40 days in Italy Itinerary

40 days in Italy Itinerary

Created using Inspirock Italy trip planner
Make it your trip
1
Rome
— 5 nights
Train
2
Florence
— 5 nights
Drive
3
Venice
— 9 nights
Drive
4
Milan
— 6 nights
Fly
5
Naples
— 5 nights
Drive
6
Positano
— 2 nights
Fly
7
Palermo
— 7 nights

S M T W T F S
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
24
25
26
27
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
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14
15

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.
Change things up with these side-trips from Rome: Tivoli (Villa Adriana & Villa d'Este). And it doesn't end there: delve into the distant past at Colosseum, don't miss a visit to Spanish Steps, admire the landmark architecture of Pantheon, and get to know the fascinating history of Piazza Navona.

For ratings, reviews, where to stay, and more tourist information, use the Rome trip itinerary app.

If you are flying in from Philippines, the closest major aiports are Leonardo da Vinci–Fiumicino Airport, Ciampino–G. B. Pastine International Airport and Perugia San Francesco d'Assisi – Umbria International Airport. In September, daytime highs in Rome are 32°C, while nighttime lows are 18°C. Finish your sightseeing early on the 6th (Tue) to allow enough time to take a train to Florence.
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Historic Sites · Museums · Parks · Shopping
Side Trips
Find places to stay Sep 1 — 6:

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.
Change things up with these side-trips from Florence: Siena (Palazzo Pubblico and Museo Civico, Piazza del Campo, &more) and Guardastelle Vineyard (in San Gimignano). And it doesn't end there: take in the spiritual surroundings of Cathedral of Santa Maria del Fiore, explore the world behind art at Pitti Palace, take in panoramic vistas at Campanile di Giotto, and steep yourself in history at Basilica of Santa Croce.

To see photos, maps, reviews, and more tourist information, you can read our Florence trip tool.

You can take a train from Rome to Florence in 2.5 hours. Alternatively, you can fly; or drive. In September, daily temperatures in Florence can reach 30°C, while at night they dip to 17°C. Finish your sightseeing early on the 11th (Sun) to allow enough time to drive to Venice.
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Historic Sites · Wineries · Tours · Museums
Side Trips
Find places to stay Sep 6 — 11:

Venice — 9 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.
You'll find plenty of places to visit near Venice: Padua (Padua Botanical Garden - World Heritage Site, Basilica of St. Anthony, &more), Verona (Piazza Bra, Piazza delle Erbe, &more) and Vittorio Veneto (Laghi Blu & Toni Doro - Il Prosecco). There's much more to do: explore the activities along Canal Grande, find something for the whole family at Gardaland Park, take in the views from Ponte di Rialto, and get to know the fascinating history of Piazza San Marco.

For maps, reviews, ratings, and other tourist information, you can read our Venice online visit planner.

Traveling by car from Florence to Venice takes 3 hours. Alternatively, you can take a train; or take a bus. In September, plan for daily highs up to 29°C, and evening lows to 17°C. Finish your sightseeing early on the 20th (Tue) so you can drive to Milan.
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Historic Sites · Museums · Parks · Nature
Side Trips
Find places to stay Sep 11 — 20:

Milan — 6 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.
Change things up with these side-trips from Milan: Turin (Piazza San Carlo, Parco del Valentino, &more), Tremezzina (Villa Carlotta & Villa del Balbianello) and Castello di Vezio (in Vezio). Next up on the itinerary: take in the spiritual surroundings of Duomo di Milano, explore the different monuments and memorials at Monumental Cemetery, take in the architecture and atmosphere at Chiesa di San Maurizio al Monastero Maggiore, and steep yourself in history at Il Cenacolo.

To find more things to do, ratings, reviews, and tourist information, read our Milan online tour planner.

You can drive from Venice to Milan in 3 hours. Alternatively, you can take a train; or take a bus. In September, daytime highs in Milan are 28°C, while nighttime lows are 16°C. Finish up your sightseeing early on the 26th (Mon) so you can catch the flight to Naples.
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Historic Sites · Museums · Parks · Theme Parks
Side Trips
Find places to stay Sep 20 — 26:

Naples — 5 nights

Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. You'll find plenty of places to visit near Naples: Pompeii (Lupanar, Forum, &more) and Salerno (Speed Boats Tours & Duomo di Salerno). There's still lots to do: explore the ancient world of Pompeii Archaeological Park, don't miss a visit to Piazza del Plebiscito, stroll the grounds of Catacombe di San Gennaro, and admire the masterpieces at Museo Cappella Sansevero.

For photos, maps, traveler tips, and tourist information, use the Naples journey maker.

Getting from Milan to Naples by flight takes about 3 hours. Other options: take a train; or drive. Traveling from Milan in September, Naples is a bit warmer at night with lows of 20°C. Wrap up your sightseeing on the 1st (Sat) to allow time to drive to Positano.
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Historic Sites · Museums · Outdoors · Transportation
Side Trips
Find places to stay Sep 26 — Oct 1:

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 1st (Sat): take some stellar pictures from Il Sentiero Degli Dei, get a new perspective on things with Boat Tours & Water Sports, and then surround yourself with nature on Le Ali nel Vento - Birds of Prey Experience. Get ready for a full day of sightseeing on the 2nd (Sun): examine the collection at Museo della Carta, take in the architecture and atmosphere at Duomo di Sant'Andrea, admire the local landmark of Fontana sant'Andrea, tour the pleasant surroundings at Villa Cimbrone Gardens, then admire the landmark architecture of Villa Rufolo, and finally view the masterpieces at Ceramiche Cosmolena di Margherita di Palma.

To find where to stay, maps, traveler tips, and tourist information, you can read our Positano road trip planner.

Drive from Naples to Positano in 1.5 hours. Alternatively, you can take a bus. In October in Positano, expect temperatures between 26°C during the day and 20°C at night. Finish your sightseeing early on the 3rd (Mon) to allow enough time to fly to Palermo.
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Outdoors · Tours · Historic Sites · Parks
Side Trips
Find places to stay Oct 1 — 3:

Palermo — 7 nights

The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
Explore the numerous day-trip ideas around Palermo: Riserva Naturale Dello Zingaro (in Castellammare del Golfo), Duomo di Monreale (in Monreale) and Tempio di Segesta (in Calatafimi-Segesta). The adventure continues: don't miss a visit to Cattedrale di Palermo, admire the striking features of Palazzo Conte Federico, steep yourself in history at Duomo di Cefalu, and savor the flavors at Food & Drink.

For more things to do, other places to visit, maps, and tourist information, go to the Palermo trip itinerary planner.

You can fly from Positano to Palermo in 2.5 hours. Other options are to do a combination of bus and train; or do a combination of taxi and ferry.
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Historic Sites · Parks · Wildlife · Museums
Side Trips
Find places to stay Oct 3 — 10:

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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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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