16 days in Italy Itinerary

16 days in Italy Itinerary

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Route & dates

16 days in Italy Itinerary

Start: Pittsburgh
Fly:  9 h
1
Milan
— 1 night
Train:  45 min
2
Como
— 2 nights
Drive:  3 h
3
Venice
— 1 night
Train:  2 h 15 min
4
Florence
— 2 nights
Train + Subway:  4 h 30 min
5
Sorrento
— 2 nights
+4
Subway + Foot + Bus + Foot + Fly:  6 h 45 min
6
Palermo, Sicily
— 3 nights
+2
Train + Foot + Fly:  4 h
7
Rome
— 3 nights
Fly:  13 h 45 min
End: Pittsburgh

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.
Start off your visit on the 8th (Mon): step into the grandiose world of Castello Sforzesco, don't miss a visit to Piazza del Duomo, then take in the spiritual surroundings of Duomo di Milano, and finally buy something for everyone on your list at Galleria Vittorio Emanuele II. Get ready for a full day of sightseeing on the 9th (Tue): admire the masterpieces at Pinacoteca di Brera, then stroll the grounds of Monumental Cemetery, and then contemplate the long history of Il Cenacolo.

Discover how to plan a Milan trip in just a few steps with Inspirock's itinerary builder.

Pittsburgh, USA to Milan is an approximately 13.5-hour flight. You can also do a combination of flight and train. You'll lose 6 hours traveling from Pittsburgh to Milan due to the time zone difference. In June, plan for daily highs up to 83°F, and evening lows to 64°F. Wrap up your sightseeing on the 9th (Tue) early enough to take a train to Como.

Things to do in Milan

Historic Sites Museums Shopping
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Castello Sforzesco ©
Castello Sforzesco
Monumental Cemetery ©
Monumental Cemetery

2
nights
Como

Como ©
Known for its idyllic location on the shores of Lake Como and at the foot of the Alps, Como is one of northern Italy's most popular tourist destinations.
Your day-by-day itinerary now includes My Lake Como Concierge as well as Villa Carlotta. On the 9th (Tue), take in the architecture and atmosphere at Cathedral of Como (Duomo). Get ready for a full day of sightseeing on the next day: look for all kinds of wild species at Oasi WWF del Bassone, stroll through Ciclovia dei Laghi, then take in the spiritual surroundings of Basilica di San Fedele, and finally take in nature's colorful creations at Villa Carlotta.

For ratings, other places to visit, photos, and other tourist information, read Como day trip planner.

Getting from Milan to Como by train takes about an hour. Other options: drive. Expect a daytime high around 81°F in June, and nighttime lows around 61°F. Finish your sightseeing early on the 11th (Thu) to allow enough time to drive to Venice.

Things to do in Como

Parks Outdoors Wildlife

Side Trip

Villa Carlotta
Highlights from your plan
I Falconieri del Feudo ©
I Falconieri del Feudo
Basilica di San Fedele ©
Basilica di San Fedele
Cathedral of Como (Duomo) ©
Cathedral of Como (Duomo)

1
night
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.
Start off your visit on the 12th (Fri): take in the architecture and atmosphere at Basilica di San Marco, then admire the striking features of Doge's Palace, then take in panoramic vistas at St Mark's Campanile, and finally get to know the fascinating history of St. Mark's Square. Here are some ideas for day two: tour the pleasant surroundings at Bagni Alberoni and then explore the activities along Canal Grande.

To see reviews, maps, where to stay, and more tourist information, refer to the Venice visit planner .

Traveling by car from Como to Venice takes 3 hours. Alternatively, you can take a train; or do a combination of train and bus. In June, daily temperatures in Venice can reach 81°F, while at night they dip to 63°F. Wrap up your sightseeing on the 13th (Sat) early enough to drive to Cinque Terre.

Things to do in Venice

Parks Outdoors Beaches
Highlights from your plan
Canal Grande ©
Canal Grande

2
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Your inner history buff will appreciate Cathedral of Santa Maria del Fiore and Piazza del Duomo. You'll explore and learn at Academy Of Florence Art Gallery and Basilica di Santa Croce. There's lots more to do: explore the world behind art at Uffizi Galleries, admire the striking features of Loggia dei Lanzi, tour the pleasant surroundings at Easy Living - Spiaggia sull'Arno, and see the interesting displays at Pitti Palace.

To see maps, photos, traveler tips, and tourist information, use the Florence trip itinerary maker website .

Traveling by car from Cinque Terre to Florence takes 2.5 hours. Alternatively, you can take a train. Expect a daytime high around 83°F in June, and nighttime lows around 65°F. On the 18th (Thu), wrap the sightseeing up by early afternoon so you can travel to Sorrento.

Things to do in Florence

Museums Historic Sites
Highlights from your plan
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Pitti Palace ©
Pitti Palace

2
nights
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.
You've now added Pompeii Archaeological Park to your itinerary. Kick off your visit on the 15th (Mon): explore the ancient world of Pompeii Archaeological Park, explore the world behind art at Museobottega della Tarsialignea, and then kick back and relax at Villa di Pollio Felice - Bagni della Regina Giovanna. Get ready for a full day of sightseeing on the next day: awaken your taste buds at some of the top wineries in the area.

For ratings, other places to visit, traveler tips, and more tourist information, read Sorrento trip builder app .

Traveling by combination of train and subway from Florence to Sorrento takes 4.5 hours. Alternatively, you can drive; or do a combination of flight, train, and subway. In June, plan for daily highs up to 82°F, and evening lows to 68°F. Wrap up your sightseeing on the 16th (Tue) early enough to travel to Palermo.

Things to do in Sorrento

Tours Historic Sites Outdoors

Side Trip

Pompeii Archaeological Park
Highlights from your plan
Wine Tours & Tastings
Pompeii Archaeological Park ©
Pompeii Archaeological Park

3
nights
Palermo, Sicily

Palermo ©
The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
Start off your visit on the 17th (Wed): examine the collection at Museo dell'Acciuga, steep yourself in history at Norman Palace, then pause for some serene contemplation at Duomo di Monreale, and finally take in the architecture and atmosphere at Cattedrale di Palermo. Keep things going the next day: appreciate the extensive heritage of Via d'Amelio and then identify plant and animal life at Riserva Naturale Dello Zingaro.

For reviews, maps, traveler tips, and tourist information, read our Palermo travel route planner .

Getting from Sorrento to Palermo by combination of subway, train, and flight takes about 7 hours. Other options: do a combination of subway and ferry; or do a combination of subway and train. Wrap up your sightseeing by early afternoon on the 19th (Fri) to allow enough time to travel to Rome.

Things to do in Palermo

Wildlife Parks Historic Sites

Side Trips

Museo del Motorismo Siciliano e della Targa Florio di Termini Imerese, Museo dell'Acciuga, Duomo di Monreale, Riserva Naturale Dello Zingaro
Highlights from your plan
Museo dell'Acciuga ©
Museo dell'Acciuga
Cattedrale di Palermo ©
Cattedrale di Palermo
Riserva Naturale Dello Zingaro ©
Riserva Naturale Dello Zingaro

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.
Vatican Museums and St. Peter's Basilica will appeal to history buffs. Next up on the itinerary: explore the ancient world of Colosseum, make a trip to Pantheon, steep yourself in history at Roman Forum, and ponder the design of Trevi Fountain.

To see traveler tips, more things to do, reviews, and more tourist information, read Rome online trip itinerary builder .

Do a combination of subway and train from Sorrento to Rome in 3 hours. Alternatively, you can drive; or take a bus. Expect a daytime high around 84°F in June, and nighttime lows around 65°F. You will leave for home on the 24th (Wed).

Things to do in Rome

Historic Sites Museums

Side Trip

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

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