31 days in Italy Itinerary

31 days in Italy Itinerary

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Route & dates

31 days in Italy Itinerary

Start: Orlando
Fly:  15​h
1
Venice
— 2 nights
bus:  1​h 30​min
2
Verona
— 2 nights
Fly:  3​h 45​min
3
Alghero, Sardinia
— 2 nights
Drive:  2​h 30​min
4
San Teodoro, Sardinia
— 2 nights
Fly + Drive:  4​h
5
San Vito lo Capo, Sicily
— 3 nights
Drive:  4​h 15​min
6
Syracuse, Sicily
— 2 nights
+2
Drive + ferry + Drive:  7​h 15​min
7
Ravello
— 2 nights
Drive:  1​h 15​min
8
Naples
— 2 nights
train:  1​h 15​min
9
Rome
— 3 nights
Drive:  2​h 15​min
10
Assisi
— 3 nights
Drive:  1​h 45​min
11
Siena
— 2 nights
bus:  1​h 15​min
12
Florence
— 3 nights
Fly:  14​h 30​min
End: Orlando

2
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.
Explore hidden gems such as Basilica di Sant’Antonio and Scrovegni Chapel. Get some historical perspective at Piazza San Marco and San Giorgio Maggiore. There's lots more to do: pause for some serene contemplation at Basilica di San Marco, explore the world behind art at Gallerie dell'Accademia, contemplate the long history of Ponte dei Sospiri, and don't miss a visit to Peggy Guggenheim Collection.

For more things to do, where to stay, ratings, and tourist information, use the Venice travel planner.

Orlando, USA to Venice is an approximately 15-hour flight. You can also do a combination of flight and train; or do a combination of flight and shuttle. The time zone changes from Eastern Standard Time to Central European Time, which is usually a 6 hour difference. Traveling from Orlando in June, things will get a bit cooler in Venice: highs are around 81°F and lows about 63°F. Finish up your sightseeing early on the 19th (Sat) so you can catcht the bus to Verona.

Things to do in Venice

Historic Sites Museums Parks

Side Trip

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

2
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.
Start off your visit on the 20th (Sun): explore the historical opulence of Scaligero Castle, explore the ancient world of Grotte di Catullo, then explore the world behind art at Palazzo Te, then make a trip to Piazza Bra, and finally see the grandeur of opera at Arena di Verona. Get ready for a full day of sightseeing on the next day: appreciate the extensive heritage of Borghetto sul Mincio, contemplate in the serene atmosphere at Basilica di San Zeno Maggiore, explore the historical opulence of Museo di Castelvecchio, then pause for some serene contemplation at Basilica di Santa Anastasia, and finally make a trip to Piazza delle Erbe.

To see maps, more things to do, photos, and tourist information, read Verona holiday maker .

Traveling by bus from Venice to Verona takes 1.5 hours. Alternatively, you can drive; or take a shuttle. In June, daytime highs in Verona are 84°F, while nighttime lows are 63°F. Wrap up your sightseeing on the 21st (Mon) early enough to travel to Alghero.

Things to do in Verona

Historic Sites Museums Shopping

Side Trips

Sirmione, Borghetto sul Mincio, Palazzo Te
Highlights from your plan
Castello Scaligero ©
Castello Scaligero
Palazzo Te ©
Palazzo Te
Grotte di Catullo ©
Grotte di Catullo

2
nights
Alghero, Sardinia

Built surrounding a 16th-century fortified port, Alghero remains one of Sardinia's most visited sites, rich in cultural and historical heritage.
Start off your visit on the 22nd (Tue): do a tasting at Azienda Agricola Leda' d'Ittiri, then look for all kinds of wild species at Wildlife Areas, then explore the striking landscape at Capo Caccia, and finally kick back and relax at Spiaggia di Maria Pia. On the 23rd (Wed), you'll have a packed day of sightseeing: enjoy the sand and surf at La Pelosa Beach, then explore the fascinating underground world of Frecce delle Grotte di Antonio Piccinnu, and then enjoy the sand and surf at Spiaggia Mugoni.

To see other places to visit, ratings, reviews, and other tourist information, refer to the Alghero trip planner .

Traveling by flight from Verona to Alghero takes 4 hours. Alternatively, you can do a combination of bus and flight; or do a combination of train and flight. June in Alghero sees daily highs of 83°F and lows of 60°F at night. Finish your sightseeing early on the 23rd (Wed) so you can drive to San Teodoro.

Things to do in Alghero

Parks Outdoors Beaches

Side Trip

La Pelosa Beach
Highlights from your plan
Scuba & Snorkeling
Capo Caccia ©
Capo Caccia
Spiaggia di Maria Pia ©
Spiaggia di Maria Pia

2
nights
San Teodoro, Sardinia

San Teodoro ©
A chance to sip cocktails at swanky beach bars by day and experience the vibrant club scene by night makes San Tedoro vacations extremely popular.
Start off your visit on the 24th (Thu): stroll through Spiaggia Capo Coda Cavallo, enjoy the sand and surf at Lu Impostu Beach, and then stroll through Cala Brandinchi. Keep things going the next day: kick back and relax at Spiaggia di Capo Comino and then kick back and relax at Spiaggia Berchida.

To find other places to visit, ratings, maps, and tourist information, you can read our San Teodoro trip planning app .

Getting from Alghero to San Teodoro by car takes about 2.5 hours. Other options: take a train; or take a bus. June in San Teodoro sees daily highs of 83°F and lows of 61°F at night. Finish your sightseeing early on the 25th (Fri) so you can travel to San Vito lo Capo.

Things to do in San Teodoro

Parks Outdoors Beaches

Side Trips

Siniscola, Cala Brandinchi
Highlights from your plan
Spiaggia Capo Coda Cavallo ©
Spiaggia Capo Coda Cavallo
Lu Impostu Beach ©
Lu Impostu Beach
Spiaggia Berchida ©
Spiaggia Berchida

3
nights
San Vito lo Capo, Sicily

A vacation in San Vito lo Capo offers a chance to enjoy a sheltered bay and a town with distinctive Arab-Norman architecture.
Take a break from the city and head to Riserva Naturale Orientata dello Zingaro and Spiaggia di Macari. Explore hidden gems such as Selinunte Archaeological Park and Tempio di Segesta. There's lots more to do: explore the historical opulence of Baia Santa Margherita, Castelluzzo di S.Vito Lo Capo, enjoy the sand and surf at Spiaggia di San Vito lo Capo, and see some colorful creatures with a scuba or snorkeling tour.

To find photos, reviews, traveler tips, and tourist information, refer to the San Vito lo Capo road trip planning website .

You can do a combination of flight and car from San Teodoro to San Vito lo Capo in 4 hours. Other options are to do a combination of train, flight, and taxi; or do a combination of flight and taxi. When traveling from San Teodoro in June, plan for slightly colder days and a bit warmer nights in San Vito lo Capo: temperatures range from 78°F by day to 67°F at night. Wrap up your sightseeing on the 28th (Mon) early enough to drive to Syracuse.

Things to do in San Vito lo Capo

Parks Outdoors Historic Sites

Side Trips

Baia Santa Margherita, Castelluzzo di S.Vito Lo Capo, Tempio di Segesta, Riserva Naturale Dello Zingaro, Selinunte Archaeological Park
Highlights from your plan
Scuba & Snorkeling
Spiaggia di Macari ©
Spiaggia di Macari
Selinunte Archaeological Park ©
Selinunte Archaeological Park

2
nights
Syracuse, Sicily

Syracuse ©
Philosopher Cicero once described Syracuse as "the greatest Greek city and the most beautiful of them all." A powerful city-state of ancient Greece, Syracuse now is the capital of the eponymous Italian province on the eastern coast of Sicily.
Start off your visit on the 29th (Tue): get engrossed in the history at Museo Archeologico Regionale Paolo Orsi, take in the architecture and atmosphere at Syracuse Cathedral, ponder the design of Fountain of Diana, then appreciate the extensive heritage of Centro Storico, and finally contemplate in the serene atmosphere at St. Nicholas Cathedral. On the next day, look for all kinds of wild species at Riserva Naturale Orientata Cavagrande del Cassibile, then Head underground at Cavagrande del Cassibile, then take in the architecture and atmosphere at Chiesa di San Giovanni Alle Catacombe, and finally Head underground at Ear of Dionysius (Orecchio di Dionisio).

To see ratings, other places to visit, maps, and tourist information, go to the Syracuse holiday tool .

Traveling by car from San Vito lo Capo to Syracuse takes 4.5 hours. Alternatively, you can do a combination of car and train; or take a bus. Wrap up your sightseeing on the 30th (Wed) to allow time to travel to Ravello.

Things to do in Syracuse

Parks Historic Sites Nature

Side Trips

Noto, Cavagrande del Cassibile
Highlights from your plan
Syracuse Cathedral ©
Syracuse Cathedral
Centro Storico ©
Centro Storico
St. Nicholas Cathedral ©
St. Nicholas Cathedral

2
nights
Ravello

Ravello ©
Museum-lovers will appreciate Ceramiche d'Arte Carmela and Ceramiche Cosmolena di Margherita di Palma. Discover out-of-the-way places like Duomo di Sant'Andrea and Villa Cimbrone Gardens. Explore the numerous day-trip ideas around Ravello: Spiaggia Lannio (in Cetara), Positano (Fornillo & Bagni d'Arienzo Beach Club, Positano) and Le Vigne di Raito (in Vietri sul Mare).

To see reviews, photos, ratings, and tourist information, read Ravello trip planner.

You can do a combination of car and ferry from Syracuse to Ravello in 7.5 hours. Alternatively, you can take a train; or do a combination of train, ferry, and bus. In July, daytime highs in Ravello are 84°F, while nighttime lows are 77°F. Finish your sightseeing early on the 3rd (Sat) to allow enough time to drive to Naples.

Things to do in Ravello

Parks Outdoors Beaches

Side Trips

Positano, Amalfi, Liquorificio Mansi Carlo, Le Vigne di Raito, Spiaggia Lannio
Highlights from your plan
Spiaggia di castiglione ©
Spiaggia di castiglione
Fornillo ©
Fornillo
Lido di Ravello ©
Lido di Ravello

2
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. On the 4th (Sun), appreciate the extensive heritage of Via Caracciolo e Lungomare di Napoli, then learn about all things military at Galleria Borbonica, then contemplate the long history of Parco Acheologico di Ercolano, and finally delve into the distant past at Pompeii Archaeological Park. On the 5th (Mon), you'll have a packed day of sightseeing: take in the architecture and atmosphere at Duomo di Napoli, pause for some serene contemplation at Basilica Santa Restituta, get engrossed in the history at Museo e Real Bosco di Capodimonte, then stroll the grounds of Catacombe di San Gennaro, then explore the world behind art at Museo Cappella Sansevero, and finally contemplate the long history of Underground Naples.

To find more things to do, other places to visit, reviews, and other tourist information, refer to the Naples itinerary planning website .

Traveling by car from Ravello to Naples takes 1.5 hours. Alternatively, you can do a combination of taxi and subway; or take a bus. Traveling from Ravello in July, expect a bit cooler with lows of 70°F in Naples. Finish your sightseeing early on the 5th (Mon) so you can take a train to Rome.

Things to do in Naples

Historic Sites Museums

Side Trips

Pompeii Archaeological Park, Parco Acheologico di Ercolano
Highlights from your plan
Via Caracciolo e Lungomare di Napoli ©
Galleria Borbonica ©
Galleria Borbonica
Parco Acheologico di Ercolano ©
Parco Acheologico di Ercolano

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.
Get some cultural insight at Colosseum and Pantheon. Museum-lovers will appreciate Vatican Museums and Centrale Montemartini. Step out of Rome to go to Ostia Antica and see Parco Archeologico di Ostia Antica, which is approximately 42 minutes away. The adventure continues: get to know the fascinating history of Piazza Navona, ponder the design of Trevi Fountain, wander the streets of Trastevere, and steep yourself in history at Roman Forum.

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

You can take a train from Naples to Rome in 1.5 hours. Alternatively, you can drive; or take a bus. In July in Rome, expect temperatures between 89°F during the day and 70°F at night. Cap off your sightseeing on the 8th (Thu) early enough to go by car to Assisi.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trips

Vatican City, Parco Archeologico di Ostia Antica
Highlights from your plan
Trevi Fountain ©
Trevi Fountain
Pantheon ©
Pantheon
Vatican Museums
Vatican Museums

3
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Get outdoors at Cascata delle Marmore and Grotte di Frasassi. Popular historic sites such as Duomo di Orvieto and Basilica di Santa Maria degli Angeli - Porziuncola are in your itinerary. Explore the numerous day-trip ideas around Assisi: Civita di Bagnoregio (in Civita di Bagnoregio), Pozzo di San Patrizio (in Orvieto) and Museo-Laboratorio di Tessitura a Mano Giuditta Brozzetti (in Perugia). The adventure continues: admire the verdant scenery at Piana di Castelluccio di Norcia, examine the collection at Museo della Porziuncola, take in the architecture and atmosphere at Cattedrale di Santa Maria Assunta Spoleto, and contemplate in the serene atmosphere at Cripta di San Francesco.

To find photos, more things to do, traveler tips, and more tourist information, read our Assisi trip maker .

Traveling by car from Rome to Assisi takes 2.5 hours. Alternatively, you can take a train; or take a bus. Traveling from Rome in July, expect slightly colder with lows of 64°F in Assisi. Finish up your sightseeing early on the 11th (Sun) so you can go by car to Siena.

Things to do in Assisi

Historic Sites Parks Nature

Side Trips

Orvieto, Cattedrale di Santa Maria Assunta Spoleto, Grotte di Frasassi, Museo-Laboratorio di Tessitura a Mano Giuditta Brozzetti, Cascata delle Marmore
Highlights from your plan
Museo della Porziuncola ©
Museo della Porziuncola
Piana di Castelluccio di Norcia ©
Piana di Castelluccio di Norcia
Civita di Bagnoregio ©
Civita di Bagnoregio

2
nights
Siena

Siena ©
Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
On the 12th (Mon), contemplate the long history of Historic Centre of San Gimignano, then pause for some serene contemplation at Abbazia di San Galgano, then pause for some serene contemplation at Duomo di Siena, and finally enjoy breathtaking views from Torre del Mangia. Keep things going the next day: learn about winemaking at Guardastelle Vineyard, then explore the historical opulence of Castello di Monteriggioni, then steep yourself in history at Centro Storico di Siena, and finally explore the historical opulence of Palazzo Pubblico and Museo Civico.

To see photos, more things to do, ratings, and tourist information, refer to the Siena trip itinerary website .

You can drive from Assisi to Siena in 2 hours. Other options are to take a bus; or take a train. July in Siena sees daily highs of 89°F and lows of 67°F at night. Cap off your sightseeing on the 13th (Tue) early enough to catcht the bus to Florence.

Things to do in Siena

Historic Sites Wineries Museums

Side Trips

San Gimignano, Castello di Monteriggioni, Abbazia di San Galgano
Highlights from your plan
Historic Centre of San Gimignano ©
Historic Centre of San Gimignano
Abbazia di San Galgano ©
Abbazia di San Galgano
Castello di Monteriggioni ©
Castello di Monteriggioni

3
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Your cultural itinerary includes sights like Gallerie Degli Uffizi and Academy Of Florence Art Gallery. Appreciate the collections at Pitti Palace and Basilica di Santa Croce. Take a break from Florence with a short trip to Castello del Trebbio in Santa Brigida, about 36 minutes away. There's lots more to do: take some stellar pictures from Piazzale Michelangelo, take in the spiritual surroundings of Cathedral of Santa Maria del Fiore, take in panoramic vistas at Campanile di Giotto, and admire the striking features of Basilica San Miniato al Monte.

To find more things to do, reviews, photos, and other tourist information, read our Florence road trip website .

Traveling by bus from Siena to Florence takes 1.5 hours. Alternatively, you can drive; or take a train. In July, daytime highs in Florence are 86°F, while nighttime lows are 65°F. On the 16th (Fri), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Florence

Historic Sites Museums Wineries

Side Trip

Castello del Trebbio
Highlights from your plan
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery

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