42 days in Italy Itinerary

42 days in Italy Itinerary

Created using Inspirock Italy itinerary planner

Make it your trip
Fly
1
Ravello
— 3 nights
Fly
2
Milan
— 6 nights
Drive
3
Cinque Terre
— 6 nights
Train
4
Massa
— 5 nights
Drive
5
Florence
— 3 nights
Drive
6
Siena
— 2 nights
Taxi to Piombino, Ferry to Portoferraio
7
Portoferraio, Elba Island
— 4 nights
Ferry to Piombino, Drive to Pitigliano
8
Pitigliano
— 5 nights
Drive
9
Rome
— 7 nights
Fly

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Ravello

— 3 nights
Best known for its celebrated terraced gardens, Ravello is a hidden gem of Italy's Amalfi Coast.
Get some cultural insight at Villa Cimbrone Gardens and Duomo di Sant'Andrea. Get some historical perspective at Villa Rufolo and Cappella Sant'Angelo all'Ospedale. Change things up with these side-trips from Ravello: Positano (Fornillo & Boat Tours & Water Sports). There's still lots to do: stroll through Spiaggia di castiglione, take in the architecture and atmosphere at Chiesa dell'Annunziata, take in the spiritual surroundings of Duomo di Ravello, and enjoy the sand and surf at Lido di Ravello.

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

Larnaca, Cyprus to Ravello is an approximately 7.5-hour flight. You can also do a combination of car, ferry, bus, train, and taxi. Traveling from Larnaca to Ravello, you'll gain 1 hour due to the time zone difference. In August, plan for daily highs up to 34°C, and evening lows to 28°C. Cap off your sightseeing on the 26th (Thu) early enough to catch the flight to Milan.

Things to do in Ravello

Parks · Outdoors · Historic Sites · Beaches

Side Trips

Milan

— 6 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.
Arena di Verona and Piazza Bra are good opportunities to explore the local culture. Popular historic sites such as La Citta Alta and Basilica di Santa Anastasia are in your itinerary. Get out of town with these interesting Milan side-trips: Verona (Basilica di San Zeno Maggiore, Museo di Castelvecchio, &more), Criptoportico Forense (in Aosta) and Varallo (Varallo & Chiesa di Santa Maria delle Grazie). There's still lots to do: explore the historical opulence of Brescia Castle, take in the architecture and atmosphere at Duomo Vecchio di Brescia, find something for the whole family at Leolandia, and make a trip to Piazza Vecchia.

Make your Milan itinerary with Inspirock to find out what to see and where to go.

You can fly from Ravello to Milan in 3 hours. Alternatively, you can do a combination of taxi and train; or drive. Traveling from Ravello in August, plan for a bit cooler nights in Milan, with lows around 22°C. Cap off your sightseeing on the 1st (Wed) early enough to go by car to Cinque Terre.

Things to do in Milan

Historic Sites · Parks · Museums · Theme Parks

Side Trips

Cinque Terre

— 6 nights

Italian Riviera

Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
Popular historic sites such as Passeggiata Anita Garibaldi a Nervi and Cattedrale di San Lorenzo - Duomo di Genova are in your itinerary. Step off the beaten path and head to Footpath Monterosso - Vernazza and Baia del Silenzio. Venture out of the city with trips to Genoa (Santuario della Madonna del Monte, Bagni Europa, &more), Basilica di Santo Stefano (in Lavagna) and Santuario di Nostra Signora di Montallegro (in Rapallo). Next up on the itinerary: take a stroll through Santa Margherita Ligure, contemplate in the serene atmosphere at Oratorio di San Rocco, steep yourself in history at Abbazia di San Fruttuoso, and take a stroll around Vernazza.

To see more things to do, photos, where to stay, and other tourist information, read Cinque Terre day trip tool.

You can drive from Milan to Cinque Terre in 3 hours. Another option is to take a train. Expect a daytime high around 30°C in September, and nighttime lows around 17°C. Wrap up your sightseeing on the 7th (Tue) to allow time to take a train to Massa.

Things to do in Cinque Terre

Parks · Historic Sites · Outdoors · Nature

Side Trips

Massa

— 5 nights
Massa is a town and comune in Tuscany, central Italy, the administrative centre of the province of Massa and Carrara. We've included these beaches for you: Spiagge di Fiascherino and La Baia Blu - Stabilimento Balneare. Explore hidden gems such as Duomo di Pisa and Camposanto. Venture out of the city with trips to Lerici (Stabilimento Balneare Venere Azzurra, Castello di Lerici, &more), Pisa (Knights’ Square, Battistero di San Giovanni, &more) and Chiesa di San Giorgio (in Tellaro). Next up on the itinerary: see the interesting displays at Museo Ferrari, make a trip to Piazza Anfiteatro, contemplate the long history of Porta del Borgo, and stroll through Gabbiano Beach.

For traveler tips, where to stay, reviews, and tourist information, refer to the Massa online journey planner.

Take a train from Cinque Terre to Massa in 1.5 hours. Alternatively, you can drive. In September, plan for daily highs up to 30°C, and evening lows to 17°C. Finish your sightseeing early on the 12th (Sun) so you can drive to Florence.

Things to do in Massa

Parks · Outdoors · Beaches · Historic Sites

Side Trips

Florence

— 3 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Eschew the tourist crowds and head to Basilica San Miniato al Monte and The Baptistery of St. John. Deepen your sense of the past at sights like Cathedral of Santa Maria del Fiore and Basilica of Santa Croce. Step out of Florence to go to Montecatini Alto and see Montecatini Alto, which is approximately 1 hour away. There's much more to do: admire the masterpieces at Florence Academy of Fine Arts, get a sense of history and politics at Palazzo Vecchio, take an in-depth tour of Museum of Opera of Saint Maria of Fiore, and don't miss a visit to Piazza della Signoria.

To find where to stay, ratings, traveler tips, and more tourist information, refer to the Florence online tour itinerary builder.

You can drive from Massa to Florence in 2 hours. Other options are to take a train; or do a combination of train and bus. In September, plan for daily highs up to 30°C, and evening lows to 17°C. Cap off your sightseeing on the 15th (Wed) early enough to go by car to Siena.

Things to do in Florence

Historic Sites · Museums

Side Trip

Siena

— 2 nights

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Kick off your visit on the 16th (Thu): get a sense of history and politics at Palazzo Pubblico and Museo Civico, then contemplate the long history of Walls of Monteriggioni, then explore the historical opulence of Castello di Monteriggioni, and finally take in the spiritual surroundings of Abbazia di San Galgano. Keep things going the next day: take in the spiritual surroundings of Battistero di San Giovanni, then take in the architecture and atmosphere at Duomo di Siena, then take in panoramic vistas at Torre del Mangia, and finally steep yourself in history at Centro Storico di Siena.

To find maps, more things to do, reviews, and more tourist information, go to the Siena travel route planner.

You can drive from Florence to Siena in 1.5 hours. Alternatively, you can take a bus; or take a train. In September, daily temperatures in Siena can reach 32°C, while at night they dip to 19°C. Wrap up your sightseeing on the 17th (Fri) to allow time to travel to Portoferraio.

Things to do in Siena

Historic Sites · Museums

Side Trips

Portoferraio, Elba Island

— 4 nights
Portoferraio is a town and comune in the province of Livorno, on the edge of the eponymous harbour of the island of Elba. You'll discover tucked-away gems like Spiaggia Di Sansone and Spiaggia di Capo Bianco. We've included these beaches for you: Spiaggia di Cavoli and Spiaggia di Seccione. You'll find plenty of places to visit near Portoferraio: Cala delle Alghe (in Cavo), Dolphin & Whale Watching (in Marina di Campo) and Monte Capanne (in Marciana). There's much more to do: kick back and relax at Viticcio Beach, tour the pleasant surroundings at Spiaggia delle Ghiaie, and head outdoors with Aloha Center.

For reviews, traveler tips, ratings, and other tourist information, read Portoferraio trip itinerary planning tool.

Traveling by combination of taxi and ferry from Siena to Portoferraio takes 3.5 hours. Alternatively, you can do a combination of train and ferry; or do a combination of bus, train, and ferry. When traveling from Siena in September, plan for slightly colder days in Portoferraio, with highs around 28°C, while nights are about the same with lows around 19°C. Wrap up your sightseeing on the 21st (Tue) early enough to travel to Pitigliano.

Things to do in Portoferraio

Outdoors · Parks · Beaches · Tours

Side Trips

Pitigliano

— 5 nights
Pitigliano is a town in the province of Grosseto, located about 80km south-east of the city of Grosseto, in Italy. Do some cultural sightseeing at Duomo di Orvieto and Pitigliano Centro Storico. Your inner history buff will appreciate Pozzo di San Patrizio and Civita di Bagnoregio. Venture out of the city with trips to Tomba Francois (in Canino), Orvieto (Chiesa di Santo Stefano, Orvieto Underground, &more) and Chiesa di San Giovanni Battista (in Lubriano). And it doesn't end there: make a trip to Terme Bagno Vignoni, enjoy the sand and surf at Spiaggetta di Masi Michele, explore the activities along Lago di Bolsena, and take in the architecture and atmosphere at Cattedrale di San Nicola e San Donato.

For other places to visit, traveler tips, where to stay, and more tourist information, read Pitigliano trip itinerary builder website.

You can do a combination of ferry and car from Portoferraio to Pitigliano in 4 hours. Other options are to do a combination of ferry, train, and taxi; or do a combination of ferry, train, and bus. September in Pitigliano sees daily highs of 30°C and lows of 17°C at night. Cap off your sightseeing on the 26th (Sun) early enough to go by car to Rome.

Things to do in Pitigliano

Historic Sites · Parks · Nature · Beaches

Side Trips

Rome

— 7 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Take a break from the city and head to Catacombs of Saint Callixtus and Paradise Beach. Eschew the tourist crowds and head to Arcibasilica di San Giovanni in Laterano and Abbey of St. Paul Outside the Walls. Take a break from Rome with a short trip to Necropoli della Banditaccia in Cerveteri, about 52 minutes away. And it doesn't end there: have fun and explore at Welcome to Rome, pause for some serene contemplation at Pantheon, don't miss a visit to Piazza Navona, and contemplate the long history of Colosseum.

To see reviews, traveler tips, more things to do, and more tourist information, you can read our Rome journey planning site.

Drive from Pitigliano to Rome in 2.5 hours. Alternatively, you can do a combination of taxi and train. In September in Rome, expect temperatures between 32°C during the day and 18°C at night. Finish your sightseeing early on the 3rd (Sun) so you can fly back home.

Things to do in Rome

Historic Sites · Museums · Tours · Wineries

Side Trips

Italy travel guide

4.6
Landmarks · Ruins · Sacred & Religious Sites
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.

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.