30 days in Italy Itinerary

30 days in Italy Itinerary

Created using Inspirock Italy trip itinerary builder

Plan created by another user. Make it yours

Route & dates

1
Palermo, Sicily
— 3 nights
2
Taormina, Sicily
— 3 nights
3
Ragusa, Sicily
— 2 nights
4
Rome
— 4 nights
5
Orvieto
— 3 nights
6
Assisi
— 2 nights
7
Florence
— 4 nights
8
Bologna
— 4 nights
9
Venice
— 4 nights

3
nights
Palermo, Sicily

Palermo ©
The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
Satisfy your inner culture vulture at Chiesa del Gesu and Church of San Cataldo. Popular historic sites such as Piazza del Duomo and Duomo di Monreale are in your itinerary. Explore Palermo's surroundings by going to Cefalu (Duomo di Cefalu, Cefalu Coast, &more) and Tempio di Segesta (in Calatafimi-Segesta). There's lots more to do: make a trip to Quattro Canti, steep yourself in history at Norman Palace, and take in the spiritual surroundings of Santa Maria dell'Ammiraglio.

To see other places to visit, reviews, where to stay, and more tourist information, you can read our Palermo visit planner.

Barcelona, Spain to Palermo is an approximately 6.5-hour flight. You can also do a combination of car and ferry; or take a train. Wrap up your sightseeing on the 4th (Wed) to allow time to drive to Taormina.

Things to do in Palermo

Historic Sites · Neighborhoods

Side Trips

Cefalu, Tempio di Segesta, Duomo di Monreale
Find places to stay Nov 1 — 4:
Highlights from your plan
Duomo di Monreale ©
Duomo di Monreale
Church of San Cataldo ©
Church of San Cataldo
Cefalu Coast ©
Cefalu Coast

3
nights
Taormina, Sicily

Taormina ©
With its warm island weather and cliffside location overlooking the Ionion Sea, Taormina has been one of Sicily's most popular getaway destinations since the early 19th century.
Deepen your sense of the past at sights like Duomo di Messina and Sanctuary of the Madonna di Tindari. Eschew the tourist crowds and head to Gambino Vini and Castello di Milazzo. Change things up with these side-trips from Taormina: Bell Tower and Astronomical Clock (Orologio Astronomico) (in Messina), La Cupola Rosata (in Rodi' Milici) and Chiesa di San Benedetto (in Castiglione di Sicilia). And it doesn't end there: take in the architecture and atmosphere at Santa Caterina Church, stroll around Villa Comunale, steep yourself in history at Museo Naturalistico Regionale di Isolabella e Villa Caronia, and take in the spiritual surroundings of Chiesa Anglicana di San Giorgio.

For reviews, ratings, traveler tips, and tourist information, read Taormina tour itinerary site.

Getting from Palermo to Taormina by car takes about 3 hours. Other options: take a train; or take a bus. In November, daytime highs in Taormina are 23°C, while nighttime lows are 16°C. Finish up your sightseeing early on the 7th (Sat) so you can go by car to Ragusa.

Things to do in Taormina

Historic Sites · Parks · Outdoors

Side Trips

Messina, Sanctuary of the Madonna di Tindari, La Cupola Rosata, Chiesa di San Benedetto, Castello di Milazzo
Find places to stay Nov 4 — 7:
Highlights from your plan
Sanctuary of the Madonna di Tindari ©
Sanctuary of the Madonna di Tindari
Gambino Vini ©
Gambino Vini
La Cupola Rosata ©
La Cupola Rosata

2
nights
Ragusa, Sicily

Ragusa ©
Once a flourishing ancient city, Ragusa was rebuilt after a devastating earthquake in 1693.
Start off your visit on the 8th (Sun): take in the spiritual surroundings of Duomo San Giorgio, take in the spiritual surroundings of Chiesa di Santa Maria dell'Itria, then get to know the fascinating history of Ragusa Ibla, then admire the masterpieces at Museo del Duomo, and finally take in nature's colorful creations at Giardini Iblei. Keep things going the next day: pause for some serene contemplation at Cathedral of St. George, take in the architecture and atmosphere at Chiesa di Santa Maria della Consolazione, then contemplate the long history of Scicli, then pause for some serene contemplation at Chiesa Santa Teresa, and finally take in the architecture and atmosphere at Chiesa San Paolo Apostolo.

To find where to stay, other places to visit, traveler tips, and more tourist information, use the Ragusa trip itinerary planning tool.

You can drive from Taormina to Ragusa in 2.5 hours. Other options are to take a bus; or do a combination of train and bus. Expect slightly colder evenings in Ragusa when traveling from Taormina in November, with lows around 12°C. Finish your sightseeing early on the 9th (Mon) so you can travel to Rome.

Things to do in Ragusa

Historic Sites · Parks · Museums

Side Trips

Scicli, Cathedral of St. George, Chiesa San Paolo Apostolo
Find places to stay Nov 7 — 9:
Highlights from your plan
Duomo San Giorgio ©
Duomo San Giorgio
Cathedral of St. George ©
Cathedral of St. George
Scicli ©
Scicli

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.
Giardino di Ninfa and Basilica di Santa Maria degli Angeli e dei Martiri will appeal to history buffs. Get some cultural insight at Museo Nazionale Romano - Palazzo Massimo alle Terme and Abbey of St. Paul Outside the Walls. Explore Rome's surroundings by going to Parco Archeologico di Ostia Antica (in Ostia Antica) and Villa d'Este (in Tivoli). And it doesn't end there: contemplate in the serene atmosphere at Santa Maria Sopra Minerva, get to know the fascinating history of Piazza Venezia, admire the striking features of Le Domus Romane di Palazzo Valentini, and steep yourself in history at St. Peter's Square.

To find reviews, where to stay, more things to do, and more tourist information, you can read our Rome online trip itinerary planner.

Fly from Ragusa to Rome in 4 hours. Alternatively, you can do a combination of car and ferry; or do a combination of bus and train. In November, plan for daily highs up to 20°C, and evening lows to 9°C. Cap off your sightseeing on the 13th (Fri) early enough to go by car to Orvieto.

Things to do in Rome

Historic Sites · Museums · Parks

Side Trips

Parco Archeologico di Ostia Antica, Villa d'Este, Giardino di Ninfa, St. Peter's Square
Find places to stay Nov 9 — 13:
Highlights from your plan
St. Peter's Square ©
St. Peter's Square
Giardino di Ninfa ©
Giardino di Ninfa
Santa Maria Sopra Minerva ©
Santa Maria Sopra Minerva

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.
Step off the beaten path and head to Abbazia di Monte Oliveto Maggiore and Palazzo dei Sette. Get some cultural insight at San Quirico d'Orcia and Pitigliano Centro Storico. You'll find plenty of places to visit near Orvieto: Abbazia di Sant'Antimo (in Castelnuovo dell'Abate), Civita di Bagnoregio (in Bagnoregio) and Cascate del Mulino (in Saturnia). And it doesn't end there: don't miss a visit to Pozzo di San Patrizio, Head underground at Orvieto Underground, and pause for some serene contemplation at Duomo di Orvieto.

To find ratings, traveler tips, and tourist information, refer to the Orvieto planner.

Getting from Rome to Orvieto by car takes about 2 hours. Other options: take a train; or take a bus. In November in Orvieto, expect temperatures between 17°C during the day and 8°C at night. Finish your sightseeing early on the 16th (Mon) so you can drive to Assisi.

Things to do in Orvieto

Historic Sites · Nature · Parks

Side Trips

Abbazia di Monte Oliveto Maggiore, Civita di Bagnoregio, Abbazia di Sant'Antimo, Cascate del Mulino, Pitigliano Centro Storico
Find places to stay Nov 13 — 16:
Highlights from your plan
Abbazia di Monte Oliveto Maggiore ©
Abbazia di Monte Oliveto Maggiore
San Quirico d'Orcia ©
San Quirico d'Orcia
Pitigliano Centro Storico ©
Pitigliano Centro Storico

2
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Start off your visit on the 17th (Tue): see the interesting displays at Museo della Porziuncola, contemplate in the serene atmosphere at Basilica di Santa Maria degli Angeli - Porziuncola, then explore the historical opulence of Rocca Paolina, then make a trip to Piazza IV Novembre, and finally steep yourself in history at San Damiano. Here are some ideas for day two: take in the spiritual surroundings of Basilica di Santa Chiara, then contemplate in the serene atmosphere at Eremo delle Carceri, then take in the architecture and atmosphere at Cattedrale di Santa Maria Assunta Spoleto, and finally contemplate the long history of Piazza del Duomo.

To see ratings, other places to visit, traveler tips, and tourist information, refer to the Assisi online visit planner.

Getting from Orvieto to Assisi by car takes about 1.5 hours. Other options: take a train; or take a bus. In November, daily temperatures in Assisi can reach 17°C, while at night they dip to 7°C. Finish up your sightseeing early on the 18th (Wed) so you can go by car to Florence.

Things to do in Assisi

Historic Sites · Museums

Side Trips

Spoleto, Perugia
Find places to stay Nov 16 — 18:
Highlights from your plan
San Damiano ©
San Damiano
Basilica di Santa Chiara ©
Basilica di Santa Chiara
Cattedrale di Santa Maria Assunta Spoleto ©

4
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
You'll explore the less-touristy side of things at San Gimignano Bell Tower and Duomo di San Gimignano. Get some historical perspective at Castello di Monteriggioni and Walls of Monteriggioni. You'll find plenty of places to visit near Florence: Montecatini Alto (in Montecatini Alto), Historic Centre of San Gimignano (in San Gimignano) and Pisa (Camposanto, Duomo di Pisa, &more). The adventure continues: pause for some photo ops at Loggia dei Lanzi, take some stellar pictures from Basilica San Miniato al Monte, make a trip to Centro Storico di Siena, and browse the exhibits of Museo Nazionale del Bargello.

For photos, more things to do, where to stay, and more tourist information, use the Florence route tool.

You can drive from Assisi to Florence in 2.5 hours. Another option is to take a train. In November, daytime highs in Florence are 19°C, while nighttime lows are 9°C. Wrap up your sightseeing on the 22nd (Sun) early enough to take a train to Bologna.

Things to do in Florence

Historic Sites · Museums

Side Trips

Pisa, San Gimignano, Monteriggioni, Montecatini Alto, Centro Storico di Siena
Find places to stay Nov 18 — 22:
Highlights from your plan
San Gimignano Bell Tower ©
San Gimignano Bell Tower
Duomo di San Gimignano ©
Duomo di San Gimignano
Castello di Monteriggioni ©
Castello di Monteriggioni

4
nights
Bologna

Bologna ©
A city famous for its cuisine, Bologna is the seat of the oldest university in the world, founded in 1088.
Chiesa di Santa Maria della Vita and Battistero degli Ariani will appeal to history buffs. Get a sense of the local culture at Basilica di Sant'Apollinare in Classe and Basilica di San Domenico. You'll find plenty of places to visit near Bologna: Ferrara (Castello Estense & Ferrara Cathedral), Museo Ferrari (in Maranello) and Ravenna (Mausoleo di Galla Placidia, Basilica San Vitale, &more). There's much more to do: take in the architecture and atmosphere at Santuario di Madonna di San Luca, steep yourself in history at Palazzo Te, and take in the spiritual surroundings of Battistero di Parma.

To see where to stay, ratings, reviews, and other tourist information, read Bologna trip builder.

You can take a train from Florence to Bologna in 1.5 hours. Alternatively, you can drive; or take a bus. Expect a bit cooler weather when traveling from Florence in November: highs in Bologna hover around 15°C, while lows dip to 7°C. Finish your sightseeing early on the 26th (Thu) so you can drive to Venice.

Things to do in Bologna

Historic Sites · Museums

Side Trips

Ravenna, Mantua, Parma, Ferrara, Duomo di Modena
Find places to stay Nov 22 — 26:
Highlights from your plan
Battistero degli Ariani ©
Battistero degli Ariani
Basilica di Sant'Apollinare in Classe ©
Basilica di Sant'Apollinare in Classe
Chiesa di Santa Maria della Vita ©
Chiesa di Santa Maria della Vita

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.
Campo del Ghetto and Scuola Grande di San Rocco are good opportunities to explore the local culture. Popular historic sites such as Scala Contarini del Bovolo and Basilica di Santa Maria Gloriosa dei Frari are in your itinerary. Change things up with these side-trips from Venice: Padua (Scrovegni Chapel, Orto Botanico di Padova, &more), Castello Scaligero (in Sirmione) and Verona (Museo di Castelvecchio, Basilica di San Zeno Maggiore, &more). There's still lots to do: get to know the fascinating history of Borghetto sul Mincio, snap pictures at Ponte dei Sospiri, pause for some serene contemplation at Basilica di Santa Maria della Salute, and take a stroll through Cannaregio.

For traveler tips, where to stay, photos, and more tourist information, go to the Venice travel planner.

You can drive from Bologna to Venice in 2 hours. Alternatively, you can take a train; or take a bus. In November in Venice, expect temperatures between 15°C during the day and 7°C at night. Finish up your sightseeing early on the 30th (Mon) so you can travel back home.

Things to do in Venice

Historic Sites · Neighborhoods · Parks

Side Trips

Padua, Verona, Castello Scaligero, Borghetto sul Mincio
Find places to stay Nov 26 — 30:
Highlights from your plan
Scrovegni Chapel ©
Scrovegni Chapel
Campo del Ghetto ©
Campo del Ghetto
Scala Contarini del Bovolo ©
Scala Contarini del Bovolo

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