31 days in Italy Itinerary

31 days in Italy Itinerary

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Route & dates

31 days in Italy Itinerary

Start: San Francisco
Fly:  18​h
1
Palermo, Sicily
— 2 nights
Fly:  3​h 45​min
2
Naples
— 4 nights
Drive:  1​h 15​min
3
Ravello
— 4 nights
subway + train:  3​h
4
Rome
— 5 nights
Drive:  2​h 15​min
5
Assisi
— 3 nights
Drive:  2​h 15​min
6
Florence
— 4 nights
train:  45​min
7
Bologna
— 3 nights
Drive:  1​h 45​min
8
Venice
— 4 nights
Fly:  17​h 45​min
End: San Francisco

2
nights
Palermo, Sicily

Palermo ©
The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
Popular historic sites such as Duomo di Monreale and Santa Maria dell'Ammiraglio are in your itinerary. Selinunte Archaeological Park and Teatro Greco di Segesta are good opportunities to explore the local culture. Step out of Palermo to go to Cefalu and see Duomo di Cefalu, which is approximately 56 minutes away. There's still lots to do: pause for some serene contemplation at Chiesa del Gesu and contemplate the long history of Norman Palace.

To find maps, photos, more things to do, and tourist information, use the Palermo route site .

San Francisco, USA to Palermo is an approximately 18-hour flight. You can also do a combination of flight and bus. The time zone difference moving from Pacific Standard Time (PST) to Central European Time (CET) is 9 hours. Wrap up your sightseeing on the 4th (Mon) to allow time to travel to Naples.

Things to do in Palermo

Historic Sites

Side Trips

Teatro Greco di Segesta, Duomo di Cefalu, Duomo di Monreale, Selinunte Archaeological Park
Highlights from your plan
Santa Maria dell'Ammiraglio ©
Santa Maria dell'Ammiraglio
Duomo di Monreale ©
Duomo di Monreale
Selinunte Archaeological Park ©
Selinunte Archaeological Park

4
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Eschew the tourist crowds and head to Underground Naples and Castello Aragonese d'Ischia. Popular historic sites such as Pompeii Archaeological Park and Via Caracciolo e Lungomare di Napoli are in your itinerary. Explore Naples' surroundings by going to Paestum Ruins (in Paestum), I Faraglioni (in Capri) and Villa San Michele (in Anacapri). There's much more to do: delve into the distant past at Parco Acheologico di Ercolano, contemplate in the serene atmosphere at Cappella del Pontano, learn about all things military at Galleria Borbonica, and admire the masterpieces at Museo Cappella Sansevero.

To find reviews, ratings, photos, and more tourist information, use the Naples driving holiday planner.

Traveling by flight from Palermo to Naples takes 4 hours. Alternatively, you can do a combination of bus and flight; or ride a ferry. Expect a daytime high around 74°F in May, and nighttime lows around 58°F. Wrap up your sightseeing on the 8th (Fri) to allow time to drive to Ravello.

Things to do in Naples

Historic Sites Museums Parks

Side Trips

Castello Aragonese d'Ischia, I Faraglioni, Villa San Michele, Parco Acheologico di Ercolano, Pompeii Archaeological Park
Highlights from your plan
Via Caracciolo e Lungomare di Napoli ©
Galleria Borbonica ©
Galleria Borbonica
Castello Aragonese d'Ischia ©
Castello Aragonese d'Ischia

4
nights
Ravello

Ravello ©
Satisfy your inner culture vulture at Villa Cimbrone Gardens and Duomo di Sant'Andrea. Get some historical perspective at Duomo di Ravello and San Giovanni del Toro. Change things up with a short trip to Chiesa San Pietro Apostolo in Cetara (about 40 minutes away).

To find ratings, maps, and more tourist information, read Ravello road trip planning website .

Drive from Naples to Ravello in 1.5 hours. Alternatively, you can do a combination of subway and taxi; or take a bus. Traveling from Naples in May, plan for a bit warmer nights in Ravello, with lows around 65°F. Wrap up your sightseeing on the 12th (Tue) early enough to travel to Rome.

Things to do in Ravello

Historic Sites Museums Shopping

Side Trips

Amalfi, Maiori, Scala, Chiesa San Pietro Apostolo, Basilica of Saint Trofimena
Highlights from your plan
Duomo di Ravello ©
Duomo di Ravello
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens
Duomo di Sant'Andrea ©
Duomo di Sant'Andrea

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.
Museum-lovers will appreciate Vatican Museums and Musei Capitolini. Step off the beaten path and head to Arcibasilica di San Giovanni in Laterano and Parco Archeologico di Ostia Antica. When in Rome, make a side trip to see Giardino dei Tarocchi in Pescia Fiorentina, approximately 1h 45 min away. The adventure continues: explore the ancient world of Palatine Hill, contemplate the long history of Colosseum, contemplate in the serene atmosphere at Chiesa di Sant'Ignazio di Loyola, and make a trip to Roman Forum.

For maps, other places to visit, reviews, and other tourist information, read Rome itinerary maker app .

Traveling by combination of subway and train from Ravello to Rome takes 3 hours. Alternatively, you can drive; or do a combination of bus and train. Plan for little chillier nights when traveling from Ravello in May since evenings lows in Rome dip to 58°F. Wrap up your sightseeing on the 17th (Sun) to allow time to drive to Assisi.

Things to do in Rome

Historic Sites Museums Parks

Side Trips

Vatican City, Giardino dei Tarocchi, Parco Archeologico di Ostia Antica
Highlights from your plan
St. Peter's Basilica ©
St. Peter's Basilica
Vatican Museums
Vatican Museums
Pantheon ©
Pantheon

3
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Visit Duomo di Orvieto and Pozzo di San Patrizio for their historical value. Eschew the tourist crowds and head to Civita di Bagnoregio and Eremo delle Carceri. Venture out of the city with trips to Cattedrale di Santa Maria Assunta Spoleto (in Spoleto) and Rocca Paolina (in Perugia). There's lots more to do: see the interesting displays at Museo della Porziuncola, 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, and contemplate the long history of San Damiano.

To see other places to visit, traveler tips, reviews, and tourist information, use the Assisi travel itinerary planner .

You can drive from Rome to Assisi in 2.5 hours. Other options are to take a train; or take a bus. Traveling from Rome in May, expect slightly colder with lows of 52°F in Assisi. Finish your sightseeing early on the 20th (Wed) to allow enough time to drive to Florence.

Things to do in Assisi

Historic Sites Neighborhoods Museums

Side Trips

Orvieto, Civita di Bagnoregio, Cattedrale di Santa Maria Assunta Spoleto, Rocca Paolina
Highlights from your plan
Eremo delle Carceri ©
Eremo delle Carceri
Museo della Porziuncola ©
Museo della Porziuncola
San Damiano ©
San Damiano

4
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Popular historic sites such as Cathedral of Santa Maria del Fiore and Historic Centre of San Gimignano are in your itinerary. Eschew the tourist crowds and head to Duomo di Pisa and The Baptistery of St. John. Step out of Florence to go to Chiusdino and see Abbazia di San Galgano, which is approximately 1h 25 min away. There's still lots to do: appreciate the extensive heritage of Centro Storico, get great views at Piazzale Michelangelo, examine the collection at Academy Of Florence Art Gallery, and take in panoramic vistas at Campanile di Giotto.

For where to stay, traveler tips, and more tourist information, you can read our Florence journey planner .

You can drive from Assisi to Florence in 2.5 hours. Another option is to take a train. In May, daytime highs in Florence are 71°F, while nighttime lows are 52°F. Wrap up your sightseeing on the 24th (Sun) early enough to take a train to Bologna.

Things to do in Florence

Historic Sites Museums

Side Trips

Abbazia di San Galgano, Historic Centre of San Gimignano, Duomo di Pisa
Highlights from your plan
Historic Centre of San Gimignano ©
Historic Centre of San Gimignano
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Abbazia di San Galgano ©
Abbazia di San Galgano

3
nights
Bologna

Bologna ©
A city famous for its cuisine, Bologna is the seat of the oldest university in the world, founded in 1088.
Your inner history buff will appreciate Basilica - Santuario di Santo Stefano and Castello di Gradara. Get a sense of the local culture at Museo Ferrari and Palazzo Te. You'll find plenty of places to visit near Bologna: Basilica di Sant'Apollinare in Classe (in Classe), Ravenna (Mausoleo di Galla Placidia, Basilica San Vitale, & more) and Castello Estense (in Ferrara). There's much more to do: pause for some serene contemplation at Santuario di Madonna di San Luca, contemplate in the serene atmosphere at Basilica di Sant'Andrea di Mantova, and contemplate the long history of Basilica di San Petronio.

To find where to stay, more things to do, traveler tips, and other tourist information, read Bologna travel route planning tool .

You can take a train from Florence to Bologna in an hour. Alternatively, you can take a bus; or drive. In May, plan for daily highs up to 74°F, and evening lows to 54°F. Wrap up your sightseeing on the 27th (Wed) to allow time to drive to Venice.

Things to do in Bologna

Historic Sites Museums

Side Trips

Ravenna, Mantua, Castello Estense, Basilica di Sant'Apollinare in Classe, Museo Ferrari
Highlights from your plan
Basilica San Vitale ©
Basilica San Vitale
Palazzo Te ©
Palazzo Te
Castello di Gradara ©
Castello di Gradara

4
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.
Get some cultural insight at Piazza San Marco and Doge's Palace. Eschew the tourist crowds and head to Castello di Miramare - Museo Storico and Scuola Grande di San Rocco. You'll find plenty of places to visit near Venice: Padua (Basilica di Sant’Antonio & Scrovegni Chapel). Next up on the itinerary: take in the architecture and atmosphere at San Giorgio Maggiore, enjoy breathtaking views from St Mark's Campanile, contemplate the long history of Basilica dei Santi Giovanni e Paolo (San Zanipolo), and admire the landmark architecture of Basilica di San Marco.

Plan a Venice trip in moments using our itinerary builder.

You can drive from Bologna to Venice in 2 hours. Alternatively, you can take a train; or take a bus. May in Venice sees daily highs of 72°F and lows of 55°F at night. On the 31st (Sun), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Venice

Historic Sites Museums Parks

Side Trips

Padua, Castello di Miramare - Museo Storico
Highlights from your plan
Doge's Palace ©
Doge's Palace
Piazza San Marco ©
Piazza San Marco
Castello di Miramare - Museo Storico ©

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