31 days in Italy Itinerary

31 days in Italy Itinerary

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Route & dates

31 days in Italy Itinerary

Start: Lisbon
Fly:  5​h 45​min
1
Pisa
— 3 nights
Fly:  3​h 30​min
2
Palermo, Sicily
— 3 nights
Drive:  3​h 30​min
3
Ragusa, Sicily
— 1 night
Bus + Fly:  5​h
4
Naples
— 4 nights
Train:  1​h 15​min
5
Rome
— 4 nights
Train:  1​h
6
Orvieto
— 3 nights
Train:  2​h 45​min
7
Assisi
— 4 nights
Train:  4​h 30​min
8
Ravenna
— 1 night
Train:  1​h 15​min
9
Bologna
— 4 nights
Train:  2​h 15​min
10
Venice
— 3 nights
Fly:  6​h
End: Lisbon

3
nights
Pisa

Pisa ©
Known worldwide for the Leaning Tower of Pisa, the city of Pisa historically served as a maritime power in the heart of Tuscany.
Museum-lovers will get to explore Academy Of Florence Art Gallery and San Gimignano 1300. Visit Cathedral of Santa Maria del Fiore and Abbazia di San Galgano for their historical value. Venture out of the city with trips to Florence (Basilica San Miniato al Monte & Piazza del Duomo), Tellaro (Centro Storico del Paese di Tellaro & Chiesa di San Giorgio) and San Pietro Church (in Porto Venere). There's much more to do: pause for some serene contemplation at Eremo di Montesiepi, admire the striking features of Duomo di Pisa, contemplate in the serene atmosphere at Basilica of San Frediano, and contemplate the long history of Battistero.

For traveler tips, other places to visit, maps, and other tourist information, refer to the Pisa road trip planning tool .

Lisbon, Portugal to Pisa is an approximately 6-hour flight. You can also do a combination of flight and train; or drive. The time zone changes from Western European Time to Central European Time, which is usually a 1 hour difference. May in Pisa sees daily highs of 25°C and lows of 13°C at night. Finish your sightseeing early on the 4th (Mon) so you can travel to Palermo.

Things to do in Pisa

Historic Sites Museums

Side Trips

Florence, Chiusdino, Tellaro, Basilica of San Frediano, Castello di Monteriggioni
Highlights from your plan
San Gimignano 1300 ©
San Gimignano 1300
Abbazia di San Galgano ©
Abbazia di San Galgano
Cathedral of Santa Maria del Fiore ©

3
nights
Palermo, Sicily

Palermo ©
The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
You'll discover tucked-away gems like Oratorio di Santa Cita and Church of San Cataldo. Your cultural itinerary includes sights like Palazzo Conte Federico and Cattedrale di Palermo. And it doesn't end there: contemplate in the serene atmosphere at Santuario Santa Rosalia, pause for some serene contemplation at Nobile e Monumentale Chiesa dell'Immacolata Concezione al Capo, admire the landmark architecture of Church and Monastery of Santa Caterina d'Alessandria, and contemplate the long history of San Giuseppe dei Teatini.

To find reviews, ratings, where to stay, and more tourist information, refer to the Palermo holiday maker site .

Getting from Pisa to Palermo by flight takes about 3.5 hours. Other options: do a combination of flight and bus; or take a train. Finish your sightseeing early on the 7th (Thu) to allow enough time to drive to Ragusa.

Things to do in Palermo

Historic Sites Museums Beaches
Highlights from your plan
Oratorio di Santa Cita ©
Oratorio di Santa Cita
Santuario Santa Rosalia ©
Santuario Santa Rosalia
Palazzo Conte Federico ©
Palazzo Conte Federico

1
night
Ragusa, Sicily

Ragusa ©
Once a flourishing ancient city, Ragusa was rebuilt after a devastating earthquake in 1693.
Kick off your visit on the 8th (Fri): examine the collection at Museo degli Arnesi di Una Volta, take in the spiritual surroundings of Chiesa San Giuseppe, admire the landmark architecture of Circolo di Conversazione, take in the spiritual surroundings of Chiesa delle Santissime Anime del Purgatorio, then take in the architecture and atmosphere at Chiesa di Santa Maria dell'Itria, and finally take in the spiritual surroundings of Chiesa di Santa Maria delle Scale.

For traveler tips, where to stay, reviews, and tourist information, use the Ragusa road trip site .

Drive from Palermo to Ragusa in 3.5 hours. Alternatively, you can take a bus; or take a train. In May, plan for daily highs up to 29°C, and evening lows to 17°C. Wrap up your sightseeing on the 8th (Fri) early enough to travel to Naples.

Things to do in Ragusa

Historic Sites Museums

Side Trip

Museo degli Arnesi di Una Volta
Highlights from your plan
Circolo di Conversazione ©
Circolo di Conversazione
Chiesa San Giuseppe ©
Chiesa San Giuseppe
Chiesa di Santa Maria dell'Itria ©

4
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Deepen your sense of the past at sights like Parco Acheologico di Ercolano and Catacombe di San Gaudioso. Do some cultural sightseeing at Galleria Borbonica and Museo Archeologico Nazionale di Napoli. Explore the numerous day-trip ideas around Naples: Pompeii (Forum & Odeon - Teatro Piccolo), Amalfi (Duomo di Sant'Andrea & Cloister del Paradiso) and Cassino (Monte Cassino Polish War Cemetery & Cassino Memorial). Next up on the itinerary: explore the galleries of Museo delle Arti Sanitarie, see the interesting displays at MUSA - Museo Universitario delle Scienze e delle Arti, admire the masterpieces at Chiesa dei Santi Filippo e Giacomo - Complesso Museale dell'Arte della Seta, and pause for some serene contemplation at Sant'Anna dei Lombardi (Monteoliveto).

To see maps, other places to visit, more things to do, and more tourist information, refer to the Naples holiday planner .

You can do a combination of bus and flight from Ragusa to Naples in 5 hours. Other options are to do a combination of car and ferry; or do a combination of bus and train. In May in Naples, expect temperatures between 27°C during the day and 17°C at night. Cap off your sightseeing on the 12th (Tue) early enough to catch the train to Rome.

Things to do in Naples

Historic Sites Museums Childrens Museums

Side Trips

Pompeii, Amalfi, Cassino, Parco Acheologico di Ercolano
Highlights from your plan
Galleria Borbonica ©
Galleria Borbonica
Parco Acheologico di Ercolano ©
Parco Acheologico di Ercolano
Catacombe di San Gaudioso ©
Catacombe di San Gaudioso

4
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Le Domus Romane di Palazzo Valentini and Welcome to Rome will appeal to museum buffs. Do some cultural sightseeing at Colosseum and Palatine Hill. Explore the numerous day-trip ideas around Rome: Villa d'Este (in Tivoli), Moai Beach (in Passo Oscuro) and Monastero Di S.Benedetto (in Subiaco). Next up on the itinerary: get to know the fascinating history of Centro Storico Associazione Centro Storico, make a trip to Piazza Navona, explore the ancient world of Pantheon, and take in the spiritual surroundings of Chiesa di Santa Maria del Popolo.

To find traveler tips, photos, and other tourist information, read our Rome sightseeing website .

You can take a train from Naples to Rome in 1.5 hours. Alternatively, you can drive; or take a bus. In May, daytime highs in Rome are 28°C, while nighttime lows are 17°C. Finish your sightseeing early on the 16th (Sat) to allow enough time to take a train to Orvieto.

Things to do in Rome

Historic Sites Museums Parks

Side Trips

Vatican City, Monastero Di S.Benedetto, Necropoli della Banditaccia, Moai Beach, Villa d'Este
Highlights from your plan
Le Domus Romane di Palazzo Valentini ©
St. Peter's Basilica ©
St. Peter's Basilica
Pantheon ©
Pantheon

3
nights
Orvieto

Orvieto ©
The striking town of Orvieto, perched on a volcanic cliff overlooking the Umbrian countryside, is known as the Green Heart of Italy.
Eschew the tourist crowds and head to Duomo di Orvieto and Historic Centre of the City of Pienza. Escape the urban bustle at Anello della Rupe and Orvieto Underground. You'll find plenty of places to visit near Orvieto: Archeological Museum and Tomb of Hell's Quadriga (in Sarteano), Tempio di San Biagio (in Montepulciano) and Museo Archeologico Nazionale (in Chiusi). There's still lots to do: contemplate the long history of Pozzo di San Patrizio, contemplate in the serene atmosphere at Cappella del Corporale, pause for some serene contemplation at Sant'Andrea, Orvieto, and see the interesting displays at Museo Archeologico Nazionale di Orvieto.

To find maps, traveler tips, and tourist information, refer to the Orvieto online route planner .

You can take a train from Rome to Orvieto in an hour. Alternatively, you can take a bus; or drive. Plan for a bit cooler nights when traveling from Rome in May since evenings lows in Orvieto dip to 12°C. Finish your sightseeing early on the 19th (Tue) to allow enough time to drive to Assisi.

Things to do in Orvieto

Historic Sites Museums Trails

Side Trips

Tempio di San Biagio, Historic Centre of the City of Pienza, Museo Archeologico Nazionale, Archeological Museum and Tomb of Hell's Quadriga
Highlights from your plan
Duomo di Orvieto ©
Duomo di Orvieto
Pozzo di San Patrizio ©
Pozzo di San Patrizio
Historic Centre of the City of Pienza ©

4
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Museo della Porziuncola and Museo-Laboratorio di Vetrate Artistiche Moretti Caselli will appeal to museum buffs. Discover out-of-the-way places like Museo Cinema a Pennello and Roman Forum and Archaeological Museum. Explore Assisi's surroundings by going to Museo Madonna del Parto (in Monterchi), Perugia (Fondazione Marini Clarelli Santi - Casa Museo degli Oddi & Museo-Laboratorio di Tessitura a Mano Giuditta Brozzetti) and Loreto (Piazza della Madonna & Camminamenti di Ronda della Pontificia Basilica). There's lots more to do: take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi, see the interesting displays at Aboca Museum, get to know the fascinating history of Centro Storico, and take in the spiritual surroundings of Cripta di San Francesco.

For photos, reviews, and other tourist information, go to the Assisi online sightseeing planner .

You can drive from Orvieto to Assisi in 1.5 hours. Alternatively, you can take a train; or take a bus. In May in Assisi, expect temperatures between 26°C during the day and 13°C at night. Wrap up your sightseeing on the 23rd (Sat) to allow time to drive to Ravenna.

Things to do in Assisi

Historic Sites Museums Parks

Side Trips

Perugia, Loreto, Sansepolcro, Spello, Castello Bufalini
Highlights from your plan
Museo della Porziuncola ©
Museo della Porziuncola
Museo Cinema a Pennello ©
Museo Cinema a Pennello

1
night
Ravenna

Ravenna ©
Famous for its wealth of original mosaics, Ravenna is a hub of artistic and cultural heritage.
On the 24th (Sun), make a trip to Mausoleo di Galla Placidia, take in the spiritual surroundings of Basilica San Vitale, pause for some serene contemplation at Basilica di Sant'Agata Maggiore, then contemplate the long history of Battistero Neoniano (Battistero degli Ortodossi), then get engrossed in the history at CLASSIS RAVENNA - Museo della Citta e del Territorio, and finally explore the ancient world of Antico Porto di Classe.

For where to stay, photos, and other tourist information, refer to the Ravenna itinerary builder .

Drive from Assisi to Ravenna in 3 hours. Alternatively, you can take a train; or take a bus. Plan for a bit warmer nights when traveling from Assisi in May since evenings lows in Ravenna dip to 17°C. Finish your sightseeing early on the 24th (Sun) to allow enough time to drive to Bologna.

Things to do in Ravenna

Historic Sites Museums
Highlights from your plan
Basilica San Vitale ©
Basilica San Vitale
Mausoleo di Galla Placidia ©
Mausoleo di Galla Placidia

4
nights
Bologna

Bologna ©
A city famous for its cuisine, Bologna is the seat of the oldest university in the world, founded in 1088.
Get some cultural insight at Basilica - Santuario di Santo Stefano and Rocca Sanvitale di Fontanellato. You'll explore and learn at Museo Ducati and Oratorio Di Santa Cecilia. Venture out of the city with trips to Rocca di Vignola (in Vignola), Piazza Cattedrale (in Ferrara) and Rocca Meli Lupi di Soragna (in Soragna). There's lots more to do: pause for some serene contemplation at Chiesa di Santa Maria della Vita, take in the spiritual surroundings of Basilica di San Domenico, get to know the fascinating history of Complesso Monumentale San Michele In Bosco, and step into the grandiose world of Castello di Tabiano.

To see more things to do, where to stay, and tourist information, go to the Bologna online trip itinerary planner .

You can drive from Ravenna to Bologna in 1.5 hours. Alternatively, you can take a train. In May, plan for daily highs up to 27°C, and evening lows to 14°C. Finish up your sightseeing early on the 28th (Thu) so you can go by car to Venice.

Things to do in Bologna

Historic Sites Museums Outdoors

Side Trips

Piazza Cattedrale, Rocca di Vignola, Monastero di San Giovanni Evangelista, Museo Ducati, Rocca Sanvitale di Fontanellato
Highlights from your plan
Basilica - Santuario di Santo Stefano ©
Rocca Sanvitale di Fontanellato ©
Rocca Sanvitale di Fontanellato
Museo Ducati ©
Museo Ducati

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.
Your inner history buff will appreciate Piazza San Marco and Doge's Palace. You'll discover tucked-away gems like Scrovegni Chapel and San Giorgio Maggiore. You'll find plenty of places to visit near Venice: Basilica Palladiana (in Vicenza), Castello del Catajo (in Battaglia Terme) and Piazza dei Signori (in Padua). Next up on the itinerary: admire the striking features of Basilica di San Marco, steep yourself in history at Venetian Arsenal, contemplate in the serene atmosphere at Santa Maria dei Miracoli, and take in the architecture and atmosphere at Basilica dei Santi Giovanni e Paolo (San Zanipolo).

To see traveler tips, photos, where to stay, and more tourist information, you can read our Venice trip builder site .

Traveling by car from Bologna to Venice takes 2 hours. Alternatively, you can take a train; or take a bus. May in Venice sees daily highs of 26°C and lows of 15°C at night. Finish your sightseeing early on the 31st (Sun) to allow enough time to travel back home.

Things to do in Venice

Historic Sites Museums Neighborhoods

Side Trips

Padua, Basilica Palladiana, Centro Storico di Treviso, Castello del Catajo
Highlights from your plan
Basilica di San Marco
Basilica di San Marco
Doge's Palace ©
Doge's Palace
Piazza San Marco ©
Piazza San Marco

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