30 days in Italy Itinerary

30 days in Italy Itinerary

Created using Inspirock Europe route planner
Make it your trip
Fly
1
Milan
— 2 nights
Train
2
Como
— 1 day
Train
3
Milan
— 2 nights
Train
4
Verona
— 1 day
Train
5
Milan
— 1 night
Drive
6
Maranello
Drive
7
Milan
— 1 night
Train
8
Florence
— 2 nights
Drive
9
Siena
— 1 day
Drive
10
Florence
— 2 nights
Drive
11
Castiglione D'Orcia
— 1 day
Drive
12
Florence
— 2 nights
Drive
13
Assisi
— 1 day
Drive
14
Florence
— 1 night
Drive
15
Todi
— 1 day
Drive
16
Florence
— 2 nights
Train to Salerno, Taxi to Ravello
17
Ravello
— 5 nights
+2
Drive to Naples International Airport, Fly to Olbia Costa Smeralda Airport, Drive to San Pantaleo
18
San Pantaleo
— 4 nights
Drive to Olbia Costa Smeralda Airport, Fly to Rome
19
Rome
— 3 nights
Fly

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Milan — 2 nights

Fashion Capital of World

In many ways the most modern of Italian cities, Milan is a busy, elegant metropolis with an impressive list of grand palaces, fine churches, and important museums.
Keep things going the next day: get to know the fascinating history of Piazza del Duomo, then contemplate the long history of Castello Sforzesco, and then admire the landmark architecture of Galleria Vittorio Emanuele II.

To see other places to visit, maps, photos, and other tourist information, you can read our Milan journey planner.

San Francisco, USA to Milan is an approximately 15.5-hour flight. The time zone difference moving from Pacific Standard Time (PST) to Central European Standard Time (CET) is 9 hours. May in Milan sees daily highs of 73°F and lows of 55°F at night. Wrap up your sightseeing on the 23rd (Tue) to allow time to drive to Como.
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Historic Sites · Shopping

Como — 1 day

City of Silk

Known for its idyllic location on the shores of Lake Como and at the foot of the Alps, Como is one of northern Italy's most popular tourist destinations.
Your day by day itinerary now includes Villa Carlotta as well as Villa del Balbianello. Kick off your visit on the 23rd (Tue): explore the world behind art at Villa Carlotta, then admire the landmark architecture of Villa del Balbianello, and then admire the landmark architecture of Villa Olmo.

To see traveler tips, ratings, other places to visit, and tourist information, refer to the Como road trip site.

Traveling by car from Milan to Como takes an hour. Alternatively, you can take a train; or take a bus. In May, plan for daily highs up to 71°F, and evening lows to 52°F. Finish your sightseeing early on the 23rd (Tue) to allow enough time to drive to Milan.
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Parks · Museums
Side Trip

Milan — 2 nights

Fashion Capital of World

To find maps, where to stay, reviews, and tourist information, refer to the Milan trip itinerary planner.

Drive from Como to Milan in an hour. Alternatively, you can take a train; or take a bus. You will leave for Verona on the 25th (Thu).
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Historic Sites · Nightlife · Shopping · Outdoors

Verona — 1 day

City of Romeo and Juliet

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 25th (Thu): explore the historical opulence of Museo di Castelvecchio, take a stroll through Piazza delle Erbe, then take in panoramic vistas at Torre dei Lamberti, and finally see a show at Arena di Verona.

For traveler tips, where to stay, ratings, and tourist information, use the Verona trip itinerary planner.

You can drive from Milan to Verona in 2 hours. Alternatively, you can take a train. In May, daytime highs in Verona are 74°F, while nighttime lows are 53°F. Cap off your sightseeing on the 25th (Thu) early enough to go by car to Milan.
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Historic Sites · Neighborhoods · Shopping · Nightlife

Milan — 1 night

Fashion Capital of World

For photos, other places to visit, reviews, and tourist information, read our Milan travel website.

You can drive from Verona to Milan in 2 hours. Alternatively, you can take a train. On the 26th (Fri), you're off to Maranello.
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Historic Sites · Nightlife · Shopping · Outdoors

Maranello

Maranello is a town and comune in the region of Emilia-Romagna in Northern Italy, 18 km from Modena, with a population of 17,165 as of 2013. Your day by day itinerary now includes Ferrari Factory. Start off your visit on the 26th (Fri): learn the secrets of production at Ferrari Factory, push the limits with an extreme tour, and then examine the collection at Museo Ferrari.

To see where to stay, other places to visit, maps, and more tourist information, go to the Maranello itinerary planning site.

Traveling by car from Milan to Maranello takes 2 hours. Alternatively, you can do a combination of train and bus; or take a bus. Expect a daytime high around 74°F in May, and nighttime lows around 54°F. Cap off your sightseeing on the 26th (Fri) early enough to go by car to Milan.
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Tours · Museums · Outdoors

Milan — 1 night

Fashion Capital of World

For reviews, traveler tips, maps, and more tourist information, refer to the Milan travel itinerary planner.

You can drive from Maranello to Milan in 2 hours. Alternatively, you can do a combination of bus and train; or take a bus. On the 27th (Sat), you'll travel to Florence.
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Historic Sites · Nightlife · Shopping · Outdoors

Florence — 2 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
On the 27th (Sat), take in the spiritual surroundings of Campanile di Giotto, then explore the world behind art at Pitti Palace, and then ponder the world of politics at Palazzo Vecchio. Get ready for a full day of sightseeing on the 28th (Sun): appreciate the extensive heritage of Piazza della Signoria, then ponder the world of politics at Museo Nazionale del Bargello, and then hunt for treasures at Mercato Centrale.

To find maps, more things to do, traveler tips, and tourist information, read Florence itinerary site.

You can take a train from Milan to Florence in 2.5 hours. Other options are to drive; or take a bus. In May, plan for daily highs up to 71°F, and evening lows to 52°F. Wrap up your sightseeing on the 29th (Mon) to allow time to drive to Siena.
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Historic Sites · Museums · Shopping

Siena — 1 day

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Start off your visit on the 29th (Mon): awaken your taste buds at some of the top wineries in the area, then steep yourself in history at Centro Storico di Siena, and then don't miss a visit to Piazza del Campo.

For traveler tips, where to stay, ratings, and other tourist information, you can read our Siena trip itinerary builder site.

Getting from Florence to Siena by car takes about 1.5 hours. Other options: take a bus; or take a train. In May, daytime highs in Siena are 74°F, while nighttime lows are 53°F. Finish up your sightseeing early on the 29th (Mon) so you can go by car to Florence.
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Tours · Wineries · Historic Sites

Florence — 2 nights

Birthplace of the Italian Renaissance

On the 30th (Tue), indulge your taste buds at Food & Drink.

To find ratings, photos, and more tourist information, you can read our Florence holiday planner.

You can drive from Siena to Florence in 1.5 hours. Alternatively, you can take a bus; or take a train. Finish up your sightseeing early on the 31st (Wed) so you can go by car to Castiglione D'Orcia.
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Tours · Wineries
Highlights from your trip

Castiglione D'Orcia — 1 day

Castiglione d'Orcia is a comune (municipality) in the Province of Siena in the Italian region of Tuscany, located about 90km southeast of Florence and about 40km southeast of Siena, in the Val d'Orcia, not far from the Via Cassia.Castiglione d'Orcia borders the following municipalities: Abbadia San Salvatore, Castel del Piano, Montalcino, Pienza, Radicofani, San Quirico d'Orcia, Seggiano.HistoryThe settlement is mentioned for the first time in 714, when it was a possession of the Aldobrandeschi family. On the 31st (Wed), do a tasting at Ciacci Piccolomini d'Aragona.

To find ratings, reviews, maps, and tourist information, refer to the Castiglione D'Orcia driving holiday planner.

Getting from Florence to Castiglione D'Orcia by car takes about 2.5 hours. May in Castiglione D'Orcia sees daily highs of 74°F and lows of 53°F at night. On the 31st (Wed), wrap the sightseeing up by early afternoon so you can drive to Florence.
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Wineries
Side Trip
Highlights from your trip

Florence — 2 nights

Birthplace of the Italian Renaissance

Start off your visit on the 1st (Thu): let your taste buds guide you at a local gastronomic tour.

For reviews, photos, traveler tips, and other tourist information, read our Florence trip planner.

Getting from Castiglione D'Orcia to Florence by car takes about 2.5 hours. Finish up your sightseeing early on the 2nd (Fri) so you can go by car to Assisi.
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Tours
Highlights from your trip

Assisi — 1 day

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Kick off your visit on the 2nd (Fri): take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi and then steep yourself in history at Eremo delle Carceri.

To find reviews, traveler tips, and more tourist information, read our Assisi journey planner.

You can drive from Florence to Assisi in 2.5 hours. Alternatively, you can take a train. Traveling from Florence in June, you can expect nighttime temperatures to be little chillier in Assisi, with lows of 60°F. Wrap up your sightseeing on the 2nd (Fri) early enough to drive to Florence.
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Historic Sites

Florence — 1 night

Birthplace of the Italian Renaissance

To find where to stay, more things to do, reviews, and other tourist information, use the Florence tour planner.

You can drive from Assisi to Florence in 2.5 hours. Alternatively, you can take a train. On the 3rd (Sat), you're off to Todi.
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Tours · Historic Sites · Shopping · Wineries

Todi — 1 day

Todi is a town and comune (municipality) of the province of Perugia (region of Umbria) in central Italy. On the 3rd (Sat), don't miss a visit to Piazza del Popolo and then stop by Centro Storico di Todi.

Discover how to plan a Todi trip in just a few steps with Inspirock's itinerary builder.

Drive from Florence to Todi in 2.5 hours. Alternatively, you can do a combination of train and bus; or take a bus. Plan for a bit cooler nights when traveling from Florence in June since evenings lows in Todi dip to 60°F. Finish your sightseeing early on the 3rd (Sat) so you can drive to Florence.
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Neighborhoods · Historic Sites

Florence — 2 nights

Birthplace of the Italian Renaissance

Start off your visit on the 4th (Sun): explore the world behind art at Florence Academy of Fine Arts, don't miss a visit to Piazzale Michelangelo, then appreciate the extensive heritage of Piazza del Duomo, and finally take in the views from Ponte Vecchio.

To find where to stay, photos, maps, and tourist information, refer to the Florence trip planner.

Getting from Todi to Florence by car takes about 2.5 hours. Other options: do a combination of bus and train; or take a bus. Finish your sightseeing early on the 5th (Mon) so you can travel to Ravello.
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Museums · Historic Sites

Ravello — 5 nights

Best known for its celebrated terraced gardens, Ravello is a hidden gem of Italy's Amalfi Coast.
You've now added Amalfi Coast to Capri Boat Excursion to your itinerary. Explore Ravello's surroundings by going to Positano (Il Sentiero Degli Dei, Boat Tours & Water Sports, &more). There's much more to do: admire the natural beauty at Villa Cimbrone Gardens, trek along Ravello-Minori Walk, tour the pleasant surroundings at Ravello - Atrani Walk, and take a memorable drive along Amalfi Coast.

You can plan Ravello trip in no time by asking Inspirock to help create your itinerary.

Traveling by combination of train and taxi from Florence to Ravello takes 5 hours. Alternatively, you can drive; or do a combination of train and bus. Traveling from Florence in June, Ravello is somewhat warmer at night with lows of 72°F. Wrap up your sightseeing on the 10th (Sat) to allow time to travel to San Pantaleo.
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Outdoors · Parks · Beaches · Trails
Side Trips

San Pantaleo — 4 nights

San Pantaleo is known for nightlife, shopping, and sightseeing. Your trip includes some of its best attractions: make a trip to Arte in Piazza, stroll through Spiaggia per Cani Doggie Beach di Caprera, take in the waterfront activity at Marina Dell’Orso - Poltu Quatu, and kick back and relax at Spiaggia di Rena Bianca.

To find other places to visit, traveler tips, where to stay, and other tourist information, use the San Pantaleo road trip site.

Explore your travel options from Ravello to San Pantaleo with the Route module. Traveling from Ravello in June, San Pantaleo is a bit cooler at night with lows of 61°F. On the 14th (Wed), you'll travel to Rome.
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Beaches · Parks · Outdoors
Side Trips

Rome — 3 nights

Eternal City

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, sightseeing, and nightlife. Your trip includes some of its best attractions: admire the landmark architecture of Pantheon, make a trip to Roman Forum, contemplate the long history of Colosseum, and explore the ancient world of Palatine Hill.

To find out how to plan a trip to Rome, use our trip itinerary maker.

Use the Route module to find suitable travel options from San Pantaleo to Rome. June in Rome sees daily highs of 84°F and lows of 65°F at night. On the 17th (Sat), you'll travel back home.
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Historic Sites · Museums

Italy travel guide

4.6
Landmarks · Ruins · Beaches
Italy is a land of high fashion, fine art, exquisite architecture, luxury sports cars, outstanding cuisine--and an insatiable taste for "la dolce vita." It's also home to the greatest number of World Heritage Sites in the world, making it an ideal place for your next holiday. The country boasts a varied landscape of mountain ranges, alpine lakes, and coastal towns, so it's no wonder travelers often refer to it as the bel paese (beautiful country). With so many places to visit, visitors often have a difficult time planning their itinerary. The smaller villages each feature a distinct character and a blend of architecture, art, and cuisine. In the country, you'll find countless archeological sites dating back to Roman times and beyond. The country's cities and seaside resorts are cosmopolitan powerhouses with museums, galleries, restaurants, shops, open-air markets, and pedestrian-friendly historic areas.
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Lake Como travel guide

4.2
Gardens · Architectural Buildings · Churches
A favorite vacation spot for more than a century, Lake Como was once an exclusive retreat for local aristocrats and wealthy people. It is not only one of Europe's most beautiful lakes, but also one of the deepest at more than 400 m (1,300 ft). Surrounded by elegant villas, the lake has become a popular holiday destination for tourists because of its range of attractions, from landscapes, wildlife, and spas, to activities like sailing, windsurfing, and kite-surfing. The area has been an inspiration for artists since Roman times. English poet Percy Bysshe Shelley wrote, "This lake exceeds anything I ever beheld in beauty…It is long and narrow and has the appearance of a mighty river winding among the mountains and the forests."
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Tuscany travel guide

4.4
Landmarks · Art Museums · Sacred & Religious Sites
Birthplace of the Italian Renaissance
Known for its landscapes, traditions, and history, Tuscany possesses an unparalleled artistic legacy that continues to influence world culture. Regarded as the birthplace of the Italian Renaissance, the region boasts a lengthy list of attractions, including world-class museums, art galleries, and archeological sites. With a distinct culture and a very strong linguistic identity, this region is sometimes referred to as a nation within a nation. A land of picture-postcard areas, Tuscany contains plenty of places to visit on your holiday, with seven World Heritage Sites, including the historic town centers of Florence and Siena. With more than 120 protected nature preserves, Tuscany is not only a land of culture and historic monuments, but also a great place to discover and enjoy the Italian outdoors. Take it slowly here (as the locals do), and give yourself plenty of time to get to know the local culture and cuisine of Tuscany's medieval towns and ancient villages.
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Province of Siena travel guide

4.3
Landmarks · Wineries & Vineyards · Churches
Siena is a city in Tuscany, Italy. It is the capital of the province of Siena.The historic centre of Siena has been declared by UNESCO a World Heritage Site. It is one of the nation's most visited tourist attractions, with over 163,000 international arrivals in 2008. Siena is famous for its cuisine, art, museums, medieval cityscape and the Palio, a horse race held twice a year.HistorySiena, like other Tuscan hill towns, was first settled in the time of the Etruscans (c. 900–400 BC) when it was inhabited by a tribe called the Saina. The Etruscans were a tribe of advanced people who changed the face of central Italy through their use of irrigation to reclaim previously unfarmable land, and their custom of building their settlements in well-defended hill forts. A Roman town called Saena Julia was founded at the site in the time of the Emperor Augustus. Some archaeologists assert that Siena was controlled for a period by a Gaulish tribe called the Senones.According to local legend, Siena was founded by Senius and Aschius, two sons of Remus and thus nephews of Romulus, after whom Rome was named. Supposedly after their father's murder by Romulus, they fled Rome, taking with them the statue of the she-wolf suckling the infants (Capitoline Wolf), thus appropriating that symbol for the town. Additionally they rode white and black horses, giving rise to the Balzana, or coat of arms of Siena with a white band atop a dark band. Some claim the name Siena derives from Senius. Other etymologies derive the name from the Etruscan family name Saina, the Roman family name Saenii, or the Latin word senex "old" or its derived form seneo "to be old".

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Amalfi Coast travel guide

4.2
Sacred & Religious Sites · Landmarks · Gardens
Renowned for its beautiful landscape and medieval fishing villages that cling precariously to the Mediterranean cliffs, the Amalfi Coast is one of Italy's top vacation destinations. This World Heritage Site stretches for about 50 km (30 mi) on the southern side of the Sorrentine peninsula and offers numerous places to visit, from terraced lemon gardens and whitewashed villas to cliff-top views of the sea. Explore the coastline's towns, bays, and resorts. During the peak tourist season, the Amalfi Coast's single seaside road is often jammed with dozens of buses. For that reason, the ubiquitous scooter may be the best way to get around and sightsee. You can also access quite a bit by bicycle.
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Sardinia travel guide

4.2
Beaches · Landmarks · Caves
Sardinia, with its Mediterranean atmosphere and charm, is loved by visitors looking for things to do outdoors on their holiday, like swimming, boating, windsurfing, hiking, climbing, and camping. Taking advantage of the island's near-perfect summer weather, visitors tend to overcrowd Sardinia's coastal areas. The inner life of the island, away from the most popular vacation spots, remains largely unblemished by mass tourism and commercialization. Sardinia is steeped in history and has a colorful character quite different from the rest of Italy. This is where the ancient Nuragic society, whose stone monuments still litter the land, flourished more than three millennia ago--predating the Etruscan civilization in mainland Italy by several hundred years. Sardinia's seaside resorts may be among the best in the world, but its quieter and more interesting countryside offers a greater array of attractions, including a patchwork of forests, citrus groves, and medieval villages.
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