18 days in Italy Itinerary

18 days in Italy Itinerary

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Route & dates

18 days in Italy Itinerary

Start: Prague
Fly:  6​h 15​min
1
Pompeii
— 2 nights
Drive:  1​h 15​min
2
Amalfi
— 3 nights
subway + train:  3​h
3
Rome
— 3 nights
4
Assisi
— 2 nights
Drive:  2​h 15​min
5
Florence
— 3 nights
train:  1​h 45​min
6
Milan
— 1 night
train:  2​h 30​min
7
Venice
— 3 nights
Fly:  4​h 30​min
End: Prague

2
nights
Pompeii

Pompeii ©
Pompeii has been a tourist destination for more than 250 years.
On the next day, do a tasting at Le Vigne di Raito, then learn about winemaking at Bosco de Medici Winery, and then steep yourself in history at Pompeii Archaeological Park.

To find where to stay, reviews, other places to visit, and other tourist information, go to the Pompeii trip planning site .

Prague, Czech Republic to Pompeii is an approximately 6.5-hour flight. You can also do a combination of flight and train; or drive. Prepare for somewhat warmer weather when traveling from Prague in October: high temperatures in Pompeii hover around 27°C and lows are around 17°C. Wrap up your sightseeing on the 5th (Mon) to allow time to drive to Amalfi.

Things to do in Pompeii

Tours Historic Sites Wineries

Side Trips

Le Vigne di Raito, Wine Tours & Tastings, Libreria Antiquaria Vecchi Libri
Find places to stay Oct 3 — 5:
Highlights from your plan
Le Vigne di Raito ©
Le Vigne di Raito
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Wine Tours & Tastings

3
nights
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.
Explore Amalfi's surroundings by going to Positano (Il Sentiero Degli Dei & Fornillo). There's lots more to do: awaken your taste buds at some of the top wineries in the area, view the masterpieces at Ceramiche d'Arte Carmela, contemplate in the serene atmosphere at Duomo di Ravello, and take in the architecture and atmosphere at Cloister del Paradiso.

To see traveler tips, photos, more things to do, and tourist information, refer to the Amalfi trip site .

Drive from Pompeii to Amalfi in 1.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. In October, plan for daily highs up to 26°C, and evening lows to 20°C. Cap off your sightseeing on the 8th (Thu) early enough to travel to Rome.

Things to do in Amalfi

Historic Sites Tours Parks

Side Trips

Ravello, Positano
Find places to stay Oct 5 — 8:
Highlights from your plan
Wine Tours & Tastings
Fornillo ©
Fornillo
Il Sentiero Degli Dei ©
Il Sentiero Degli Dei

3
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, contemplate the long history of Palatine Hill, and pause for some serene contemplation at St. Peter's Basilica.

To see ratings and tourist information, refer to the Rome trip builder app .

You can do a combination of subway and train from Amalfi to Rome in 3 hours. Other options are to drive; or do a combination of bus and train. Traveling from Amalfi in October, Rome is slightly colder at night with lows of 15°C. Finish up your sightseeing early on the 11th (Sun) so you can go by car to Assisi.

Things to do in Rome

Historic Sites Museums

Side Trip

Vatican City
Find places to stay Oct 8 — 11:
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
St. Peter's Basilica ©
St. Peter's Basilica

2
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Kick off your visit on the 12th (Mon): contemplate in the serene atmosphere at Eremo delle Carceri, stroll around Mount Subasio, do a tasting at Tili Vini Societa Agricola, admire the striking features of Santa Maria sopra Minerva, then take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi, and finally explore the historical opulence of Rocca Maggiore. On the 13th (Tue), you'll have a packed day of sightseeing: look for all kinds of wild species at Wild Foods Italy, pause for some serene contemplation at Basilica di Santa Maria degli Angeli - Porziuncola, then see the interesting displays at Museo della Porziuncola, and finally contemplate in the serene atmosphere at San Damiano.

To find other places to visit, photos, reviews, and tourist information, you can read our Assisi online sightseeing planner .

Traveling by car from Rome to Assisi takes 2.5 hours. Alternatively, you can take a train; or take a bus. Expect a daytime high around 24°C in October, and nighttime lows around 12°C. Wrap up your sightseeing on the 13th (Tue) early enough to drive to Florence.

Things to do in Assisi

Historic Sites Parks Wildlife

Side Trip

Wild Foods Italy
Find places to stay Oct 11 — 13:
Highlights from your plan
Museo della Porziuncola ©
Museo della Porziuncola
Eremo delle Carceri ©
Eremo delle Carceri

3
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Change things up with a short trip to Leaning Tower of Pisa in Pisa (about 1h 10 min away). There's lots more to do: explore the world behind art at Gallerie Degli Uffizi, snap pictures at Ponte Vecchio, see the interesting displays at Academy Of Florence Art Gallery, and take in the spiritual surroundings of Cathedral of Santa Maria del Fiore.

To find reviews, other places to visit, traveler tips, and more tourist information, you can read our Florence day trip planning website .

Getting from Assisi to Florence by car takes about 2.5 hours. Other options: take a train. In October, daily temperatures in Florence can reach 25°C, while at night they dip to 14°C. Finish up your sightseeing early on the 16th (Fri) so you can catch the train to Milan.

Things to do in Florence

Museums Tours Historic Sites

Side Trip

Leaning Tower of Pisa
Find places to stay Oct 13 — 16:
Highlights from your plan
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Piazzale Michelangelo ©
Piazzale Michelangelo

1
night
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.
On the 17th (Sat), stroll the grounds of Monumental Cemetery, admire the masterpieces at Pinacoteca Ambrosiana, then take in the spiritual surroundings of Duomo di Milano, and finally admire the landmark architecture of Galleria Vittorio Emanuele II.

For reviews, photos, other places to visit, and other tourist information, you can read our Milan day trip planner.

Take a train from Florence to Milan in 2 hours. Alternatively, you can drive; or fly. Expect a bit cooler weather when traveling from Florence in October: highs in Milan hover around 21°C, while lows dip to 13°C. Finish your sightseeing early on the 17th (Sat) so you can take a train to Venice.

Things to do in Milan

Historic Sites Museums Shopping
Find places to stay Oct 16 — 17:
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II
Pinacoteca Ambrosiana ©
Pinacoteca Ambrosiana

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.
Step out of Venice to go to Padua and see Scrovegni Chapel, which is approximately 54 minutes away. There's lots more to do: explore the activities along Canal Grande, get to know the fascinating history of Piazza San Marco, admire the landmark architecture of Doge's Palace, and enjoy breathtaking views from St Mark's Campanile.

To find more things to do and more tourist information, refer to the Venice tour itinerary planner.

You can take a train from Milan to Venice in 2.5 hours. Alternatively, you can drive; or do a combination of flight and train. In October, daily temperatures in Venice can reach 22°C, while at night they dip to 12°C. Cap off your sightseeing on the 20th (Tue) early enough to travel back home.

Things to do in Venice

Historic Sites Museums Parks

Side Trip

Scrovegni Chapel
Find places to stay Oct 17 — 20:
Highlights from your plan
Canal Grande ©
Canal Grande
Piazza San Marco ©
Piazza San Marco
Basilica di San Marco
Basilica di San Marco

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