23 days in Italy Itinerary

Created using Inspirock Italy tour planner
Make it your trip
Fly
1
Rome
— 4 nights
Train
2
Florence
— 2 nights
Drive
3
Siena
— 2 nights
Drive
4
Portofino
— 1 night
Drive
5
Milan
— 3 nights
Drive
6
Malcesine
— 2 nights
Drive
7
Selva di Val Gardena
— 4 nights
Drive
8
Venice
— 2 nights
Train
9
Rome
— 2 nights
Fly

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

Rome — 4 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Rome is known for historic sites, sightseeing, and nightlife. Your trip includes some of its best attractions: admire the striking features of Pantheon, delve into the distant past at Colosseum, steep yourself in history at St. Peter's Basilica, and explore the galleries of Vatican Museums.

To find reviews, other places to visit, photos, and tourist information, use the Rome road trip planning site.

Dammam, Saudi Arabia to Rome is an approximately 12-hour flight. The time zone changes from Arabian Standard Time (AST) to Central European Standard Time (CET), which is usually a -2 hour difference. When traveling from Dammam in October, plan for cooler days and little chillier nights in Rome: temperatures range from 26°C by day to 15°C at night. Finish your sightseeing early on the 20th (Thu) to allow enough time to take a train to Florence.
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Historic Sites · Museums · Neighborhoods
Side Trip
Find places to stay Oct 16 — 20:

Florence — 2 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Start off your visit on the 20th (Thu): explore the world behind art at Florence Academy of Fine Arts, contemplate the long history of Basilica of Santa Croce, ponder the world of politics at Museo Nazionale del Bargello, then appreciate the extensive heritage of Piazza del Duomo, and finally take in panoramic vistas at Campanile di Giotto. Get ready for a full day of sightseeing on the next day: don't miss a visit to Piazza della Signoria, take in the spiritual surroundings of Cathedral of Santa Maria del Fiore, make a trip to The Baptistery of St. John, make a trip to Piazzale Michelangelo, then admire the masterpieces at Pitti Palace, and finally don't miss a visit to Palazzo Vecchio.

To find more things to do, ratings, and more tourist information, read our Florence trip website.

Take a train from Rome to Florence in 2.5 hours. Alternatively, you can fly; or drive. Expect a daytime high around 25°C in October, and nighttime lows around 14°C. Wrap up your sightseeing by early afternoon on the 22nd (Sat) to allow time for the car ride to Siena.
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Historic Sites · Museums
Find places to stay Oct 20 — 22:

Siena — 2 nights

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Kick off your visit on the 22nd (Sat): steep yourself in history at Centro Storico di Siena, then take in the architecture and atmosphere at Duomo di Siena, and then take in the spiritual surroundings of Battistero di San Giovanni. On the 23rd (Sun), you'll have a packed day of sightseeing: don't miss a visit to Piazza del Campo, then explore the historical opulence of Palazzo Pubblico and Museo Civico, and then savor the flavors at Food & Drink.

For maps, traveler tips, and more tourist information, read our Siena road trip site.

Traveling by car from Florence to Siena takes 1.5 hours. Alternatively, you can take a bus; or take a train. In October in Siena, expect temperatures between 26°C during the day and 15°C at night. Finish your sightseeing early on the 24th (Mon) so you can drive to Portofino.
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Wineries · Tours · Historic Sites · Museums
Side Trip
Find places to stay Oct 22 — 24:

Portofino — 1 night

Portofino is an Italian fishing village and holiday resort famous for its picturesque harbour and historical association with celebrity and artistic visitors. Start off your visit on the 25th (Tue): look for all kinds of wild species at Area Marina Protetta Portofino, then enjoy the sea views from Faro Di Portofino, then contemplate in the serene atmosphere at Church of San Giorgio, and finally step into the grandiose world of Castello Brown.

For traveler tips, where to stay, and tourist information, read our Portofino trip itinerary site.

Traveling by car from Siena to Portofino takes 3.5 hours. Alternatively, you can take a train; or do a combination of bus and train. In October, daytime highs in Portofino are 24°C, while nighttime lows are 17°C. Wrap up your sightseeing on the 25th (Tue) to allow time to drive to Milan.
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Historic Sites · Parks · Wildlife
Find places to stay Oct 24 — 25:

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.
On the 26th (Wed), take in the spiritual surroundings of Duomo di Milano, then appreciate the extensive heritage of Piazza del Duomo, then get the lay of the land with Walking tours, and finally admire the striking features of Galleria Vittorio Emanuele II. Get ready for a full day of sightseeing on the 27th (Thu): admire the landmark architecture of Santa Maria delle Grazie, take in the spiritual surroundings of Il Cenacolo, then explore the different monuments and memorials at Monumental Cemetery, and finally step into the grandiose world of Castello Sforzesco.

To see reviews, traveler tips, photos, and other tourist information, use the Milan online journey builder.

You can drive from Portofino to Milan in 2.5 hours. Another option is to take a train. Traveling from Portofino in October, you can expect nighttime temperatures to be a bit cooler in Milan, with lows of 13°C. Finish up your sightseeing early on the 28th (Fri) so you can go by car to Malcesine.
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Historic Sites · Tours · Shopping
Find places to stay Oct 25 — 28:

Malcesine — 2 nights

Malcesine is a comune (municipality) on the eastern shore of Lake Garda in the Province of Verona in the Italian region Veneto, located about 120km northwest of Venice and about 40km northwest of Verona.Geography and divisionsThe comune of Malcesine consists of Navene, Campagnola, Malcesine proper, Val di Sogno and Cassone. Venture out of the city with trips to Lago di Ledro (in Ledro) and Old Ponale Road Path (in Riva Del Garda). And it doesn't end there: explore the activities along Lago di Garda, admire the striking features of Palazzo dei Capitani di Malcesine, fly like a bird with a parasailing or paragliding tour, and take in the architecture and atmosphere at Chiesa di San Zeno.

To see traveler tips, where to stay, maps, and tourist information, read Malcesine trip planner.

Traveling by car from Milan to Malcesine takes 2.5 hours. Alternatively, you can take a train; or do a combination of train and bus. Expect a daytime high around 22°C in October, and nighttime lows around 12°C. Cap off your sightseeing on the 30th (Sun) early enough to go by car to Selva di Val Gardena.
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Parks · Nature · Outdoors · Historic Sites
Side Trips
Find places to stay Oct 28 — 30:

Selva di Val Gardena — 4 nights

You'll find plenty of places to visit near Selva di Val Gardena: Bolzano (Messner Mountain Museum MMM Firmian, South Tyrol Museum of Archaeology, &more) and Merano (Tappeiner Promenade, I Giardini di Castel Trauttmansdorff, &more).

For where to stay, maps, ratings, and other tourist information, read Selva di Val Gardena journey planner.

Traveling by car from Malcesine to Selva di Val Gardena takes 2 hours. Alternatively, you can do a combination of taxi and train; or do a combination of bus and train. When traveling from Malcesine in October, plan for much colder days and a bit cooler nights in Selva di Val Gardena: temperatures range from 8°C by day to 2°C at night. Wrap up your sightseeing on the 3rd (Thu) to allow time to drive to Venice.
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Parks · Outdoors · Museums · Historic Sites
Side Trips
Find places to stay Oct 30 — Nov 3:

Venice — 2 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.
Kick off your visit on the 3rd (Thu): pause for some photo ops at Punta della Dogana, take in the architecture and atmosphere at Basilica di San Marco, and then admire the masterpieces at Peggy Guggenheim Collection. Get ready for a full day of sightseeing on the 4th (Fri): steep yourself in history at Chiesa di San Zaccaria, snap pictures at Ponte dei Sospiri, examine the collection at Doge's Palace, then appreciate the extensive heritage of Piazza San Marco, then take in panoramic vistas at St Mark's Campanile, and finally admire the masterpieces at Museo Correr.

To see where to stay, ratings, and other tourist information, use the Venice travel route planning website.

You can drive from Selva di Val Gardena to Venice in 3 hours. Alternatively, you can do a combination of bus and train; or take a bus. Plan for a bit warmer temperatures traveling from Selva di Val Gardena in November, with highs in Venice at 15°C and lows at 7°C. Wrap up your sightseeing on the 5th (Sat) to allow time to fly to Rome.
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Historic Sites · Museums · Nature · Parks
Find places to stay Nov 3 — 5:

Rome — 2 nights

Eternal City

On the 6th (Sun), don't miss a visit to Spanish Steps, then admire the masterpieces at Galleria Borghese, then take in the architecture and atmosphere at Basilica Papale di Santa Maria Maggiore, and finally don't miss a visit to Roman Forum.

For photos, where to stay, and other tourist information, read our Rome online trip itinerary builder.

Fly from Venice to Rome in 3 hours. Alternatively, you can take a train; or drive. Expect somewhat warmer weather when traveling from Venice in November: highs in Rome hover around 20°C, while lows dip to 9°C. Wrap up your sightseeing on the 7th (Mon) early enough to travel back home.
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Historic Sites · Museums
Find places to stay Nov 5 — 7:

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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