31 days in Italy Itinerary

31 days in Italy Itinerary

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Route & dates

31 days in Italy Itinerary

Start: Boracay
+2
Ferry + Foot + Fly:  21 h 30 min
1
Rome
— 3 nights
Train:  1 h 15 min
2
Naples
— 4 nights
Bus:  1 h 15 min
3
Positano
— 4 nights
Drive:  4 h 45 min
4
Assisi
— 4 nights
Drive:  2 h 15 min
5
Florence
— 5 nights
Train:  1 h 45 min
6
Verona
— 4 nights
Bus:  1 h 15 min
7
Venice
— 4 nights
+3
Fly + Foot + Bus + Ferry:  23 h 45 min
End: Boracay

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: contemplate the long history of Colosseum, make a trip to St. Peter's Basilica, admire the masterpieces at Vatican Museums, and admire the local landmark of Trevi Fountain.

To see photos, more things to do, and tourist information, you can read our Rome online trip itinerary maker .

Boracay, Philippines to Rome is an approximately 21.5-hour combination of ferry and flight. You can also do a combination of ferry, bus, and flight. You'll gain 7 hours traveling from Boracay to Rome due to the time zone difference. While traveling from Boracay, expect little chillier days and much colder nights in Rome, ranging from highs of 28°C to lows of 17°C. Finish up your sightseeing early on the 5th (Sun) so you can catch the train to Naples.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trip

Vatican City
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
Trevi Fountain ©
Trevi Fountain

4
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. You'll find plenty of places to visit near Naples: Piazzetta Umberto I (in Atrani), Monte Cerreto (in Scala) and Praiano (Convento di Santa Maria a Castro & Chiesa di San Giovanni Battista). There's much more to do: delve into the distant past at Pompeii Archaeological Park, contemplate the long history of Acquaquiglia del Pozzaro, examine the collection at National Archaeological Museum of Naples, and make a trip to Miglio Sacro.

To see ratings, other places to visit, and tourist information, read our Naples vacation builder site .

Getting from Rome to Naples by train takes about 1.5 hours. Other options: drive; or take a bus. In May, plan for daily highs up to 27°C, and evening lows to 17°C. Wrap up your sightseeing on the 9th (Thu) to allow time to drive to Positano.

Things to do in Naples

Historic Sites Museums Parks

Side Trips

Praiano, Monte Cerreto, Pompeii Archaeological Park, Piazzetta Umberto I
Highlights from your plan
Miglio Sacro ©
Miglio Sacro
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Museo Archeologico Nazionale di Napoli ©

4
nights
Positano

Positano ©
Often referred to as the gem of the Amalfi Coast, Positano remains one of southern Italy's most sought-after vacation locales, thanks to its hillside location and picturesque, pastel buildings.
Get out of town with these interesting Positano side-trips: Sol’Art Ceramiche (in Vietri sul Mare), Ravello (Villa Cimbrone Gardens, Villa Rufolo, & more) and Amalfi (Wine Tours & Tastings, Li Galli, & more). There's lots more to do: take in the pleasant sights at Sentiero degli dei (Path of the Gods), sample the fine beverages at Liquorificio Mansi Carlo, and get outside with I Suoni degli Dei - Pelagos.

For photos, other places to visit, reviews, and more tourist information, refer to the Positano trip planning app .

Drive from Naples to Positano in 1.5 hours. Alternatively, you can take a bus; or do a combination of subway and bus. Expect a daytime high around 27°C in May, and nighttime lows around 18°C. Cap off your sightseeing on the 13th (Mon) early enough to go by car to Assisi.

Things to do in Positano

Outdoors Parks Historic Sites

Side Trips

Ravello, Amalfi, Liquorificio Mansi Carlo, Monte Finestra, Sol’Art Ceramiche
Highlights from your plan
I Suoni degli Dei - Pelagos ©
I Suoni degli Dei - Pelagos
Il Sentiero Degli Dei ©
Il Sentiero Degli Dei
Villa Rufolo ©
Villa Rufolo

4
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Assisi is known for historic sites, museums, shopping, nightlife, and wineries. Your plan includes some of its best attractions: pause for some serene contemplation at Basilica inferiore di San Francesco d'Assisi, appreciate the extensive heritage of Strada Assisi-Santa Maria degli Angeli, steep yourself in history at Eremo delle Carceri, and take in the spiritual surroundings of San Damiano.

To see maps, ratings, photos, and tourist information, use the Assisi tour builder website .

You can drive from Positano to Assisi in 5 hours. Other options are to do a combination of subway and train; or take a bus. Traveling from Positano in May, you can expect nighttime temperatures to be slightly colder in Assisi, with lows of 13°C. Wrap up your sightseeing on the 17th (Fri) early enough to drive to Florence.

Things to do in Assisi

Historic Sites Wineries Museums
Highlights from your plan
Azienda Agraria Saio ©
Azienda Agraria Saio
Tili Vini Societa Agricola ©
Tili Vini Societa Agricola

5
nights
Florence

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Dedicate the 20th (Mon) to wine at some of the top wineries in the area. There's much more to do: admire the masterpieces at Uffizi Galleries, snap pictures at Ponte Vecchio, contemplate the long history of Cathedral of Santa Maria del Fiore, and take an in-depth tour of Basilica di Santa Croce.

For other places to visit, traveler tips, where to stay, and tourist information, you can read our Florence trip itinerary planning tool .

Traveling by car from Assisi to Florence takes 2.5 hours. Alternatively, you can take a train. In May in Florence, expect temperatures between 25°C during the day and 13°C at night. Cap off your sightseeing on the 22nd (Wed) early enough to catch the train to Verona.

Things to do in Florence

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

4
nights
Verona

Verona ©
The famous setting for Shakespeare's star-crossed lovers, Romeo and Juliet, Verona is one of northern Italy's main tourist destinations, largely owing to its incredibly rich artistic heritage.
Verona is known for nightlife, historic sites, nature, museums, and parks. Your plan includes some of its best attractions: see the grandeur of opera at Arena di Verona, contemplate the long history of Museo di Castelvecchio, get outside with Centro Equitazione Ai Schinchi, and wander the streets of Quinzano.

For where to stay, more things to do, maps, and more tourist information, read Verona trip itinerary tool .

Getting from Florence to Verona by train takes about 2 hours. Other options: drive; or take a bus. In May, daily temperatures in Verona can reach 27°C, while at night they dip to 13°C. Wrap up your sightseeing on the 26th (Sun) early enough to drive to Venice.

Things to do in Verona

Historic Sites Outdoors Tours
Highlights from your plan
Arena di Verona ©
Arena di Verona
Piazza delle Erbe ©
Piazza delle Erbe
Museo di Castelvecchio ©
Museo di Castelvecchio

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 out of town with these interesting Venice side-trips: Padua (Scrovegni Chapel & Basilica di Sant’Antonio). Next up on the itinerary: explore the activities along Canal Grande, take in panoramic vistas at St Mark's Campanile, admire the masterpieces at Peggy Guggenheim Collection, and admire the striking features of Doge's Palace.

To find where to stay, reviews, more things to do, and other tourist information, use the Venice trip maker app .

Traveling by car from Verona to Venice takes 1.5 hours. Alternatively, you can take a bus; or take a shuttle. In May, plan for daily highs up to 26°C, and evening lows to 15°C. Wrap up your sightseeing on the 30th (Thu) to allow time to travel back home.

Things to do in Venice

Historic Sites Museums Tours

Side Trip

Padua
Highlights from your plan
Canal Grande ©
Canal Grande
Doge's Palace ©
Doge's Palace
Basilica di San Marco
Basilica di San Marco

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