27 days in Northwest Italy, Sicily & Southern Italy Itinerary

27 days in Northwest Italy, Sicily & Southern Italy Itinerary

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Route & dates

27 days in Northwest Italy, Sicily & Southern Italy Itinerary

Start: Paris
Fly:  5​h
1
Venice
— 4 nights
Fly:  4​h 30​min
2
Palermo
— 1 night
Fly:  3​h 45​min
3
Naples
— 2 nights
Drive:  1​h 15​min
4
Ravello
— 3 nights
Bus:  15​min
5
Praiano
— 3 nights
Train:  3​h
6
Rome
— 4 nights
Train:  1​h 45​min
7
Florence
— 4 nights
Train:  1​h 45​min
8
Milan
— 1 night
Drive:  4​h 45​min
9
Assisi
— 3 nights
+2
Train + Tram + Fly:  7​h 45​min
End: Paris

4
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.
Your day-by-day itinerary now includes Piazza San Marco as well as Canal Grande. You'll find plenty of places to visit near Venice: Arena di Verona (in Verona) and Scrovegni Chapel (in Padua). There's lots more to do: admire the striking features of Basilica di San Marco, browse the exhibits of Peggy Guggenheim Collection, see the interesting displays at Museo Ebraico di Venezia, and enjoy breathtaking views from St Mark's Campanile.

To see more things to do, traveler tips, topicsMoreInfo.option.ratings, and other tourist information, go to the Venice trip planner.

Paris, France to Venice is an approximately 5-hour flight. You can also do a combination of train and flight; or drive. In September, Venice is a bit warmer than Paris - with highs of 29°C and lows of 17°C. Finish your sightseeing early on the 6th (Fri) so you can travel to Palermo.

Things to do in Venice

Historic Sites Museums Parks

Side Trips

Arena di Verona, Scrovegni Chapel
Find places to stay Sep 1 — 6:
Highlights from your plan
Canal Grande ©
Canal Grande
Basilica di San Marco
Basilica di San Marco
Piazza San Marco ©
Piazza San Marco

1
night
Palermo

Palermo ©
The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
Start off your visit on the 6th (Fri): enjoy the sand and surf at Spiaggia di Mondello, admire the landmark architecture of Norman Palace, explore the different monuments and memorials at Catacombe dei Cappuccini, then make a trip to Cattedrale di Palermo, and finally make a trip to Quattro Canti.

For traveler tips, other places to visit, and tourist information, you can read our Palermo trip planner.

You can fly from Venice to Palermo in 4.5 hours. Other options are to do a combination of train and flight; or do a combination of flight and bus. Finish your sightseeing early on the 7th (Sat) to allow enough time to travel to Naples.

Things to do in Palermo

Parks Outdoors Beaches
Find places to stay Sep 6 — 7:
Highlights from your plan
Spiaggia di Mondello ©
Spiaggia di Mondello
Cattedrale di Palermo ©
Cattedrale di Palermo
Norman Palace ©
Norman Palace

2
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Start off your visit on the 7th (Sat): examine the collection at Museo Archeologico Nazionale di Napoli, then contemplate the long history of Galleria Borbonica, and then delve into the distant past at Pompeii Archaeological Park. Get ready for a full day of sightseeing on the 8th (Sun): explore the ancient world of Parco Acheologico di Ercolano, then don't miss a visit to Via San Gregorio Armeno, then admire the masterpieces at Museo Cappella Sansevero, and finally contemplate the long history of Underground Naples.

Find out how to plan Naples trip without stress by asking Inspirock to help create an itinerary.

Traveling by flight from Palermo to Naples takes 4 hours. Alternatively, you can do a combination of bus and flight; or ride a ferry. In September, plan for daily highs up to 31°C, and evening lows to 20°C. Finish your sightseeing early on the 9th (Mon) to allow enough time to drive to Ravello.

Things to do in Naples

Historic Sites Museums

Side Trips

Pompeii Archaeological Park, Parco Acheologico di Ercolano
Find places to stay Sep 7 — 9:
Highlights from your plan
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Museo Cappella Sansevero ©
Museo Cappella Sansevero

3
nights
Ravello

Ravello ©
Ravello is known for parks, historic sites, and trails. Your plan includes some of its best attractions: race across the water with a speed boat tour, make a trip to Villa Rufolo, see the interesting displays at Museo della Carta, and view the masterpieces at Ceramiche Cosmolena di Margherita di Palma.

For reviews, topicsMoreInfo.option.ratings, photos, and other tourist information, use the Ravello road trip website .

Getting from Naples to Ravello by car takes about 1.5 hours. Other options: do a combination of subway and taxi; or take a bus. Traveling from Naples in September, you can expect nighttime temperatures to be somewhat warmer in Ravello, with lows of 24°C. Finish your sightseeing early on the 12th (Thu) so you can take a bus to Praiano.

Things to do in Ravello

Outdoors Parks Beaches

Side Trips

Amalfi, Parrocchia San Giovanni
Find places to stay Sep 9 — 12:
Highlights from your plan
Speed Boats Tours
Spiaggia di castiglione ©
Spiaggia di castiglione

3
nights
Praiano

Praiano ©
Praiano is known for nightlife, beaches, and outdoors. Your plan includes some of its best attractions: kick back and relax at Fornillo, don't miss a visit to Parrocchia Di San Gennaro, take some stellar pictures from Il Sentiero Degli Dei, and stop by Nana' Positano.

To find other places to visit, more things to do, where to stay, and other tourist information, you can read our Praiano road trip planner .

Praiano is very close to Ravello. September in Praiano sees daily highs of 31°C and lows of 23°C at night. Wrap up your sightseeing on the 15th (Sun) early enough to travel to Rome.

Things to do in Praiano

Parks Outdoors Beaches

Side Trip

Positano
Find places to stay Sep 12 — 15:
Highlights from your plan
Fornillo ©
Fornillo
Il Sentiero Degli Dei ©
Il Sentiero Degli Dei
Parrocchia Di San Gennaro ©
Parrocchia Di San Gennaro

4
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Your day-by-day itinerary now includes Piazza Navona, St. Peter's Basilica, Pantheon, and other attractions you added. And it doesn't end there: admire the local landmark of Trevi Fountain, steep yourself in history at Torre San Giovani, take in the architecture and atmosphere at Santa Maria in Trastevere, and delve into the distant past at Palatine Hill.

To see traveler tips, maps, more things to do, and other tourist information, read Rome tour planner.

Take a train from Praiano to Rome in 3 hours. Alternatively, you can drive; or take a bus. Traveling from Praiano in September, you can expect nighttime temperatures to be little chillier in Rome, with lows of 18°C. Wrap up your sightseeing on the 19th (Thu) to allow time to take a train to Florence.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trip

Vatican City
Find places to stay Sep 15 — 19:
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
St. Peter's Basilica ©
St. Peter's Basilica

4
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Your day-by-day itinerary now includes Cathedral of Santa Maria del Fiore as well as Gallerie Degli Uffizi. Get out of town with these interesting Florence side-trips: Leaning Tower of Pisa (in Pisa) and Siena (Piazza del Campo & Duomo di Siena). And it doesn't end there: admire the masterpieces at Academy Of Florence Art Gallery, admire the landmark architecture of Campanile di Giotto, admire the natural beauty at The Boboli Gardens, and take in the views from Ponte Vecchio.

For where to stay, traveler tips, and other tourist information, read Florence trip itinerary planning website .

You can take a train from Rome to Florence in 2 hours. Other options are to drive; or fly. Expect a daytime high around 30°C in September, and nighttime lows around 17°C. Finish your sightseeing early on the 23rd (Mon) so you can take a train to Milan.

Things to do in Florence

Historic Sites Museums Parks

Side Trips

Siena, Leaning Tower of Pisa
Find places to stay Sep 19 — 23:
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

1
night
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.
Kick off your visit on the 23rd (Mon): admire the landmark architecture of Galleria Vittorio Emanuele II, then take in the spiritual surroundings of Duomo di Milano, then appreciate the extensive heritage of Piazza del Duomo, and finally step into the grandiose world of Castello Sforzesco. On the 24th (Tue), you'll have a packed day of sightseeing: admire the masterpieces at Pinacoteca di Brera, explore the different monuments and memorials at Monumental Cemetery, and then contemplate in the serene atmosphere at Il Cenacolo.

For more things to do, where to stay, traveler tips, and tourist information, use the Milan trip planning tool .

You can take a train from Florence to Milan in 2 hours. Alternatively, you can drive; or fly. Expect a daytime high around 28°C in September, and nighttime lows around 16°C. Finish up your sightseeing early on the 24th (Tue) so you can go by car to Assisi.

Things to do in Milan

Historic Sites Museums Shopping
Find places to stay Sep 23 — 24:
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II
Castello Sforzesco ©
Castello Sforzesco

3
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
You've now added Cattedrale di San Rufino to your itinerary. Kick off your visit on the 25th (Wed): pause for some serene contemplation at Cattedrale di San Rufino, admire the sheer force of Cascata delle Marmore, contemplate in the serene atmosphere at Eremo delle Carceri, then pause for some serene contemplation at Basilica Papale e Sacro Convento di San Francesco d'Assisi, and finally take in the spiritual surroundings of Basilica di Santa Maria degli Angeli - Porziuncola. On the next day, contemplate the long history of Duomo di Orvieto, do a tasting at Tili Vini Societa Agricola, then see the interesting displays at Museo della Porziuncola, then pause for some serene contemplation at Basilica di Santa Chiara, and finally take in the spiritual surroundings of Cripta di San Francesco.

For maps, topicsMoreInfo.option.ratings, traveler tips, and other tourist information, use the Assisi road trip planning website .

You can drive from Milan to Assisi in 5 hours. Other options are to take a train; or do a combination of flight and train. In September, plan for daily highs up to 30°C, and evening lows to 16°C. On the 27th (Fri), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Assisi

Historic Sites Parks Wineries

Side Trips

Duomo di Orvieto, Cascata delle Marmore
Find places to stay Sep 24 — 27:
Highlights from your plan
Tili Vini Societa Agricola ©
Tili Vini Societa Agricola
Eremo delle Carceri ©
Eremo delle Carceri

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