27 days in Northwest Italy, Sicily & Southern Italy Itinerary

27 days in Northwest Italy, Sicily & Southern Italy Itinerary

Created using Inspirock Italy tour planner

Plan created by another user. Make it yours

Route & dates

1
Venice
— 4 nights
2
Palermo
— 1 night
3
Naples
— 2 nights
4
Ravello
— 3 nights
5
Praiano
— 3 nights
6
Rome
— 4 nights
7
Florence
— 4 nights
8
Milan
— 1 night
9
Assisi
— 3 nights

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: Scrovegni Chapel (in Padua) and Arena di Verona (in Verona). 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 find more things to do, ratings, reviews, and other tourist information, go to the Venice trip planner.

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

Things to do in Venice

Historic Sites Museums Nature

Side Trips

Scrovegni Chapel, Arena di Verona
Find places to stay Sep 1 — 6:
Highlights from your plan
Canal Grande ©
Canal Grande
Piazza San Marco ©
Piazza San Marco
Basilica di San Marco
Basilica di 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, thenmake a trip to Cattedrale di Palermo, and finally make a trip to Quattro Canti.

To find traveler tips, where to stay, more things to do, 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 ferry; or take a train. Finish your sightseeing early on the 7th (Sat) to allow enough time to travel to Naples.

Things to do in Palermo

Outdoors Beaches Historic Sites
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, thencontemplate 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, thendon't miss a visit to Via San Gregorio Armeno, thenadmire the masterpieces at Museo Cappella Sansevero, and finally appreciate the extensive heritage 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 take a bus; or take a train. In September, plan for daily highs up to °C, and evening lows to °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
Parco Acheologico di Ercolano ©
Parco Acheologico di Ercolano
Museo Archeologico Nazionale di Napoli ©
Museo Archeologico Nazionale di Napoli

3
nights
Ravello

Ravello ©
Best known for its celebrated terraced gardens, Ravello is a hidden gem of Italy's Amalfi Coast.
Ravello is known for parks, historic sites, and trails. Your plan includes some of its best attractions: contemplate in the serene atmosphere at Duomo di Sant'Andrea, tour the pleasant surroundings at Spiaggia di castiglione, pause for some serene contemplation at Cappella Sant'Angelo all'Ospedale, and get some thrills on the water with a speed boat tour.

For traveler tips, where to stay, reviews, and other tourist information, use the Ravello road trip website.

Getting from Naples to Ravello by car takes about 1.5 hours. Other options: take a bus. Traveling from Naples in September, you can expect nighttime temperatures to be somewhat warmer in Ravello, with lows of °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
Ceramiche Cosmolena di Margherita di Palma ©
Duomo di Sant'Andrea ©
Duomo di Sant'Andrea
Museo della Carta ©
Museo della Carta

3
nights
Praiano

Praiano ©
Praiano is a town and comune of the province of Salerno in the Campania region of southwest Italy. Praiano is known for nightlife, beaches, and outdoors. Your plan includes some of its best attractions: kick back and relax at Fornillo, stroll through Bagni d'Arienzo Beach Club, Positano, take some stellar pictures from Il Sentiero Degli Dei, and make a trip to Parrocchia Di San Gennaro.

For ratings, other places to visit, maps, and other tourist information, you can read our Praiano road trip planner.

You can take a bus from Ravello to Praiano in an hour. Another option is to drive. September in Praiano sees daily highs of °C and lows of °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
Spiaggia Grande ©
Spiaggia Grande

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. Next up on the itinerary: admire the local landmark of Trevi Fountain, take in the architecture and atmosphere at Santa Maria in Trastevere, wander the streets of Trastevere, and contemplate the long history of Palatine Hill.

For traveler tips, maps, more things to do, and other tourist information, go to the Rome day trip planning tool.

Traveling by combination of taxi and train from Praiano to Rome takes 3 hours. Alternatively, you can drive; or take a bus. Traveling from Praiano in September, expect a bit cooler with lows of °C in Rome. Finish up your sightseeing early on the 19th (Thu) so you can catch the 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
St. Peter's Basilica ©
St. Peter's Basilica
Pantheon ©
Pantheon

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 Florence Academy of Fine Arts, admire the landmark architecture of Campanile di Giotto, admire the natural beauty at The Boboli Gardens, and take in the views from Ponte Vecchio.

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

You can take a train from Rome to Florence in 2.5 hours. Other options are to drive; or fly. Expect a daytime high around °C in September, and nighttime lows around °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 ©
Cathedral of Santa Maria del Fiore
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Florence Academy of Fine Arts ©
Florence Academy of Fine Arts

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, thentake in the spiritual surroundings of Duomo di Milano, thenappreciate 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.

To see traveler tips, maps, photos, and tourist information, use the Milan trip planning tool.

You can take a train from Florence to Milan in 2.5 hours. Alternatively, you can drive; or fly. Expect a daytime high around °C in September, and nighttime lows around °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, thenpause 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, admire the striking features of Duomo di Orvieto, do a tasting at Tili Vini Societa Agricola, thensee the interesting displays at Museo della Porziuncola, thenpause for some serene contemplation at Basilica di Santa Chiara, and finally take in the spiritual surroundings of Cripta di San Francesco.

To see other places to visit, traveler tips, photos, 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 °C, and evening lows to °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 Wineries Nature

Side Trips

Cascata delle Marmore, Duomo di Orvieto
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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