33 days in Italy Itinerary

33 days in Italy Itinerary

Created using Inspirock Italy route builder

Make it your trip
+2
Drive to Stuttgart Airport, Fly to Naples International Airport, Drive to Pompeii
1
Pompeii
— 2 nights
Drive
2
Amalfi
— 4 nights
Drive
3
Rome
— 5 nights
Drive
4
Assisi
— 3 nights
Drive
5
Siena
— 3 nights
Drive
6
Florence
— 5 nights
Train
7
Milan
— 4 nights
Drive
8
Verona
— 2 nights
Drive
9
Venice
— 4 nights
Fly to Stuttgart Airport, Drive to Metzingen

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Pompeii

— 2 nights

Underground City

Pompeii has been a tourist destination for more than 250 years.
You'll find plenty of places to visit near Pompeii: Salerno (Giardino della Minerva, Duomo di Salerno, &more), La Masseria Farm Experience (in Massa Lubrense) and Paestum Ruins (in Paestum). Next up on the itinerary: explore the ancient world of Pompeii Archaeological Park, admire the landmark architecture of Villa dei Misteri, and learn about winemaking at Bosco de Medici Winery.

To find where to stay, more things to do, other places to visit, and other tourist information, read Pompeii sightseeing planning app.

Metzingen, Germany to Pompeii is an approximately 6-hour combination of car and flight. You can also drive. Expect somewhat warmer temperatures when traveling from Metzingen in September; daily highs in Pompeii reach 31°C and lows reach 20°C. Wrap up your sightseeing by early afternoon on the 6th (Sun) to allow enough time to drive to Amalfi.

Things to do in Pompeii

Historic Sites · Parks · Wineries · Shopping

Side Trips

Find places to stay Sep 4 — 6:

Amalfi

— 4 nights

Painted Town

Known for its impressive hillside cascade of colorful stone buildings down to the Mediterranean shore, Amalfi is the cultural and commercial heart of southern Italy's Amalfi Coast.
You'll find plenty of places to visit near Amalfi: Positano (Boat Tours & Water Sports, Fornillo, &more). There's lots more to do: admire the landmark architecture of Villa Rufolo, don't miss a visit to Fiordo di Furore, examine the collection at Museo della Carta, and go all around town with Amalfi Car Service.

To find maps, more things to do, where to stay, and tourist information, read our Amalfi online holiday planner.

You can drive from Pompeii to Amalfi in 1.5 hours. Another option is to take a bus. Traveling from Pompeii in September, you can expect nighttime temperatures to be somewhat warmer in Amalfi, with lows of 24°C. Wrap up your sightseeing on the 10th (Thu) early enough to drive to Rome.

Things to do in Amalfi

Outdoors · Tours · Parks · Historic Sites

Side Trips

Find places to stay Sep 6 — 10:

Rome

— 5 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Step out of Rome with an excursion to Macchina di Santa Rosa in Viterbo--about 1h 25 min away. There's still lots to do: take in the architecture and atmosphere at St. Peter's Basilica, admire the masterpieces at Galleria Borghese, indulge in some culinary diversions at a local gastronomic tour, and delve into the distant past at Colosseum.

To see maps, more things to do, other places to visit, and tourist information, refer to the Rome online itinerary planner.

You can drive from Amalfi to Rome in 3 hours. Other options are to do a combination of taxi and train; or take a bus. Traveling from Amalfi in September, expect a bit cooler with lows of 18°C in Rome. Finish up your sightseeing early on the 15th (Tue) so you can go by car to Assisi.

Things to do in Rome

Historic Sites · Museums · Tours · Neighborhoods

Side Trips

Find places to stay Sep 10 — 15:

Assisi

— 3 nights

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Explore Assisi's surroundings by going to Wild Foods Italy (in Montefalco) and Castello Monte Vibiano Vecchio (in Mercatello). Next up on the itinerary: take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi, contemplate in the serene atmosphere at Santuario di Rivotorto, explore the ancient world of Roman Forum and Archaeological Museum, and soar above the sights with Balloon Adventures Italy.

For reviews, other places to visit, more things to do, and other tourist information, go to the Assisi trip planner.

Traveling by car from Rome to Assisi takes 2.5 hours. Alternatively, you can take a train; or take a bus. In September, plan for daily highs up to 30°C, and evening lows to 16°C. Wrap up your sightseeing on the 18th (Fri) early enough to drive to Siena.

Things to do in Assisi

Historic Sites · Outdoors · Tours · Wineries

Side Trips

Find places to stay Sep 15 — 18:

Siena

— 3 nights

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Siena is known for historic sites, museums, and wineries. Your trip includes some of its best attractions: gain insight at Scuola di Cucina di Lella, get a sense of history and politics at Palazzo Pubblico and Museo Civico, steep yourself in history at Centro Storico di Siena, and pause for some serene contemplation at Duomo di Siena.

To find maps, where to stay, reviews, and more tourist information, go to the Siena day trip site.

Getting from Assisi to Siena by car takes about 2 hours. Other options: take a bus; or take a train. Expect a daytime high around 32°C in September, and nighttime lows around 19°C. Finish your sightseeing early on the 21st (Mon) so you can drive to Florence.

Things to do in Siena

Historic Sites · Tours · Wineries · Museums
Find places to stay Sep 18 — 21:

Florence

— 5 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Explore the numerous day-trip ideas around Florence: Castello del Trebbio (in Santa Brigida), Leaning Tower of Pisa (in Pisa) and Italy Shore Drivers (in Cecina). The adventure continues: explore the world behind art at Florence Academy of Fine Arts, get to know the fascinating history of Piazza del Duomo, take in panoramic vistas at Campanile di Giotto, and take in the views from Ponte Vecchio.

For ratings, maps, more things to do, and other tourist information, use the Florence trip builder app.

You can drive from Siena to Florence in 1.5 hours. Other options are to take a bus; or take a train. In September in Florence, expect temperatures between 30°C during the day and 17°C at night. Wrap up your sightseeing on the 26th (Sat) early enough to take a train to Milan.

Things to do in Florence

Historic Sites · Wineries · Tours · Museums

Side Trips

Find places to stay Sep 21 — 26:

Milan

— 4 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.
You'll find plenty of places to visit near Milan: Cathedral of Como (Duomo) (in Como), Villa Monastero (in Varenna) and Museo Fratelli Cozzi Alfa Romeo (in Legnano). There's still lots to do: take in the architecture and atmosphere at Duomo di Milano, admire the landmark architecture of Villa del Balbianello, get to know the fascinating history of Greenway del Lago di Como, and don't miss a visit to Galleria Vittorio Emanuele II.

For maps, photos, other places to visit, and other tourist information, refer to the Milan online journey planner.

Traveling by train from Florence to Milan takes 2.5 hours. Alternatively, you can drive; or take a bus. Expect a daytime high around 28°C in September, and nighttime lows around 16°C. Cap off your sightseeing on the 30th (Wed) early enough to go by car to Verona.

Things to do in Milan

Historic Sites · Museums · Tours · Fun & Games

Side Trips

Find places to stay Sep 26 — 30:

Verona

— 2 nights

City of Romeo and Juliet

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.
Kick off your visit on the 1st (Thu): wander the streets of Via Mazzini, admire the landmark architecture of Casa di Giulietta, take in panoramic vistas at Torre dei Lamberti, take a stroll through Piazza delle Erbe, then experience the emotional art of opera at Arena di Verona, and finally make a trip to Piazza Bra. On your second day here, take in the spiritual surroundings of Verona's Cathedral (Duomo), steep yourself in history at Museo di Castelvecchio, then contemplate in the serene atmosphere at Basilica di San Zeno Maggiore, and finally snap pictures at Ponte Pietra.

For where to stay, more things to do, maps, and other tourist information, read our Verona tour planner.

Traveling by car from Milan to Verona takes 2 hours. Alternatively, you can take a train. September in Verona sees daily highs of 30°C and lows of 17°C at night. Wrap up your sightseeing on the 2nd (Fri) early enough to drive to Venice.

Things to do in Verona

Historic Sites · Neighborhoods · Shopping · Museums
Find places to stay Sep 30 — Oct 2:

Venice

— 4 nights

City of Romance

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.
Venture out of the city with trips to Padua (Piazza delle Erbe, Basilica of St. Anthony, &more). There's still lots to do: contemplate the waterfront views at Canal Grande, take in the architecture and atmosphere at San Giorgio Maggiore, snap pictures at Ponte dei Sospiri, and appreciate the extensive heritage of Piazza San Marco.

For where to stay, ratings, more things to do, and other tourist information, read Venice day trip planning tool.

Getting from Verona to Venice by car takes about 1.5 hours. Other options: take a shuttle; or take a train. In October in Venice, expect temperatures between 22°C during the day and 12°C at night. Finish up your sightseeing early on the 6th (Tue) so you can travel back home.

Things to do in Venice

Historic Sites · Tours · Museums · Outdoors

Side Trip

Find places to stay Oct 2 — 6:

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.