31 days in Italy Itinerary

31 days in Italy Itinerary

Created using Inspirock Italy route maker

Make it your trip
Fly
1
Venice
— 4 nights
Fly
2
Amalfi
— 4 nights
Drive
3
Pompeii
— 2 nights
Fly
4
Catania, Sicily
— 1 night
Fly
5
Rome
— 5 nights
Drive
6
Assisi
— 2 nights
Drive
7
Siena
— 4 nights
Drive
8
Florence
— 4 nights
Drive
9
Pisa
— 1 night
Drive
10
Milan
— 3 nights
Fly

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Venice

— 4 nights

City of Romance

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 Padua (Scrovegni Chapel & Basilica of St. Anthony). The adventure continues: contemplate the waterfront views at Canal Grande, take in panoramic vistas at St Mark's Campanile, snap pictures at Ponte dei Sospiri, and admire the striking features of Basilica di San Marco.

To see maps, reviews, photos, and other tourist information, read Venice trip itinerary maker app.

Kingsport, USA to Venice is an approximately 17-hour flight. The time zone difference moving from Eastern Standard Time (EST) to Central European Standard Time (CET) is 6 hours. Expect a bit cooler weather when traveling from Kingsport in October: highs in Venice hover around 66°F, while lows dip to 51°F. Finish your sightseeing early on the 5th (Wed) to allow enough time to fly to Amalfi.

Things to do in Venice

Historic Sites · Museums · Tours · Nature

Side Trip

Find places to stay Oct 1 — 5:

Amalfi

— 4 nights

Painted Town

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.
Venture out of the city with trips to Positano (Walk of the Gods, Il Sentiero Degli Dei, &more). There's much more to do: indulge your senses at Amalfi Coast Drive, examine the collection at Museo della Carta, Head underground at Cave of Smeraldo, and view the masterpieces at Ceramiche Cosmolena di Margherita di Palma.

For other places to visit, ratings, more things to do, and more tourist information, refer to the Amalfi trip itinerary builder tool.

You can fly from Venice to Amalfi in 3 hours. Alternatively, you can do a combination of train and taxi; or drive. Traveling from Venice in October, things will get a bit warmer in Amalfi: highs are around 73°F and lows about 63°F. Cap off your sightseeing on the 9th (Sun) early enough to go by car to Pompeii.

Things to do in Amalfi

Outdoors · Historic Sites · Parks · Tours

Side Trips

Find places to stay Oct 5 — 9:

Pompeii

— 2 nights

Underground City

Pompeii has been a tourist destination for more than 250 years.
Kick off your visit on the 10th (Mon): delve into the distant past at House of Menander (Casa del Menandro), explore the ancient world of Terme del Foro, explore the ancient world of Pompeii Archaeological Park, admire the landmark architecture of Villa dei Misteri, then explore the ancient world of Forum, and finally explore the ancient world of Odeon - Teatro Piccolo. On your second day here, don't miss a visit to Promenade Trieste, then take in nature's colorful creations at Giardino della Minerva, then contemplate the long history of Lupanar, and finally delve into the distant past at Teatro Grande.

For reviews, traveler tips, more things to do, and tourist information, refer to the Pompeii tour itinerary builder tool.

Traveling by car from Amalfi to Pompeii takes 1.5 hours. Alternatively, you can take a bus. Expect a bit cooler evenings in Pompeii when traveling from Amalfi in October, with lows around 58°F. Wrap up your sightseeing on the 11th (Tue) early enough to fly to Catania.

Things to do in Pompeii

Historic Sites · Parks

Side Trip

Find places to stay Oct 9 — 11:

Catania, Sicily

— 1 night

Black Pearl of Ionian Sea

The landscape surrounding Catania, a medieval city on Sicily's eastern coast, is dominated by Mount Etna, the tallest active volcano in Europe.
On the 12th (Wed), take your sightseeing to a higher altitude at Mt Etna.

To see more things to do, other places to visit, reviews, and more tourist information, read Catania trip itinerary maker website.

Traveling by flight from Pompeii to Catania takes 2.5 hours. Alternatively, you can do a combination of car and ferry; or do a combination of train and ferry. October in Catania sees daily highs of 76°F and lows of 58°F at night. Wrap up your sightseeing on the 12th (Wed) to allow time to fly to Rome.

Things to do in Catania

Nature · Parks
Find places to stay Oct 11 — 12:
Highlights from your trip

Rome

— 5 nights

Eternal City

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, sightseeing, and nightlife. Your trip includes some of its best attractions: delve into the distant past at Pantheon, admire the local landmark of Trevi Fountain, get to know the fascinating history of Piazza Navona, and pause for some serene contemplation at St. Peter's Basilica.

To find out how to plan a trip to Rome, use our trip itinerary maker.

You can fly from Catania to Rome in 3 hours. Other options are to do a combination of train and ferry; or do a combination of car and ferry. October in Rome sees daily highs of 73°F and lows of 55°F at night. Cap off your sightseeing on the 17th (Mon) early enough to go by car to Assisi.

Things to do in Rome

Historic Sites · Museums · Tours · Neighborhoods

Side Trip

Find places to stay Oct 12 — 17:

Assisi

— 2 nights

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Start off your visit on the 18th (Tue): do a tasting at Tili Vini Societa Agricola, admire the masterpieces at Galleria Nazionale dell'Umbria, then examine the collection at Museo della Porziuncola, then contemplate the long history of Eremo delle Carceri, and finally step into the grandiose world of Rocca Maggiore. Here are some ideas for day two: see the interesting displays at Museo-Laboratorio di Tessitura a Mano Giuditta Brozzetti, admire the landmark architecture of Basilica di Santa Chiara, and then pause for some serene contemplation at Basilica Papale e Sacro Convento di San Francesco d'Assisi.

To see other places to visit, photos, where to stay, and more tourist information, refer to the Assisi trip itinerary maker tool.

Traveling by car from Rome to Assisi takes 2.5 hours. Alternatively, you can take a train; or take a bus. In October in Assisi, expect temperatures between 70°F during the day and 51°F at night. Cap off your sightseeing on the 19th (Wed) early enough to go by car to Siena.

Things to do in Assisi

Museums · Historic Sites · Wineries

Side Trip

Find places to stay Oct 17 — 19:

Siena

— 4 nights

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Go for a jaunt from Siena to Castelnuovo dell'Abate to see Ciacci Piccolomini d'Aragona about 1h 5 min away. There's still lots to do: gain insight at Scuola di Cucina di Lella, take in the architecture and atmosphere at Basilica Cateriniana San Domenico, look for all kinds of wild species at Wildlife Areas, and indulge your senses at some of the top wineries in the area.

For traveler tips, more things to do, reviews, and more tourist information, read our Siena trip planner.

You can drive from Assisi to Siena in 2 hours. Other options are to take a bus; or take a train. October in Siena sees daily highs of 73°F and lows of 56°F at night. Finish up your sightseeing early on the 23rd (Sun) so you can go by car to Florence.

Things to do in Siena

Tours · Wineries · Historic Sites · Museums

Side Trip

Find places to stay Oct 19 — 23:

Florence

— 4 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Go for a jaunt from Florence to Santa Brigida to see Castello del Trebbio about 36 minutes away. Next up on the itinerary: explore the world behind art at Florence Academy of Fine Arts, don't miss a visit to Piazzale Michelangelo, admire the landmark architecture of The Baptistery of St. John, and see the interesting displays at Pitti Palace.

For more things to do, traveler tips, other places to visit, and more tourist information, read our Florence online attractions planner.

You can drive from Siena to Florence in 1.5 hours. Other options are to take a bus; or take a train. In October, plan for daily highs up to 71°F, and evening lows to 54°F. Finish your sightseeing early on the 27th (Thu) so you can drive to Pisa.

Things to do in Florence

Historic Sites · Museums · Wineries · Tours

Side Trip

Find places to stay Oct 23 — 27:

Pisa

— 1 night
Known worldwide for the Leaning Tower of Pisa, the city of Pisa historically served as a maritime power in the heart of Tuscany.
Kick off your visit on the 28th (Fri): examine the collection at Museo Aviotruppe Esercito Italiano, then make a trip to Piazza dei Miracoli, and then enjoy breathtaking views from Leaning Tower of Pisa.

To find ratings, more things to do, traveler tips, and more tourist information, go to the Pisa online trip maker.

Traveling by car from Florence to Pisa takes 1.5 hours. Alternatively, you can take a bus; or take a train. In October, daytime highs in Pisa are 71°F, while nighttime lows are 54°F. Finish up your sightseeing early on the 28th (Fri) so you can go by car to Milan.

Things to do in Pisa

Museums
Find places to stay Oct 27 — 28:

Milan

— 3 nights

Fashion Capital of World

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.
On the 29th (Sat), admire the landmark architecture of Galleria Vittorio Emanuele II, pause for some serene contemplation at Duomo di Milano, then take in the architecture and atmosphere at Basilica di Sant'Ambrogio, and finally take in the architecture and atmosphere at Basilica di San Giacomo. On your second day here, explore the historical opulence of Castello Sforzesco, then explore the different monuments and memorials at Monumental Cemetery, and then admire the masterpieces at Pinacoteca Ambrosiana.

To see reviews, ratings, where to stay, and other tourist information, refer to the Milan itinerary planning app.

You can drive from Pisa to Milan in 3 hours. Other options are to take a train; or fly. When traveling from Pisa in October, plan for slightly colder days in Milan, with highs around 65°F, while nights are about the same with lows around 52°F. On the 31st (Mon), you'll travel back home.

Things to do in Milan

Historic Sites · Museums · Shopping

Side Trip

Find places to stay Oct 28 — 31:

Italy travel guide

4.6
Landmarks · Ruins · Beaches
Italy is a land of high fashion, fine art, exquisite architecture, luxury sports cars, outstanding cuisine--and an insatiable taste for "la dolce vita." It's also home to the greatest number of World Heritage Sites in the world, making it an ideal place for your next holiday. The country boasts a varied landscape of mountain ranges, alpine lakes, and coastal towns, so it's no wonder travelers often refer to it as the bel paese (beautiful country). With so many places to visit, visitors often have a difficult time planning their itinerary. The smaller villages each feature a distinct character and a blend of architecture, art, and cuisine. In the country, you'll find countless archeological sites dating back to Roman times and beyond. The country's cities and seaside resorts are cosmopolitan powerhouses with museums, galleries, restaurants, shops, open-air markets, and pedestrian-friendly historic areas.