29 days in Italy Itinerary

29 days in Italy Itinerary

Created using Inspirock Italy tour itinerary builder
Make it your trip
Fly
1
Rome
— 2 nights
Train
2
Orvieto
— 1 night
Train
3
Florence
— 4 nights
Train
4
Milan
— 3 nights
Train
5
Como
— 3 nights
Fly
6
Naples
— 3 nights
Bus
7
Positano
— 2 nights
Drive
8
Salerno
— 2 nights
Fly
9
Taormina
— 2 nights
Train
10
Palermo
— 2 nights
Fly
11
Rome
— 1 night
Fly

S M T W T F S
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23

Rome — 2 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Start off your visit on the 25th (Fri): indulge your senses at some of the top wineries in the area.

For ratings, where to stay, other places to visit, and more tourist information, refer to the Rome travel planner.

Perth, Australia to Rome is an approximately 23-hour flight. Due to the time zone difference, you'll gain 7 hours traveling from Perth to Rome. Traveling from Perth in August, things will get much warmer in Rome: highs are around 38°C and lows about 24°C. You'll set off for Orvieto on the 26th (Sat).
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Wineries · Tours
Find places to stay Aug 24 — 26:
Highlights from your trip

Orvieto — 1 night

Green Heart of Italy

The striking town of Orvieto, perched on a volcanic cliff overlooking the Umbrian countryside, is known as the Green Heart of Italy.
Start off your visit on the 26th (Sat): take in the spiritual surroundings of Chiesa San Giovenale, then appreciate the extensive heritage of Centro Storico Orvieto, and then stop by Il Negozietto. Keep things going the next day: stop by Centro Storico di Todi, take in the architecture and atmosphere at Cattedrale della Santissima Annunziata, and then take in the architecture and atmosphere at Chiesa di San Fortunato.

For ratings, where to stay, other places to visit, and tourist information, read our Orvieto day trip app.

Traveling by car from Rome to Orvieto takes 2 hours. Alternatively, you can take a train; or take a bus. In August in Orvieto, expect temperatures between 36°C during the day and 21°C at night. Wrap up your sightseeing on the 27th (Sun) to allow time to drive to Florence.
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Side Trip
Find places to stay Aug 26 — 27:

Florence — 4 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
You'll explore the less-touristy side of things at Pitti Palace and Piazza della Cisterna. Your cultural itinerary includes sights like Piazzale Michelangelo and Centro Storico. Explore the numerous day-trip ideas around Florence: San Gimignano (Torre e Casa Campatelli, Piazza del Duomo, &more). There's lots more to do: take some stellar pictures from Basilica San Miniato al Monte, contemplate in the serene atmosphere at The Baptistery of St. John, browse the exhibits of Synagogue and Jewish Museum of Florence, and take in the views from Ponte Vecchio.

To see traveler tips, photos, where to stay, and more tourist information, read our Florence tour planner.

Traveling by car from Orvieto to Florence takes 2 hours. Alternatively, you can take a train. In August, daytime highs in Florence are 35°C, while nighttime lows are 20°C. Cap off your sightseeing on the 31st (Thu) early enough to catch the train to Milan.
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Find places to stay Aug 27 — 31:

Milan — 3 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.
Get a sense of the local culture at Duomo di Milano and Gallerie d’Italia. Explore hidden gems such as Grande Museo del Duomo di Milano and Casa Milan. Next up on the itinerary: examine the collection at Museo del Novecento, admire the masterpieces at Museo Pieta Rondanini, take an in-depth tour of Villa Necchi Campiglio, and admire the landmark architecture of Galleria Vittorio Emanuele II.

To see photos, more things to do, other places to visit, and tourist information, read Milan holiday planning website.

Getting from Florence to Milan by train takes about 2.5 hours. Other options: drive; or take a bus. Expect a daytime high around 28°C in September, and nighttime lows around 16°C. Finish up your sightseeing early on the 4th (Mon) so you can go by car to Como.
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Museums · Historic Sites · Shopping · Childrens Museums
Find places to stay Aug 31 — Sep 4:

Como — 3 nights

City of Silk

Known for its idyllic location on the shores of Lake Como and at the foot of the Alps, Como is one of northern Italy's most popular tourist destinations.
You'll discover tucked-away gems like Villa del Balbianello and Museo Didattico della Seta. Your cultural itinerary includes sights like Greenway del Lago di Como and Civico Museo Archeologico Paolo Giovio. There's still lots to do: take in the architecture and atmosphere at Basilica di San Fedele, see the world from above with Aero Club Como, appreciate the history behind Monumento Ai Caduti, and admire the landmark architecture of Villa Olmo.

To see reviews, more things to do, other places to visit, and other tourist information, you can read our Como online tour planner.

You can drive from Milan to Como in an hour. Alternatively, you can take a train; or take a bus. In September in Como, expect temperatures between 28°C during the day and 16°C at night. Wrap up your sightseeing on the 7th (Thu) to allow time to fly to Naples.
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Side Trips
Find places to stay Sep 4 — 7:

Naples — 3 nights

Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. You'll explore the less-touristy side of things at Parco Acheologico di Ercolano and The Neapolis Buried. Get some cultural insight at Catacombe di San Gaudioso and Teatro Grande. Get out of town with these interesting Naples side-trips: Pompeii (Forum, House of Menander (Casa del Menandro), &more). The adventure continues: take in the architecture and atmosphere at Chiesa Museo di Santa Luciella ai Librai, delve into the distant past at Villa di Poppea, browse the exhibits of Museo delle Arti Sanitarie, and take in the spiritual surroundings of Chiesa di San Gregorio Armeno.

To see photos and more tourist information, use the Naples trip itinerary planner.

Traveling by flight from Como to Naples takes 3 hours. Alternatively, you can take a train; or drive. Traveling from Como in September, you can expect nighttime temperatures to be somewhat warmer in Naples, with lows of 20°C. Finish up your sightseeing early on the 10th (Sun) so you can go by car to Positano.
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Historic Sites · Museums · Childrens Museums · Wineries
Side Trips
Find places to stay Sep 7 — 10:

Positano — 2 nights

Often referred to as the gem of the Amalfi Coast, Positano remains one of southern Italy's most sought-after vacation locales, thanks to its hillside location and picturesque, pastel buildings.
Kick off your visit on the 11th (Mon): tour the pleasant surroundings at Ravello - Atrani Walk, take in the spiritual surroundings of Duomo di Ravello, admire the striking features of Villa Rufolo, then examine the collection at Museo della Carta, then contemplate in the serene atmosphere at Duomo di Sant'Andrea, and finally contemplate in the serene atmosphere at Cloister del Paradiso. On the 12th (Tue), you'll have a packed day of sightseeing: contemplate the long history of Church of Santa Maria Assunta, then paddle through the water with a kayaking and canoeing tour, then stop by Absolute Positano, and finally enjoy the sand and surf at Arienzo Beach Club, Positano.

For traveler tips, ratings, reviews, and other tourist information, you can read our Positano trip planner.

Traveling by car from Naples to Positano takes 1.5 hours. Alternatively, you can take a bus. September in Positano sees daily highs of 31°C and lows of 23°C at night. Finish up your sightseeing early on the 12th (Tue) so you can go by car to Salerno.
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Outdoors · Historic Sites · Parks · Adventure
Side Trips
Find places to stay Sep 10 — 12:

Salerno — 2 nights

Unspoilt Gem of the Amalfi Coast

While often overshadowed by the Amalfi Coast's array of quaint villages, Salerno has become one of the region's main areas for culture and entertainment, while remaining relatively unmarked by tourism.
Start off your visit on the 13th (Wed): pause for some serene contemplation at Badia della Santissima Trinita', then take in the exciting artwork at Sol’Art Ceramiche, then enjoy the sand and surf at Spiaggia di castiglione, and finally explore the historical opulence of Castello di San Nicola de Thoro-Plano. Here are some ideas for day two: take in nature's colorful creations at Giardino della Minerva, examine the collection at Museo Diocesano San Matteo di Salerno, pause for some serene contemplation at Duomo di Salerno, then examine the collection at Pinacoteca Provinciale Salerno, and finally browse for treasures at Libreria Antiquaria Vecchi Libri.

To see traveler tips, other places to visit, reviews, and other tourist information, refer to the Salerno day trip planner.

You can drive from Positano to Salerno in 1.5 hours. Other options are to do a combination of taxi and train; or do a combination of ferry and bus. September in Salerno sees daily highs of 30°C and lows of 24°C at night. Cap off your sightseeing on the 14th (Thu) early enough to catch the flight to Taormina.
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Side Trips
Find places to stay Sep 12 — 14:

Taormina — 2 nights

With its warm island weather and cliffside location overlooking the Ionion Sea, Taormina has been one of Sicily's most popular getaway destinations since the early 19th century.
Kick off your visit on the 15th (Fri): go for a walk through Chiesa Madonna della Rocca, explore the historical opulence of Castillo de Castelmola, make a trip to Ancient Theatre of Taormina, step off the mainland to explore Isola Bella, then make a trip to Corso Umberto, and finally go for a walk through Piazza IX Aprile. Here are some ideas for day two: get to know the fascinating history of Quattro Fontane di Taormina, admire the landmark architecture of Porta Catania di Taormina, then walk around Villa Comunale, and finally take in the architecture and atmosphere at Duomo di Taormina.

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

You can fly from Salerno to Taormina in 3 hours. Alternatively, you can do a combination of car and ferry; or take a train. In September, daytime highs in Taormina are 32°C, while nighttime lows are 24°C. Wrap up your sightseeing by early afternoon on the 16th (Sat) to allow time for the car ride to Palermo.
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Historic Sites · Parks · Outdoors · Nature
Side Trip
Find places to stay Sep 14 — 16:

Palermo — 2 nights

The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
On the 17th (Sun), see the interesting displays at Palazzo Abatellis, stop by La Kalsa, then contemplate in the serene atmosphere at La Magione, then take in the spiritual surroundings of Church and Monastery of Santa Caterina d'Alessandria, and finally delve into the distant past at Palazzo Drago Airoldi di Santa Colomba. Get ready for a full day of sightseeing on the next day: enjoy the sand and surf at Spiaggia di Mondello, contemplate the long history of Catacombe dei Cappuccini, then pause for some serene contemplation at Cattedrale di Palermo, then examine the collection at Museo Diocesano, and finally take in the architecture and atmosphere at Santissimo Salvatore, Palermo.

For reviews, ratings, maps, and more tourist information, read Palermo trip itinerary maker website.

You can drive from Taormina to Palermo in 3 hours. Alternatively, you can take a train; or take a bus. Finish up your sightseeing early on the 18th (Mon) so you can catch the flight to Rome.
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Find places to stay Sep 16 — 18:

Rome — 1 night

Eternal City

On the 19th (Tue), explore the ancient world of Colosseum, make a trip to Via del Corso, explore the ancient world of Pantheon, then steep yourself in history at St. Peter's Basilica, and finally take in the spiritual surroundings of Cupola di San Pietro.

For maps, photos, reviews, and tourist information, go to the Rome tour itinerary planner.

Traveling by flight from Palermo to Rome takes 3 hours. Alternatively, you can take a bus; or take a train. Finish your sightseeing early on the 19th (Tue) to allow enough time to fly back home.
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Historic Sites · Neighborhoods · Shopping
Side Trip
Find places to stay Sep 18 — 19:

Italy travel guide

4.6
Landmarks · Ruins · Beaches
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.
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Lake Como travel guide

4.2
Gardens · Architectural Buildings · Churches
A favorite vacation spot for more than a century, Lake Como was once an exclusive retreat for local aristocrats and wealthy people. It is not only one of Europe's most beautiful lakes, but also one of the deepest at more than 400 m (1,300 ft). Surrounded by elegant villas, the lake has become a popular holiday destination for tourists because of its range of attractions, from landscapes, wildlife, and spas, to activities like sailing, windsurfing, and kite-surfing. The area has been an inspiration for artists since Roman times. English poet Percy Bysshe Shelley wrote, "This lake exceeds anything I ever beheld in beauty…It is long and narrow and has the appearance of a mighty river winding among the mountains and the forests."
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Sicily travel guide

4.5
Beaches · Ruins · Churches
The largest island in the Mediterranean Sea, Sicily is a ruggedly attractive land. The island has a long history of foreign domination and has been controlled by the Greeks, Romans, Arabs, and Normans. The result is a distinct culture blending elements from all of those areas and featuring an intriguing dialect. This is a huge island with plenty of small villages to tour, each with its own treasures. Beyond the popular coastal areas, Sicily's inland attractions include an unspoiled landscape of mountains, hills, and villages that sometimes seem frozen in time. While the natural environment is its biggest draw, Sicily's greatest asset may be its people. They are proud of their traditions and incredibly hospitable to visitors.
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