34 days in Italy & Singapore Itinerary

Make it your trip
Fly
1
Rome, Italy
— 3 nights
Train
2
Florence, Italy
— 4 nights
Train
3
Milan, Italy
— 5 nights
Train
4
Como, Italy
— 5 nights
Train
5
Monza, Italy
— 1 night
Fly
6
Naples, Italy
— 4 nights
Drive
7
Positano, Italy
— 3 nights
Fly
8
Palermo, Italy
— 3 nights
Fly
9
Rome, Italy
— 1 day
Fly
10
Singapore, Singapore
— 4 nights
Fly

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Rome, Italy — 3 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
You'll explore the less-touristy side of things at Museo Nazionale Romano - Palazzo Massimo alle Terme and Piazza del Campidoglio. Satisfy your inner culture vulture at Colosseum and Basilica Papale San Paolo fuori le Mura. There's much more to do: indulge your senses at some of the top wineries in the area, admire the local landmark of Trevi Fountain, snap pictures at St. Angelo Bridge, and make a trip to Welcome To Rome.

To see photos, traveler tips, other places to visit, and other tourist information, go to the Rome online trip itinerary maker.

Perth, Australia to Rome is an approximately 23-hour flight. The time zone changes from Australian Western Standard Time (AWST) to Central European Standard Time (CET), which is usually a -7 hour difference. Traveling from Perth in August, things will get much warmer in Rome: highs are around 38°C and lows about 24°C. Finish up your sightseeing early on the 20th (Sun) so you can catch the train to Florence.
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Historic Sites · Wineries · Tours · Museums
Find places to stay Aug 17 — 20:

Florence, Italy — 4 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Do some cultural sightseeing at Piazzale Michelangelo and Florence Academy of Fine Arts. You'll explore the less-touristy side of things at Basilica San Miniato al Monte and Castello di Monteriggioni. You'll find plenty of places to visit near Florence: Siena (Torre del Mangia, Complesso Museale Santa Maria della Scala, &more), Tenuta Torciano (in Ulignano) and San Gimignano (San Gimignano Bell Tower & Piazza della Cisterna). And it doesn't end there: take in the spiritual surroundings of The Baptistery of St. John, pause for some serene contemplation at Cathedral of Santa Maria del Fiore, appreciate the extensive heritage of Piazza del Duomo, and snap pictures at Ponte Vecchio.

To see maps, traveler tips, photos, and other tourist information, use the Florence online attractions planner.

Getting from Rome to Florence by train takes about 2.5 hours. Other options: fly; or drive. Traveling from Rome in August, plan for little chillier nights in Florence, with lows around 20°C. Finish your sightseeing early on the 24th (Thu) to allow enough time to take a train to Milan.
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Historic Sites · Museums · Wineries
Side Trips
Find places to stay Aug 20 — 24:

Milan, Italy — 5 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 Museo del Novecento. Explore hidden gems such as Porta Praetoria and Villa Necchi Campiglio. Explore the numerous day-trip ideas around Milan: Aosta (Aosta Old Town, Criptoportico Forense, &more). The adventure continues: admire the masterpieces at Grande Museo del Duomo di Milano, examine the collection at Casa Milan, engage your brain at Museo Della Scienza E Della Tecnologia Leonardo da Vinci, and steep yourself in history at Chiesa di San Bernardino alle Ossa.

For more things to do, traveler tips, ratings, and other tourist information, use the Milan online trip itinerary builder.

Getting from Florence to Milan by train takes about 2.5 hours. Other options: drive; or take a bus. August in Milan sees daily highs of 34°C and lows of 22°C at night. Finish your sightseeing early on the 29th (Tue) to allow enough time to drive to Como.
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Historic Sites · Museums · Shopping · Childrens Museums
Side Trip
Find places to stay Aug 24 — 29:

Como, Italy — 5 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.
Get some cultural insight at Cathedral of Como (Duomo) and Madonna del Ghisallo. You'll discover tucked-away gems like Lido Villa Olmo and Lungolago Stresa. Get out of town with these interesting Como side-trips: Santuario Della Madonna delle Grazie di San Martino (in Griante), Bellagio (La Punta Spartivento, Basilica di San Giacomo, &more) and Greenway del Lago di Como (in Colonno). There's lots more to do: take in the architecture and atmosphere at Chiesa Santi Ambrogio e Theodolo, get engrossed in the history at Civico Museo Archeologico Paolo Giovio, look for gifts at Le Chicche torte di caramelle By Bijoux, and see the interesting displays at Museo Didattico della Seta.

To see ratings, where to stay, reviews, and other tourist information, you can read our Como visit planner.

Traveling by car from Milan to Como takes an hour. Alternatively, you can take a train; or take a bus. Expect a daytime high around 33°C in August, and nighttime lows around 20°C. Cap off your sightseeing on the 3rd (Sun) early enough to go by car to Monza.
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Historic Sites · Museums · Parks · Shopping
Side Trips
Find places to stay Aug 29 — Sep 3:

Monza, Italy — 1 night

Monza is a city and comune on the River Lambro, a tributary of the Po in the Lombardy region of Italy, about 15km north-northeast of Milan. On the 3rd (Sun), bet on your favorite at Autodromo Nazionale Monza, then push the limits with an extreme tour, then view the masterpieces at Mostra Fotografica Steve McCurry - Oltre lo Sguardo, and finally explore the world behind art at Museo e Tesoro del Duomo di Monza.

To find ratings, traveler tips, more things to do, and more tourist information, read Monza road trip app.

Drive from Como to Monza in an hour. Alternatively, you can take a train. In September, plan for daily highs up to 29°C, and evening lows to 17°C. Finish your sightseeing early on the 4th (Mon) so you can fly to Naples.
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Museums · Shopping · Outdoors · Tours
Find places to stay Sep 3 — 4:

Naples, Italy — 4 nights

Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Satisfy your inner culture vulture at Parco Acheologico di Ercolano and Palazzo Reale. Eschew the tourist crowds and head to The Neapolis Buried and Chiesa Museo di Santa Luciella ai Librai. When in Naples, make a side trip to see Tempio di Giove Capitolino in Pompeii, approximately Pompeii away. Next up on the itinerary: contemplate the long history of Catacombe di San Gaudioso, get engrossed in the history at Museo delle Torture, pause for some serene contemplation at San Domenico Maggiore, and admire the landmark architecture of Chiesa di San Gregorio Armeno.

For reviews, other places to visit, traveler tips, and more tourist information, read Naples itinerary app.

Traveling by flight from Monza to Naples takes 3 hours. Alternatively, you can take a train; or drive. Expect a daytime high around 31°C in September, and nighttime lows around 20°C. Wrap up your sightseeing by early afternoon on the 8th (Fri) to allow time for the car ride to Positano.
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Historic Sites · Museums · Childrens Museums
Side Trips
Find places to stay Sep 4 — 8:

Positano, Italy — 3 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.
Step off the beaten path and head to Duomo di Sant'Andrea and Duomo dei San Filippo e Giacomo. Do some cultural sightseeing at Art & Craft Gallery and Cloister del Paradiso. Change things up with these side-trips from Positano: Sorrento (Basilica di Sant'Antonino, I Giardini di Cataldo, &more), Fontana sant'Andrea (in Amalfi) and Ravello (Duomo di Ravello, Villa Rufolo, &more). The adventure continues: add some adventure to your tour with a kayaking and canoeing tour, take in the spiritual surroundings of Church of Santa Maria Assunta, and take in the architecture and atmosphere at Basilica della SS. Trinita.

To see other places to visit, reviews, traveler tips, and more tourist information, refer to the Positano day trip site.

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 11th (Mon) so you can catch the flight to Palermo.
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Historic Sites · Outdoors · Adventure · Tours
Side Trips
Find places to stay Sep 8 — 11:

Palermo, Italy — 3 nights

The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
Discover out-of-the-way places like Castello di Caccamo and Oratorio di Santa Cita. Cattedrale di Palermo and Porta Pescara are good opportunities to explore the local culture. You'll find plenty of places to visit near Palermo: Spiaggia Caldura (in Cefalu) and La Bottega nella Roccia (in Caccamo). There's lots more to do: admire the striking features of Palazzo Conte Federico, see the interesting displays at Museum of tiles Stanze al Genio, take in the spiritual surroundings of Oratorio di San Lorenzo, and pause for some serene contemplation at Church and Monastery of Santa Caterina d'Alessandria.

To see traveler tips, more things to do, where to stay, and more tourist information, read Palermo trip itinerary maker website.

Traveling by flight from Positano to Palermo takes 2.5 hours. Alternatively, you can do a combination of bus and train; or do a combination of taxi and ferry. Finish up your sightseeing early on the 14th (Thu) so you can catch the flight to Rome.
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Historic Sites · Outdoors · Parks · Beaches
Side Trips
Find places to stay Sep 11 — 14:

Rome, Italy — 1 day

Eternal City

Kick off your visit on the 14th (Thu): admire the striking features of Villa Borghese, wander the streets of Via del Corso, take in the architecture and atmosphere at Pantheon, then don't miss a visit to St. Peter's Basilica, and finally contemplate in the serene atmosphere at Cupola di San Pietro.

To find photos, ratings, traveler tips, and more tourist information, read our Rome visit planner.

Traveling by flight from Palermo to Rome takes 3 hours. Alternatively, you can take a bus; or take a train. Wrap up your sightseeing on the 14th (Thu) to allow time to fly to Singapore.
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Historic Sites · Shopping · Neighborhoods
Side Trip
Find places to stay Sep 14 — 15:

Singapore, Singapore — 4 nights

Lion City

A Singapore vacation reveals the many charms of a leading city-state and regional hub of culture, retail, and tourism.
Arab Street and The Intan are good opportunities to explore the local culture. Explore hidden gems such as Battlebox and Maxwell Food Centre. There's much more to do: wander the streets of Chinatown, buy something for everyone on your list at Raffles City, enjoy the sand and surf at Siloso Beach, and get a taste of the local shopping with Orchard Road.

For ratings, where to stay, and other tourist information, read Singapore trip maker.

Traveling by flight from Rome to Singapore takes 16.5 hours. Due to the time zone difference, you'll lose 7 hours traveling from Rome to Singapore. Traveling from Rome in September, expect Singapore to be a bit warmer, temps between 38°C and 30°C. You will have some time to spend on the 19th (Tue) before leaving for home.
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Shopping · Neighborhoods · Museums · Outdoors
Side Trip
Find places to stay Sep 15 — 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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