18 days in Italy Itinerary

18 days in Italy Itinerary

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Route & dates

18 days in Italy Itinerary

Start: San Diego
Fly:  15 h
1
Milan
— 1 night
Train:  1 h 15 min
2
Varenna
— 1 night
Drive:  4 h
3
Cinque Terre
— 2 nights
Train:  2 h 45 min
4
Florence
— 6 nights
Train:  2 h 45 min
5
Naples
— Few hours
Ferry:  1 h
6
Sorrento
— 3 nights
Ferry:  1 h
7
Amalfi
— Few hours
Drive:  15 min
8
Ravello
— Few hours
Drive:  45 min
9
Pompeii
— Few hours
Train:  2 h 30 min
10
Rome
— 3 nights
Fly:  18 h 45 min
End: San Diego

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.
Your day-by-day itinerary now includes Discotram, Monkey Cocktail Bar, Enoteca da Gatto, and other attractions you added. Kick off your visit on the 29th (Tue): unwind over a drink at Enoteca da Gatto, get a taste of local nightlife at Monkey Cocktail Bar, then join in the after-dark buzz at Discotram, then wander the streets of Brera District, and finally join in the after-dark buzz at Bar Lorant. On the next day, don't miss a visit to Galleria Vittorio Emanuele II, pause for some serene contemplation at Duomo di Milano, then browse the exhibits of Castello Sforzesco, and finally get to know the fascinating history of Piazza del Duomo.

To see other places to visit, photos, more things to do, and more tourist information, read our Milan online sightseeing planner .

San Diego, USA to Milan is an approximately 17.5-hour flight. You can also do a combination of flight and train; or do a combination of train and flight. The time zone difference moving from Pacific Standard Time to Central European Time is 9 hours. Prepare for slightly colder weather when traveling from San Diego in October: high temperatures in Milan hover around 65°F and lows are around 52°F. Wrap up your sightseeing on the 30th (Wed) to allow time to take a train to Varenna.

Things to do in Milan

Nightlife Shopping Neighborhoods
Highlights from your plan
Bar Lorant ©
Bar Lorant
Brera District ©
Brera District
Enoteca da Gatto ©
Enoteca da Gatto

1
night
Varenna

Varenna ©
Varenna is a comune (municipality) on Lake Como in the Province of Lecco in the Italian region Lombardy, located about 60km north of Milan and about 20km northwest of Lecco.Varenna was founded by local fishermen in 769, and was later allied of the commune of Milan. Your day-by-day itinerary now includes Monte Legnoncino. Kick off your visit on the 31st (Thu): take your sightseeing to a higher altitude at Monte Legnoncino, explore the stunning scenery at Orrido di Bellano, step into the grandiose world of Castello di Vezio, then view the masterpieces at Paul DEMARIA - The Open Lake & Landscape Studio d’Arte, then do a tasting at Enoteca Principessa, and finally look for gifts at Azalea - Silk of Como.

For photos, where to stay, traveler tips, and more tourist information, use the Varenna day trip app .

You can take a train from Milan to Varenna in 1.5 hours. Another option is to drive. October in Varenna sees daily highs of 64°F and lows of 49°F at night. Wrap up your sightseeing on the 31st (Thu) to allow time to drive to Venice.

Things to do in Varenna

Parks Nature Wineries

Side Trips

Bellagio, Monte Legnoncino, Orrido di Bellano, Castello di Vezio
Highlights from your plan
Orrido di Bellano ©
Orrido di Bellano
Castello di Vezio ©
Castello di Vezio
Monte Legnoncino ©
Monte Legnoncino

2
nights
Cinque Terre

Cinque Terre ©
Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
Start off your visit on the 3rd (Sun): do a tasting at Cantine Lunae, then step into the grandiose world of Castello Doria, then hike along Footpath Monterosso - Vernazza, and finally pause for some serene contemplation at Santa Margherita di Antiochia Church.

To find where to stay, more things to do, photos, and other tourist information, refer to the Cinque Terre itinerary planner.

You can drive from Varenna to Cinque Terre in 4 hours. Alternatively, you can take a train. In November, Cinque Terre is somewhat warmer than Varenna - with highs of 61°F and lows of 46°F. On the 4th (Mon), wrap the sightseeing up by early afternoon so you can drive to Florence.

Things to do in Cinque Terre

Parks Outdoors Trails

Side Trip

Cantine Lunae
Highlights from your plan
Footpath Monterosso - Vernazza ©
Footpath Monterosso - Vernazza
Vernazza ©
Vernazza
Cantine Lunae ©
Cantine Lunae

6
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Get outdoors at Belvedere di Cortona and Truffle Hunting in Tuscany. Museum-lovers will appreciate Academy Of Florence Art Gallery and Museo Nazionale del Bargello. Venture out of the city with trips to Castello di Monteriggioni (in Monteriggioni), San Quirico d'Orcia (in San Quirico d'Orcia) and Il Destriero (in Buonconvento). There's much more to do: take in the spiritual surroundings of Cathedral of Santa Maria del Fiore, get to know the fascinating history of Centro Storico, enjoy breathtaking views from Campanile di Giotto, and admire the striking features of The Baptistery of St. John.

For other places to visit, reviews, where to stay, and more tourist information, refer to the Florence road trip planning website .

Getting from Cinque Terre to Florence by car takes about 2.5 hours. Other options: take a train. In November, daily temperatures in Florence can reach 61°F, while at night they dip to 46°F. Wrap up your sightseeing by early afternoon on the 10th (Sun) to allow enough time to take a train to Naples.

Things to do in Florence

Historic Sites Outdoors Museums

Side Trips

Truffle Hunting in Tuscany, Il Destriero, Val d'Orcia, San Quirico d'Orcia, Belvedere di Cortona
Highlights from your plan
Pitti Palace ©
Pitti Palace
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery

few
hours
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. To see reviews, where to stay, other places to visit, and more tourist information, read our Naples trip planner.

You can take a train from Florence to Naples in 3 hours. Other options are to do a combination of flight and train; or drive. Expect a daytime high around 66°F in November, and nighttime lows around 50°F. Finish your sightseeing early on the 10th (Sun) to allow enough time to ride a ferry to Sorrento.

Things to do in Naples

Museums Historic Sites
Highlights from your plan
Museo Cappella Sansevero ©
Museo Cappella Sansevero
The Neapolis Buried ©
The Neapolis Buried

3
nights
Sorrento

Sorrento ©
A lovely town easily accessible from almost anywhere in the country, Sorrento overlooks the Bay of Naples and sits right on the Amalfi Drive.
Start off your visit on the 11th (Mon): admire the striking features of Basilica di Sant'Antonino, pause for some serene contemplation at Cattedrale di Sorrento, then stop by Nana' Positano, then take in the spiritual surroundings of Chiesa di Santa Maria Assunta e Cripta Medievale, and finally admire the masterpieces at Museobottega della Tarsialignea. Get ready for a full day of sightseeing on the next day: kick back and relax at Leonelli's Beach, explore the world behind art at Correale di Terranova Museum, then do a tasting at I Giardini di Cataldo, and finally make a trip to Piazza Tasso.

To see traveler tips, maps, more things to do, and more tourist information, go to the Sorrento trip planner .

Traveling by ferry from Naples to Sorrento takes an hour. Alternatively, you can drive; or take a subway. Traveling from Naples in November, expect somewhat warmer with lows of 56°F in Sorrento. Cap off your sightseeing on the 13th (Wed) early enough to go by car to Amalfi.

Things to do in Sorrento

Parks Outdoors Beaches

Side Trip

Positano
Highlights from your plan
I Giardini di Cataldo ©
I Giardini di Cataldo
Church of Santa Maria Assunta ©
Church of Santa Maria Assunta
Basilica di Sant'Antonino ©
Basilica di Sant'Antonino

few
hours
Amalfi

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.
To find photos, more things to do, where to stay, and more tourist information, you can read our Amalfi vacation maker .

Getting from Sorrento to Amalfi by car takes about an hour. Other options: ride a ferry; or take a bus. In November, daily temperatures in Amalfi can reach 65°F, while at night they dip to 58°F. Wrap up your sightseeing on the 13th (Wed) to allow time to drive to Ravello.

Things to do in Amalfi

Tours Outdoors Transportation

few
hours
Ravello

Ravello ©
Kick off your visit on the 13th (Wed): admire the landmark architecture of Villa Rufolo, take in the spiritual surroundings of Duomo di Ravello, then get a taste of the local shopping with Ceramiche d'Arte Carmela, and finally stop by Ceramiche Cosmolena di Margherita di Palma.

To see traveler tips, where to stay, photos, and other tourist information, you can read our Ravello route builder app .

Ravello is just a stone's throw from Amalfi. In November, plan for daily highs up to 65°F, and evening lows to 58°F. On the 13th (Wed), wrap the sightseeing up by early afternoon so you can drive to Pompeii.

Things to do in Ravello

Shopping Museums Historic Sites
Highlights from your plan
Duomo di Ravello ©
Duomo di Ravello
Villa Rufolo ©
Villa Rufolo

few
hours
Pompeii

Pompeii ©
Pompeii has been a tourist destination for more than 250 years.
To find other places to visit, maps, more things to do, and tourist information, you can read our Pompeii trip itinerary planning website .

Drive from Ravello to Pompeii in an hour. Alternatively, you can do a combination of bus and train; or take a bus. Expect little chillier evenings in Pompeii when traveling from Ravello in November, with lows around 50°F. Cap off your sightseeing on the 13th (Wed) early enough to catch the train to Rome.

Things to do in Pompeii

Shopping Historic Sites
Highlights from your plan
Lo Chalet di Mirko ©
Lo Chalet di Mirko
House of Menander (Casa del Menandro) ©

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.
On the 14th (Thu), steep yourself in history at St. Peter's Basilica, explore the world behind art at Vatican Museums, then take in the architecture and atmosphere at St. Clement Basilica, and finally explore the ancient world of Palatine Hill. Get ready for a full day of sightseeing on the 15th (Fri): get to know the fascinating history of Vatican City, steep yourself in history at Sistine Chapel, then don't miss a visit to Pantheon, then take in the architecture and atmosphere at Chiesa di Sant'Ignazio di Loyola, and finally take in the spiritual surroundings of Santa Maria Sopra Minerva.

To see photos, more things to do, maps, and tourist information, use the Rome trip planner.

Take a train from Pompeii to Rome in 2.5 hours. Alternatively, you can drive; or take a bus. Expect a daytime high around 63°F in November, and nighttime lows around 47°F. Wrap up your sightseeing on the 16th (Sat) to allow time to travel back home.

Things to do in Rome

Historic Sites Museums

Side Trip

Vatican City
Highlights from your plan
St. Peter's Basilica ©
St. Peter's Basilica
Vatican Museums
Vatican Museums
Pantheon ©
Pantheon

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