41 days in Italy Itinerary

41 days in Italy Itinerary

Created using Inspirock Italy trip itinerary planner

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Route & dates

41 days in Italy Itinerary

Start: London
Fly:  4 h 45 min
1
Milan
— 2 nights
Train:  1 h 15 min
2
Verona
— 4 nights
Train:  1 h 45 min
3
Florence
— 5 nights
Bus:  1 h 15 min
4
Siena
— 4 nights
Drive:  1 h 45 min
5
Assisi
— 5 nights
Drive:  4 h 30 min
6
Ravello
— 4 nights
Drive:  1 h 15 min
7
Naples
— 5 nights
Train:  1 h 15 min
8
Rome
— 6 nights
Fly:  3 h 15 min
9
Venice
— 5 nights
Fly:  4 h 45 min
End: London

2
nights
Milan

Milan ©
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.
On the 27th (Wed), stroll the grounds of Monumental Cemetery. Get ready for a full day of sightseeing on the 28th (Thu): pause for some serene contemplation at Chiesa Di S. Sisinnio, then appreciate the extensive heritage of Greenway del Lago di Como, and then take in the architecture and atmosphere at Santuario Della Madonna delle Grazie di San Martino.

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

London, UK to Milan is an approximately 5-hour flight. You can also take a train; or drive. The time zone difference when traveling from London to Milan is 1 hour. Expect a bit warmer temperatures when traveling from London in May; daily highs in Milan reach 26°C and lows reach 15°C. Cap off your sightseeing on the 29th (Fri) early enough to catch the train to Verona.

Things to do in Milan

Historic Sites Beaches Parks

Side Trips

Riva Bianca Beach, Santuario Della Madonna delle Grazie di San Martino, Chiesa Di S. Sisinnio, Greenway del Lago di Como, Lido Villa Olmo
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Greenway del Lago di Como ©
Greenway del Lago di Como

4
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.
Get a sense of the local culture at Arena di Verona and Piazza delle Erbe. Get some historical perspective at Museo di Castelvecchio and Basilica di San Zeno Maggiore. There's lots more to do: examine the collection at Casa di Giulietta, take a stroll through Quinzano, delve into the distant past at Operaforte, and explore the historical opulence of Piazzale Castel San Pietro.

To find traveler tips, where to stay, maps, and tourist information, refer to the Verona online route maker .

You can take a train from Milan to Verona in 1.5 hours. Another option is to drive. May in Verona sees daily highs of 27°C and lows of 13°C at night. Wrap up your sightseeing on the 2nd (Tue) early enough to take a train to Florence.

Things to do in Verona

Historic Sites Neighborhoods Shopping
Highlights from your plan
Arena di Verona ©
Arena di Verona
Basilica di San Zeno Maggiore ©
Basilica di San Zeno Maggiore
Museo di Castelvecchio ©
Museo di Castelvecchio

5
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Visit Cathedral of Santa Maria del Fiore and Piazza del Duomo for their historical value. Get a sense of the local culture at Piazzale Michelangelo and The Baptistery of St. John. Get out of town with these interesting Florence side-trips: Castello del Trebbio (in Santa Brigida), Basilica San Vitale (in Ravenna) and Leaning Tower of Pisa (in Pisa). Next up on the itinerary: admire the masterpieces at Academy Of Florence Art Gallery, get to know the fascinating history of Piazza della Signoria, take in the views from Ponte Vecchio, and see the interesting displays at Pitti Palace.

Ask Inspirock to suggest an itinerary and make planning a trip to Florence fast, fun, and easy.

You can take a train from Verona to Florence in 2 hours. Alternatively, you can drive; or take a bus. June in Florence sees daily highs of 33°C and lows of 21°C at night. Finish your sightseeing early on the 7th (Sun) so you can take a bus to Siena.

Things to do in Florence

Historic Sites Museums Tours

Side Trips

Leaning Tower of Pisa, Castello del Trebbio, Basilica San Vitale
Highlights from your plan
Piazzale Michelangelo ©
Piazzale Michelangelo
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery

4
nights
Siena

Siena ©
Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Do some cultural sightseeing at Duomo di Siena and Ciacci Piccolomini d'Aragona. Palazzo Pubblico and Museo Civico and Centro Storico di Siena will appeal to history buffs. You'll find plenty of places to visit near Siena: Guardastelle Vineyard (in San Gimignano), Castello di Monterinaldi (in Radda in Chianti) and Montalcino (Mate Winery & Podere Il Cocco). There's still lots to do: make a trip to Piazza del Campo, take in the architecture and atmosphere at Basilica Cateriniana Di S. Domenico, steep yourself in history at Battistero di San Giovanni, and admire the masterpieces at Museo dell'Opera Metropolitana.

For more things to do, maps, other places to visit, and tourist information, read Siena trip planning app .

You can take a bus from Florence to Siena in 1.5 hours. Other options are to drive; or take a train. Expect a daytime high around 34°C in June, and nighttime lows around 19°C. Wrap up your sightseeing on the 11th (Thu) to allow time to drive to Assisi.

Things to do in Siena

Historic Sites Wineries Museums

Side Trips

Montalcino, Guardastelle Vineyard, Castello di Monterinaldi
Highlights from your plan
Guardastelle Vineyard ©
Guardastelle Vineyard
Duomo di Siena ©
Duomo di Siena
Ciacci Piccolomini d'Aragona ©
Ciacci Piccolomini d'Aragona

5
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Satisfy your inner culture vulture at Basilica Papale e Sacro Convento di San Francesco d'Assisi and San Damiano. Eremo delle Carceri and Rocca Maggiore will appeal to history buffs. Go for a jaunt from Assisi to Piagge to see Azienda Agraria Guerrieri about 1h 45 min away. The adventure continues: do a tasting at Tili Vini Societa Agricola, contemplate in the serene atmosphere at Basilica di Santa Maria degli Angeli - Porziuncola, appreciate the extensive heritage of Strada Assisi-Santa Maria degli Angeli, and take in the architecture and atmosphere at Basilica of Saint Peter.

To find photos, traveler tips, and other tourist information, read Assisi trip maker app .

Traveling by car from Siena to Assisi takes 2 hours. Alternatively, you can take a bus; or take a train. In June, daytime highs in Assisi are 32°C, while nighttime lows are 18°C. Finish up your sightseeing early on the 16th (Tue) so you can go by car to Ravello.

Things to do in Assisi

Historic Sites Wineries Museums

Side Trip

Azienda Agraria Guerrieri
Highlights from your plan
Tili Vini Societa Agricola ©
Tili Vini Societa Agricola
Eremo delle Carceri ©
Eremo delle Carceri

4
nights
Ravello

Ravello ©
Do some cultural sightseeing at Duomo di Ravello and Villa Cimbrone Gardens. Deepen your sense of the past at sights like Villa Rufolo and Centro Storico. You'll find plenty of places to visit near Ravello: Positano (Fornillo, Spiaggia Grande, & more) and Marina di Praia Beach (in Praiano).

To see maps, other places to visit, where to stay, and more tourist information, read Ravello route app .

You can drive from Assisi to Ravello in 4.5 hours. Alternatively, you can take a train; or do a combination of train and bus. Traveling from Assisi in June, plan for a bit warmer nights in Ravello, with lows around 26°C. Cap off your sightseeing on the 20th (Sat) early enough to go by car to Naples.

Things to do in Ravello

Parks Beaches Outdoors

Side Trips

Positano, Amalfi, Lido Capo di Conca, Chiesa dell'Annunziata, Marina di Praia Beach
Highlights from your plan
Fornillo ©
Fornillo
Duomo di Ravello ©
Duomo di Ravello
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens

5
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. We've included these beaches for you: Spiaggia di Marina d'Albori and Lido Eureka. Get some cultural insight at Paestum Ruins and Parco Archeologico Pausilypon. Explore Naples' surroundings by going to Vietri sul Mare (Sol’Art Ceramiche, Arciconfraternita della Santissima Annunziata e del Santissimo Rosario, & more), Salerno (Marina Di Vietri & Chiesa di San Benedetto) and Stabilimento Balneare Bagni Salvatore (in Sorrento). There's lots more to do: admire the masterpieces at Museo Cappella Sansevero, pause for some serene contemplation at Basilica Santa Restituta, delve into the mystery of Cappella del Pontano, and tour the pleasant surroundings at Il Gabbiano.

To find where to stay, other places to visit, maps, and tourist information, refer to the Naples trip planner .

You can drive from Ravello to Naples in 1.5 hours. Alternatively, you can do a combination of taxi and subway; or take a bus. Traveling from Ravello in June, expect slightly colder with lows of 22°C in Naples. Finish up your sightseeing early on the 25th (Thu) so you can catch the train to Rome.

Things to do in Naples

Historic Sites Beaches Parks

Side Trips

Vietri sul Mare, Salerno, Pompeii, Paestum Ruins, Stabilimento Balneare Bagni Salvatore
Highlights from your plan
Paestum Ruins ©
Paestum Ruins
Museo Cappella Sansevero ©
Museo Cappella Sansevero
Duomo di Napoli ©
Duomo di Napoli

6
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Popular historic sites such as Colosseum and Palatine Hill are in your itinerary. Get some cultural insight at Pantheon and Roman Forum. Take a break from Rome with a short trip to Villa Adriana in Tivoli, about 36 minutes away. There's still lots to do: appreciate the extensive heritage of Piazza Navona, admire the local landmark of Trevi Fountain, don't miss a visit to St. Peter's Basilica, and explore the world behind art at Galleria Borghese.

To see reviews, photos, traveler tips, and more tourist information, read our Rome trip planner .

Getting from Naples to Rome by train takes about 1.5 hours. Other options: drive; or take a bus. In June in Rome, expect temperatures between 34°C during the day and 21°C at night. Wrap up your sightseeing on the 1st (Wed) early enough to travel to Venice.

Things to do in Rome

Historic Sites Beaches Parks

Side Trips

Vatican City, Villa Adriana
Highlights from your plan
Pantheon ©
Pantheon
St. Peter's Basilica ©
St. Peter's Basilica
Colosseum ©
Colosseum

5
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.
Piazza San Marco and Peggy Guggenheim Collection will appeal to history buffs. Get a sense of the local culture at Doge's Palace and San Giorgio Maggiore. Go for a jaunt from Venice to Padua to see Scrovegni Chapel about 54 minutes away. There's much more to do: explore the activities along Canal Grande, snap pictures at Ponte di Rialto, see the interesting displays at Museo Ebraico di Venezia, and enjoy breathtaking views from St Mark's Campanile.

To see where to stay, reviews, ratings, and more tourist information, read our Venice trip planning website .

Traveling by flight from Rome to Venice takes 3.5 hours. Alternatively, you can take a train; or drive. In July, daytime highs in Venice are 36°C, while nighttime lows are 22°C. Cap off your sightseeing on the 6th (Mon) early enough to travel back home.

Things to do in Venice

Historic Sites Museums Parks

Side Trip

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

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