32 days in Italy Itinerary

32 days in Italy Itinerary

Created using Inspirock Italy trip planner

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Route & dates

32 days in Italy Itinerary

Start: Cleveland
Fly:  14​h
1
Rome
— 5 nights
Train:  1​h 15​min
2
Naples
— 4 nights
Drive:  1​h 15​min
3
Ravello
— 4 nights
Drive:  4​h 30​min
4
Assisi
— 4 nights
Drive:  1​h 45​min
5
Siena
— 4 nights
Bus:  1​h 15​min
6
Florence
— 4 nights
Train:  2​h 15​min
7
Venice
— 5 nights
Fly:  14​h 30​min
End: Cleveland

5
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, museums, classes, and shopping. Your plan includes some of its best attractions: explore the ancient world of Colosseum, admire the landmark architecture of Pantheon, don't miss a visit to Spanish Steps, and appreciate the extensive heritage of Piazza Navona.

To see reviews, more things to do, maps, and more tourist information, read our Rome road trip app .

Cleveland, USA to Rome is an approximately 14-hour flight. You can also do a combination of train, bus, and flight. The time zone changes from Eastern Standard Time to Central European Time, which is usually a 6 hour difference. While traveling from Cleveland, expect a bit warmer days and about the same nights in Rome, ranging from highs of 73°F to lows of 55°F. Finish your sightseeing early on the 24th (Sat) so you can take a train to Naples.

Things to do in Rome

Historic Sites Museums Tours

Side Trip

Vatican City
Find places to stay Oct 18 — 24:
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
St. Peter's Basilica ©
St. Peter's Basilica

4
nights
Naples

Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. You'll find plenty of places to visit near Naples: Villa dei Misteri (in Pompeii), Sorrento (Food Tours & Wine Tours & Tastings) and Francesco (Frank) Carpegna - Walking with the Gods (in Positano). There's much more to do: make a trip to Pompeii Archaeological Park, explore the world behind art at Museo provinciale della Ceramica, contemplate in the serene atmosphere at Museo Cappella Sansevero, and explore the ancient world of Paestum Ruins.

To find ratings, traveler tips, reviews, and other tourist information, read our Naples online trip builder .

Take a train from Rome to Naples in 1.5 hours. Alternatively, you can drive; or take a bus. In October, daily temperatures in Naples can reach 74°F, while at night they dip to 58°F. Finish your sightseeing early on the 28th (Wed) so you can drive to Ravello.

Things to do in Naples

Tours Historic Sites Museums

Side Trips

Pompeii, Sorrento, Paestum Ruins, Museo provinciale della Ceramica, Francesco (Frank) Carpegna - Walking with the Gods
Find places to stay Oct 24 — 28:
Highlights from your plan
Wine Tours & Tastings
Food Tours
Paestum Ruins ©
Paestum Ruins

4
nights
Ravello

Ravello ©
Venture out of the city with trips to I Suoni degli Dei - Pelagos (in Praiano) and Positano (Il Sentiero Degli Dei, Fornillo, & more).

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

Traveling by car from Naples to Ravello takes 1.5 hours. Alternatively, you can do a combination of subway and taxi; or take a bus. In October, plan for daily highs up to 73°F, and evening lows to 63°F. Finish your sightseeing early on the 1st (Sun) so you can drive to Assisi.

Things to do in Ravello

Outdoors Parks Tours

Side Trips

Positano, Amalfi, I Suoni degli Dei - Pelagos
Find places to stay Oct 28 — Nov 1:
Highlights from your plan
Fornillo ©
Fornillo
Il Sentiero Degli Dei ©
Il Sentiero Degli Dei
Duomo di Ravello ©
Duomo di Ravello

4
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Get out of town with these interesting Assisi side-trips: Vineria del Carmine (in La Bruna), Montioni Frantoio e Cantina (in Montefalco) and Perugia (Galleria Nazionale dell'Umbria & Museo-Laboratorio di Vetrate Artistiche Moretti Caselli). There's lots more to do: pause for some serene contemplation at Basilica Papale e Sacro Convento di San Francesco d'Assisi, contemplate in the serene atmosphere at Basilica di Santa Maria degli Angeli - Porziuncola, stroll around Mount Subasio, and steep yourself in history at San Damiano.

To see other places to visit, where to stay, traveler tips, and more tourist information, read our Assisi trip planner .

Traveling by car from Ravello to Assisi takes 4.5 hours. Alternatively, you can take a train; or do a combination of bus and train. Plan for slightly colder temperatures traveling from Ravello in November, with highs in Assisi at 58°F and lows at 44°F. Finish your sightseeing early on the 5th (Thu) so you can drive to Siena.

Things to do in Assisi

Historic Sites Wineries Museums

Side Trips

Perugia, Montioni Frantoio e Cantina
Find places to stay Nov 1 — 5:
Highlights from your plan
Tili Vini Societa Agricola ©
Tili Vini Societa Agricola
Eremo delle Carceri ©
Eremo delle Carceri

4
nights
Siena

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Step out of Siena with an excursion to Guardastelle Vineyard in San Gimignano--about 52 minutes away. The adventure continues: indulge your senses at some of the top wineries in the area, deepen your understanding at Scuola di Cucina di Lella, browse the collection at Biblioteca Piccolomini, and take in the architecture and atmosphere at Duomo di Siena.

To find reviews, photos, traveler tips, and more tourist information, you can read our Siena online travel route planner .

Drive from Assisi to Siena in 2 hours. Alternatively, you can take a bus; or take a train. Expect a daytime high around 63°F in November, and nighttime lows around 48°F. Wrap up your sightseeing on the 9th (Mon) early enough to take a bus to Florence.

Things to do in Siena

Historic Sites Tours Wineries

Side Trip

Guardastelle Vineyard
Find places to stay Nov 5 — 9:
Highlights from your plan
Wine Tours & Tastings
Scuola di Cucina di Lella ©
Scuola di Cucina di Lella
Piazza del Campo ©
Piazza del Campo

4
nights
Florence

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Your day-by-day itinerary now includes Gallerie Degli Uffizi. Take a break from Florence with a short trip to Leaning Tower of Pisa in Pisa, about 1h 20 min away. And it doesn't end there: see the interesting displays at Academy Of Florence Art Gallery, admire the masterpieces at Pitti Palace, take in the views from Ponte Vecchio, and appreciate the extensive heritage of Piazza del Duomo.

For ratings, maps, where to stay, and other tourist information, go to the Florence trip planner .

Traveling by bus from Siena to Florence takes 1.5 hours. Alternatively, you can drive; or take a train. November in Florence sees daily highs of 61°F and lows of 46°F at night. Finish up your sightseeing early on the 13th (Fri) so you can catch the train to Venice.

Things to do in Florence

Tours Historic Sites Museums

Side Trip

Leaning Tower of Pisa
Find places to stay Nov 9 — 13:
Highlights from your plan
Food Tours
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Piazzale Michelangelo ©
Piazzale Michelangelo

5
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.
Explore the numerous day-trip ideas around Venice: Padua (Scrovegni Chapel & Basilica di Sant’Antonio) and Verona (Chiesa delle Sante Teuteria e Tosca & Arena di Verona). And it doesn't end there: contemplate the waterfront views at Canal Grande, examine the collection at Doge's Palace, take in the views from Ponte di Rialto, and capture your vacation like a pro with an inspiring photography tour.

To see ratings, reviews, other places to visit, and other tourist information, read our Venice trip planner .

Traveling by train from Florence to Venice takes 2.5 hours. Alternatively, you can drive; or take a bus. Traveling from Florence in November, you will find days in Venice are little chillier (56°F), and nights are about the same (43°F). Cap off your sightseeing on the 18th (Wed) early enough to travel back home.

Things to do in Venice

Historic Sites Museums Tours

Side Trips

Padua, Verona
Find places to stay Nov 13 — 18:
Highlights from your plan
Canal Grande ©
Canal Grande
Basilica di San Marco
Basilica di San Marco
Piazza San Marco ©
Piazza San Marco

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