planner.

Red Deer, Canada to Venice is an approximately 23-hour flight. Due to the time zone difference, you'll lose 8 hours traveling from Red Deer to Venice. Expect somewhat warmer weather when traveling from Red Deer in September: highs in Venice hover around 29°C, while lows dip to 17°C. Cap off your sightseeing on the 9th (Thu) early enough to catcht the bus to Verona.

Things to do in Venice

Historic Sites Museums Nature

Side Trip

Padua
Find places to stay Sep 5 — 9:
Highlights from your plan
Canal Grande ©
Canal Grande
Doge's Palace ©
Doge's Palace
Piazza San Marco ©
Piazza San Marco

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.
Get some historical perspective at Scaliger Castle in Malcesine and Basilica di San Zeno Maggiore. Appreciate the collections at Palazzo Te and Casa di Giulietta. You'll find plenty of places to visit near Verona: Sirmione (Scaligero Castle & Grotte di Catullo), Borghetto sul Mincio (in Valeggio Sul Mincio) and Mountbaldo (in Malcesine). There's still lots to do: explore the historical opulence of Museo di Castelvecchio, explore the ancient world of Operaforte, contemplate the long history of Arena di Verona, and take a stroll through Piazza delle Erbe.

To see photos, traveler tips, and tourist information, you can read our Verona vacation planning tool .

Take a bus from Venice to Verona in 1.5 hours. Alternatively, you can drive; or take a shuttle. Expect a daytime high around 30°C in September, and nighttime lows around 17°C. Cap off your sightseeing on the 13th (Mon) early enough to catch the train to Florence.

Things to do in Verona

Historic Sites Nature Parks

Side Trips

Sirmione, Malcesine, Castello Estense, Palazzo Te, Borghetto sul Mincio
Find places to stay Sep 9 — 13:
Highlights from your plan
Mountbaldo ©
Mountbaldo
Palazzo Te ©
Palazzo Te
Grotte di Catullo ©
Grotte di Catullo

4
nights
Florence

Florence
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Satisfy your inner culture vulture at The Baptistery of St. John and Centro Storico. Pitti Palace and Academy Of Florence Art Gallery will appeal to museum buffs. Venture out of the city with trips to Castello del Trebbio (in Santa Brigida) and Duomo di Pisa (in Pisa). And it doesn't end there: contemplate in the serene atmosphere at Basilica San Miniato al Monte, step into the grandiose world of Palazzo Vecchio, don't miss a visit to Piazzale Michelangelo, and take in the views from Ponte Vecchio.

To see traveler tips, maps, ratings, and other tourist information, you can read our Florence travel route planner .

Traveling by train from Verona to Florence takes 2 hours. Alternatively, you can drive; or take a bus. In September, daily temperatures in Florence can reach 30°C, while at night they dip to 17°C. Cap off your sightseeing on the 17th (Fri) early enough to catcht the bus to Siena.

Things to do in Florence

Historic Sites Museums Wineries

Side Trips

Castello del Trebbio, Duomo di Pisa
Find places to stay Sep 13 — 17:
Highlights from your plan
Basilica San Miniato al Monte
Basilica San Miniato al Monte
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore

3
nights
Siena

Siena ©
Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Explore hidden gems such as Abbazia di Sant'Antimo and Historic Centre of San Gimignano. Deepen your sense of the past at sights like Centro Storico di Siena and Abbazia di San Galgano. Take a break from Siena with a short trip to Torre Grossa in San Gimignano, about 54 minutes away. There's lots more to do: savor the flavors at Food & Drink, explore the world behind art at Museo dell'Opera Metropolitana, take in the architecture and atmosphere at Duomo di Siena, and take in panoramic vistas at Torre del Mangia.

To find traveler tips, where to stay, other places to visit, and tourist information, read Siena trip itinerary maker site .

Getting from Florence to Siena by bus takes about 1.5 hours. Other options: drive; or take a train. Expect a daytime high around 32°C in September, and nighttime lows around 19°C. Finish your sightseeing early on the 20th (Mon) to allow enough time to drive to Assisi.

Things to do in Siena

Historic Sites Tours Museums

Side Trips

San Gimignano, Abbazia di San Galgano, Abbazia di Sant'Antimo
Find places to stay Sep 17 — 20:
Highlights from your plan
Historic Centre of San Gimignano ©
Historic Centre of San Gimignano
Abbazia di San Galgano ©
Abbazia di San Galgano
Abbazia di Sant'Antimo ©
Abbazia di Sant'Antimo

4
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Eschew the tourist crowds and head to Museo della Porziuncola and Cattedrale di Santa Maria Assunta Spoleto. Get some cultural insight at Pitigliano Centro Storico and Santuario Della Santa Casa. Explore the numerous day-trip ideas around Assisi: Civita di Bagnoregio (in Civita di Bagnoregio), Cascata delle Marmore (in Marmore) and Duomo di Orvieto (in Orvieto). And it doesn't end there: make a trip to Eremo delle Carceri, explore the historical opulence of Rocca Maggiore, admire the masterpieces at Palazzo Ducale di Urbino, and contemplate in the serene atmosphere at Basilica di Santa Maria degli Angeli - Porziuncola.

To see where to stay, traveler tips, and other tourist information, read our Assisi trip builder tool .

Traveling by car from Siena to Assisi takes 2 hours. Alternatively, you can take a bus; or take a train. In September, plan for daily highs up to 30°C, and evening lows to 16°C. Wrap up your sightseeing on the 24th (Fri) to allow time to drive to Rome.

Things to do in Assisi

Historic Sites Museums Nature

Side Trips

Palazzo Ducale di Urbino, Cattedrale di Santa Maria Assunta Spoleto, Santuario Della Santa Casa, Civita di Bagnoregio, Duomo di Orvieto
Find places to stay Sep 20 — 24:
Highlights from your plan
Pitigliano Centro Storico ©
Pitigliano Centro Storico
Museo della Porziuncola ©
Museo della Porziuncola

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 cultural itinerary includes sights like Parco Archeologico di Ostia Antica and Piazza Navona. Deepen your sense of the past at sights like Arcibasilica di San Giovanni in Laterano and Palatine Hill. Next up on the itinerary: explore the world behind art at Vatican Museums, explore the ancient world of Pantheon, contemplate the long history of St. Peter's Basilica, and take a stroll through Trastevere.

To see maps, where to stay, reviews, and more tourist information, you can read our Rome trip planning website .

You can drive from Assisi to Rome in 2.5 hours. Other options are to take a train; or take a bus. In September in Rome, expect temperatures between 32°C during the day and 18°C at night. Finish your sightseeing early on the 28th (Tue) so you can take a train to Naples.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trips

Vatican City, Parco Archeologico di Ostia Antica
Find places to stay Sep 24 — 28:
Highlights from your plan
Galleria Borghese
Galleria Borghese
Vatican Museums
Vatican Museums
Pantheon ©
Pantheon

3
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Discover out-of-the-way places like Wine Tours & Tastings and Underground Naples. Let the collections at Galleria Borbonica and Museo Archeologico Nazionale di Napoli capture your imagination. Change things up with a short trip to Parco Acheologico di Ercolano in Ercolano (about 44 minutes away). There's still lots to do: explore the ancient world of Pompeii Archaeological Park, admire the masterpieces at Museo Cappella Sansevero, and pause for some serene contemplation at Duomo di Napoli.

To find reviews, more things to do, where to stay, and more tourist information, read our Naples holiday planner .

You can take a train from Rome to Naples in 1.5 hours. Alternatively, you can drive; or take a bus. In September, daytime highs in Naples are 31°C, while nighttime lows are 20°C. Finish your sightseeing early on the 1st (Fri) to allow enough time to drive to Ravello.

Things to do in Naples

Historic Sites Museums

Side Trips

Parco Acheologico di Ercolano, Pompeii Archaeological Park
Find places to stay Sep 28 — Oct 1:
Highlights from your plan
Parco Acheologico di Ercolano ©
Parco Acheologico di Ercolano
Galleria Borbonica ©
Galleria Borbonica
Pompeii Archaeological Park ©
Pompeii Archaeological Park

8
nights
Ravello

Ravello ©
Best known for its celebrated terraced gardens, Ravello is a hidden gem of Italy's Amalfi Coast.
Get some cultural insight at Villa Cimbrone Gardens and Duomo di Sant'Andrea. You'll enjoy a bit of beach vacationing at Spiaggia di castiglione and Fornillo. Venture out of the city with trips to Le Vigne di Raito (in Vietri sul Mare), Positano (Spiaggia Grande & Bagni d'Arienzo Beach Club, Positano) and Spiaggia Lannio (in Cetara).

For ratings, photos, traveler tips, and other tourist information, refer to the Ravello online attractions planner .

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. In October, daytime highs in Ravello are 26°C, while nighttime lows are 20°C. Cap off your sightseeing on the 9th (Sat) early enough to travel back home.

Things to do in Ravello

Parks Outdoors Beaches

Side Trips

Amalfi, Positano, Minori, Maiori, Vietri sul Mare
Find places to stay Oct 1 — 9:
Highlights from your plan
Spiaggia di castiglione ©
Spiaggia di castiglione
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens
Duomo di Ravello ©
Duomo di Ravello

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