50 days in Italy Itinerary

50 days in Italy Itinerary

Created using Inspirock Italy itinerary planner

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Route & dates

50 days in Italy Itinerary

Start: Paris
+2
Fly + train + subway:  8​h 30​min
1
Sorrento
— 2 nights
Drive:  1​h
2
Praiano
— 5 nights
train:  3​h
3
Rome
— 7 nights
train:  1​h
4
Orvieto
— 3 nights
Drive:  1​h 30​min
5
Assisi
— 3 nights
Drive:  1​h 45​min
6
Siena
— 4 nights
bus:  1​h 15​min
7
Florence
— 7 nights
train:  45​min
8
Bologna
— 5 nights
train:  45​min
9
Modena
— 3 nights
Drive:  2​h
10
Venice
— 7 nights
train:  2​h 30​min
11
Milan
— 3 nights
Fly:  16​h
End: San Francisco


Learn more about your trip

2
nights
Sorrento

Sorrento ©
A lovely town easily accessible from almost anywhere in the country, Sorrento overlooks the Bay of Naples and sits right on the Amalfi Drive.
Satisfy your inner culture vulture at Pompeii Archaeological Park and Forum. Museum-lovers will get to explore Museobottega della Tarsialignea and Marcello Aversa Studio d'Arte. Venture out of the city with trips to Pompeii (Teatro Grande, Museo Villa di Bartolo Longo, & more). The adventure continues: indulge your taste buds at Food & Drink, get a taste of the local shopping with SyArt, take in the exciting artwork at Gallery Raffaele Celentano, and explore the world behind art at Correale di Terranova Museum.

To find maps, more things to do, traveler tips, and other tourist information, read our Sorrento sightseeing site .

Paris, France to Sorrento is an approximately 8.5-hour combination of flight, train, and subway. You can also do a combination of train and subway; or drive. Expect somewhat warmer temperatures when traveling from Paris in April; daily highs in Sorrento reach 67°F and lows reach 55°F. Cap off your sightseeing on the 8th (Wed) early enough to go by car to Praiano.

Things to do in Sorrento

Museums Historic Sites Tours

Side Trip

Pompeii
Find places to stay Apr 6 — 8:
Highlights from your plan
Correale di Terranova Museum ©
Correale di Terranova Museum
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Villa dei Misteri ©
Villa dei Misteri

5
nights
Praiano

Praiano ©
Get some historical perspective at Duomo di Ravello and Villa Rufolo. Museum-lovers will get to explore Museo della Carta and Ceramiche Cosmolena di Margherita di Palma. Venture out of the city with trips to Chiesa di San Salvatore de Birecto (in Atrani), Villa Cimbrone Gardens (in Ravello) and Duomo di Sant'Andrea (in Amalfi).

To find where to stay, reviews, maps, and other tourist information, read our Praiano trip itinerary app .

Traveling by car from Sorrento to Praiano takes an hour. Alternatively, you can take a bus. In April in Praiano, expect temperatures between 67°F during the day and 55°F at night. You will have some time to spend on the 13th (Mon) before leaving for Rome.

Things to do in Praiano

Historic Sites Museums Shopping

Side Trips

Ravello, Amalfi, Chiesa di San Salvatore de Birecto
Find places to stay Apr 8 — 13:
Highlights from your plan
Duomo di Sant'Andrea ©
Duomo di Sant'Andrea
Duomo di Ravello ©
Duomo di Ravello
Villa Rufolo ©
Villa Rufolo

7
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Museum-lovers will get to explore Vatican Museums and Musei Capitolini. Do some cultural sightseeing at Colosseum and Pantheon. Change things up with these side-trips from Rome: Tivoli (Villa Adriana & Villa d'Este). And it doesn't end there: steep yourself in history at St. Peter's Basilica, wander the streets of Trastevere, appreciate the extensive heritage of Piazza Navona, and explore the ancient world of Catacombe di San Callisto.

To find ratings, maps, where to stay, and tourist information, go to the Rome online visit planner .

Traveling by train from Praiano to Rome takes 3 hours. Alternatively, you can drive; or take a bus. Expect slightly colder evenings in Rome when traveling from Praiano in April, with lows around 49°F. You will have some time to spend on the 20th (Mon) before leaving for Orvieto.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trips

Vatican City, Tivoli
Find places to stay Apr 13 — 20:
Highlights from your plan
Colosseum ©
Colosseum
St. Peter's Basilica ©
St. Peter's Basilica
Vatican Museums
Vatican Museums

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.
Your inner history buff will appreciate Duomo di Orvieto and Cappella del Corporale. Get some cultural insight at Decugnano dei Barbi and Abbey of Saints Severus and Martyrius. Explore Orvieto's surroundings by going to Civita di Bagnoregio (in Civita di Bagnoregio) and Giardino dei Tarocchi (in Pescia Fiorentina). There's much more to do: pause for some serene contemplation at Chiesa San Giovenale, appreciate the extensive heritage of Rocca Albornoziana, see the interesting displays at Etruscan Museum "Claudio Faina", and contemplate in the serene atmosphere at Sant'Andrea, Orvieto.

Inspirock's itinerary builder makes planning a Orvieto trip simple and quick.

Getting from Rome to Orvieto by train takes about an hour. Other options: take a bus; or drive. In April, plan for daily highs up to 65°F, and evening lows to 46°F. Wrap up your sightseeing on the 23rd (Thu) to allow time to drive to Assisi.

Things to do in Orvieto

Historic Sites Wineries Parks

Side Trips

Civita di Bagnoregio, Giardino dei Tarocchi
Find places to stay Apr 20 — 23:
Highlights from your plan
Decugnano dei Barbi ©
Decugnano dei Barbi
Duomo di Orvieto ©
Duomo di Orvieto
Chiesa San Giovenale ©
Chiesa San Giovenale

3
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
On the 24th (Fri), contemplate the long history of Eremo delle Carceri, contemplate in the serene atmosphere at Basilica di Santa Chiara, pause for some serene contemplation at Basilica Papale e Sacro Convento di San Francesco d'Assisi, get to know the fascinating history of Piazza Superiore di San Francesco, then see the interesting displays at Museo della Porziuncola, and finally pause for some serene contemplation at Basilica di Santa Maria degli Angeli - Porziuncola. Get ready for a full day of sightseeing on the next day: take in the architecture and atmosphere at Cattedrale di Santa Maria Assunta Spoleto, take in the architecture and atmosphere at Cattedrale di San Rufino, then do a tasting at Bibenda Assisi, and finally take in the spiritual surroundings of San Damiano.

For reviews, maps, where to stay, and other tourist information, you can read our Assisi trip planner .

Traveling by car from Orvieto to Assisi takes 1.5 hours. Alternatively, you can take a train; or take a bus. Expect a daytime high around 67°F in April, and nighttime lows around 45°F. Finish your sightseeing early on the 26th (Sun) so you can drive to Siena.

Things to do in Assisi

Historic Sites Wineries Museums

Side Trip

Cattedrale di Santa Maria Assunta Spoleto
Find places to stay Apr 23 — 26:
Highlights from your plan
Museo della Porziuncola ©
Museo della Porziuncola
Eremo delle Carceri ©
Eremo delle Carceri

4
nights
Siena

Siena ©
Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Museum-lovers will get to explore Palazzo Pubblico and Museo Civico and Archivio di Stato. Satisfy your inner culture vulture at Duomo di Siena and Museo dell'Opera Metropolitana. Get out of town with these interesting Siena side-trips: Abbazia di San Galgano (in Chiusdino), San Gimignano (Historic Centre of San Gimignano, Torre Grossa, & more) and Castelnuovo dell'Abate (Ciacci Piccolomini d'Aragona & Abbazia di Sant'Antimo). There's lots more to do: make a trip to Piazza del Campo, contemplate the long history of Centro Storico di Siena, enjoy breathtaking views from Torre del Mangia, and take in the spiritual surroundings of Battistero di San Giovanni.

To find other places to visit, more things to do, traveler tips, and more tourist information, read Siena holiday planner.

Drive from Assisi to Siena in 2 hours. Alternatively, you can take a bus; or take a train. In April, daily temperatures in Siena can reach 68°F, while at night they dip to 47°F. Finish up your sightseeing early on the 30th (Thu) so you can catcht the bus to Florence.

Things to do in Siena

Historic Sites Museums Wineries

Side Trips

San Gimignano, Montalcino, Abbazia di San Galgano, Castello di Monterinaldi
Find places to stay Apr 26 — 30:
Highlights from your plan
Ciacci Piccolomini d'Aragona ©
Ciacci Piccolomini d'Aragona
Duomo di Siena ©
Duomo di Siena
Palazzo Pubblico and Museo Civico ©
Palazzo Pubblico and Museo Civico

7
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Cathedral of Santa Maria del Fiore and Piazza del Duomo will appeal to history buffs. Appreciate the collections at Gallerie Degli Uffizi and Basilica di Santa Croce. You'll find plenty of places to visit near Florence: Leaning Tower of Pisa (in Pisa) and Castello del Trebbio (in Santa Brigida). There's much more to do: see the interesting displays at Academy Of Florence Art Gallery, admire the masterpieces at Pitti Palace, enjoy breathtaking views from Campanile di Giotto, and take some stellar pictures from Piazzale Michelangelo.

For photos, ratings, other places to visit, and other tourist information, go to the Florence tour itinerary planner.

Getting from Siena to Florence by bus takes about 1.5 hours. Other options: drive; or take a train. Expect a daytime high around 67°F in April, and nighttime lows around 50°F. On the 7th (Thu), you'll have the morning to explore before heading off to Bologna.

Things to do in Florence

Historic Sites Museums Wineries

Side Trips

Castello del Trebbio, Leaning Tower of Pisa
Find places to stay Apr 30 — May 7:
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery

5
nights
Bologna

Bologna ©
A city famous for its cuisine, Bologna is the seat of the oldest university in the world, founded in 1088.
Your inner history buff will appreciate Basilica San Vitale and Basilica di San Petronio. Basilica - Santuario di Santo Stefano and Mausoleo di Galla Placidia are good opportunities to explore the local culture. Venture out of the city with trips to Basilica di Sant'Apollinare in Classe (in Classe), Italy in Miniature (in Rimini) and Forli (Indian Army War Cemetery & Musei San Domenico). There's lots more to do: step into the grandiose world of Castello Estense, get engrossed in the history at Museo Civico Medievale, admire the masterpieces at Pinacoteca Nazionale di Bologna, and examine the collection at Archiepiscopal Museum.

To see more things to do, reviews, maps, and other tourist information, you can read our Bologna holiday maker .

Traveling by train from Florence to Bologna takes an hour. Alternatively, you can take a bus; or drive. In May, plan for daily highs up to 74°F, and evening lows to 54°F. Wrap up your sightseeing on the 12th (Tue) to allow time to take a train to Modena.

Things to do in Bologna

Museums Historic Sites Shopping

Side Trips

Ravenna, Forli, Basilica di Sant'Apollinare in Classe, Italy in Miniature, Castello Estense
Find places to stay May 7 — 12:
Highlights from your plan
Basilica San Vitale ©
Basilica San Vitale
Basilica - Santuario di Santo Stefano ©
Basilica di Sant'Apollinare in Classe ©

3
nights
Modena

Modena ©
Deemed the Capital of Engines, Modena is the birthplace of Enzo Ferrari and the headquarters of Italian sports cars.
Start off your visit on the 13th (Wed): see the interesting displays at Casa Museo Luciano Pavarotti, learn about winemaking at Acetaia Villa San Donnino, see the interesting displays at Acetaia Giuseppe Giusti, examine the collection at MEF-Museo Enzo Ferrari, then brush up on your military savvy at Sala Museale dell'Accademia Militare, and finally contemplate in the serene atmosphere at Duomo di Modena. Keep things going the next day: get to know the fascinating history of Borghetto sul Mincio, then examine the collection at Panini Motor Museum, and then see the interesting displays at Museo Ferrari.

Plan my Modena trip by asking Inpirock to come up with tips and suggestions.

You can take a train from Bologna to Modena in an hour. Alternatively, you can take a bus; or drive. Expect a daytime high around 74°F in May, and nighttime lows around 54°F. Wrap up your sightseeing by early afternoon on the 15th (Fri) to allow enough time to drive to Venice.

Things to do in Modena

Museums Historic Sites Wineries

Side Trips

Borghetto sul Mincio, Museo Ferrari, Castello di Torrechiara
Find places to stay May 12 — 15:
Highlights from your plan
Acetaia Villa San Donnino ©
Acetaia Villa San Donnino
Casa Museo Luciano Pavarotti ©
Casa Museo Luciano Pavarotti
Borghetto sul Mincio ©
Borghetto sul Mincio

7
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.
You'll explore and learn at Doge's Palace and Gallerie dell'Accademia. Popular historic sites such as Piazza San Marco and Peggy Guggenheim Collection are in your itinerary. Venture out of the city with trips to Padua (Chiesa degli Eremitani, Scrovegni Chapel, & more). There's lots more to do: admire the striking features of Basilica di San Marco, explore the activities along Canal Grande, appreciate the extensive heritage of Centro Storico di Venezia, and explore the world behind art at Ca' d'Oro.

To find ratings, traveler tips, photos, and more tourist information, go to the Venice trip itinerary maker app .

Traveling by car from Modena to Venice takes 2 hours. Alternatively, you can take a train; or take a bus. In May, daily temperatures in Venice can reach 72°F, while at night they dip to 55°F. You will have some time to spend on the 22nd (Fri) before leaving for Milan.

Things to do in Venice

Historic Sites Museums Nature

Side Trip

Padua
Find places to stay May 15 — 22:
Highlights from your plan
Basilica di San Marco
Basilica di San Marco
Doge's Palace ©
Doge's Palace
Piazza San Marco ©
Piazza San Marco

3
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.
Get some historical perspective at Duomo di Milano and Castello Sforzesco. You'll explore and learn at Museo Egizio and Pinacoteca Ambrosiana. There's lots more to do: admire the masterpieces at Pinacoteca di Brera, admire the landmark architecture of Galleria Vittorio Emanuele II, take an in-depth tour of Basilica di Sant'Ambrogio, and don't miss a visit to Piazza del Duomo.

To find traveler tips, reviews, maps, and tourist information, read Milan day trip app .

You can take a train from Venice to Milan in 2.5 hours. Alternatively, you can drive; or do a combination of train and flight. In May, daily temperatures in Milan can reach 73°F, while at night they dip to 55°F. You will have some time to spend on the 25th (Mon) before leaving for home.

Things to do in Milan

Historic Sites Museums Shopping

Side Trip

Museo Egizio
Find places to stay May 22 — 25:
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Museo Egizio ©
Museo Egizio
Castello Sforzesco ©
Castello Sforzesco

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