28 days in Italy Itinerary

28 days in Italy Itinerary

Created using Inspirock Italy sightseeing planner

Make it your trip
Fly
1
Milan
— 3 nights
Drive
2
Cinque Terre
— 2 nights
Drive
3
Siena
— 4 nights
Drive
4
Venice
— 8 nights
Train
5
Rome
— 2 nights
Drive
6
Amalfi
— 4 nights
Drive
7
Rome
— 2 nights
Fly

S M T W T F S
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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.
Start off your visit on the 13th (Tue): browse the different shops at Galleria Vittorio Emanuele II, take in the spiritual surroundings of Duomo di Milano, and then steep yourself in history at Il Cenacolo. Get ready for a full day of sightseeing on the next day: get to know the fascinating history of Piazza del Duomo, contemplate the long history of Castello Sforzesco, then stroll the grounds of Monumental Cemetery, and finally pause for some serene contemplation at Cathedral of Como (Duomo).

To find photos, more things to do, reviews, and other tourist information, read Milan tour itinerary planner.

Sydney, Australia to Milan is an approximately 25.5-hour flight. Traveling from Sydney to Milan, you'll gain 9 hours due to the time zone difference. September in Milan sees daily highs of 76°F and lows of 57°F at night. Finish your sightseeing early on the 15th (Thu) so you can drive to Cinque Terre.

Things to do in Milan

Historic Sites · Shopping

Side Trip

Find places to stay Sep 12 — 15:

Cinque Terre

— 2 nights

Italian Riviera

Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
On the 15th (Thu), learn about all things military at Museo Tecnico Navale della Spezia, then hike along Cinque Terre Trails, then take in the architecture and atmosphere at Santa Margherita di Antiochia Church, and finally take a stroll around Vernazza. Get ready for a full day of sightseeing on the next day: explore the wealth of natural beauty at Parco Nazionale Cinque Terre.

Plan a Cinque Terre trip in moments using our itinerary builder.

You can drive from Milan to Cinque Terre in 3 hours. Another option is to take a train. In September, daily temperatures in Cinque Terre can reach 78°F, while at night they dip to 59°F. Finish up your sightseeing early on the 17th (Sat) so you can go by car to Siena.

Things to do in Cinque Terre

Parks · Nature · Historic Sites · Outdoors

Side Trip

Find places to stay Sep 15 — 17:

Siena

— 4 nights

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Get some historical perspective at Duomo di Siena and San Quirico d'Orcia. Shop till you drop at Bianco e Nero di Sonia Staccioli and La Fabbrica delle Candele. Venture out of the city with trips to Castello di Verrazzano (in Greve in Chianti) and The Mall (in Leccio). Next up on the itinerary: get a sense of history and politics at Palazzo Pubblico and Museo Civico, learn the tricks of the trade with Take Me Out in Tuscany, don't miss a visit to Piazza del Campo, and look for gifts at La Stamperia Di Nannini Mario.

For photos, more things to do, other places to visit, and tourist information, read our Siena online tour itinerary planner.

Traveling by car from Cinque Terre to Siena takes 3 hours. Alternatively, you can take a train; or do a combination of train and bus. In September in Siena, expect temperatures between 81°F during the day and 61°F at night. Finish your sightseeing early on the 21st (Wed) to allow enough time to drive to Venice.

Things to do in Siena

Historic Sites · Shopping · Museums · Transportation

Side Trips

Find places to stay Sep 17 — 21:

Venice

— 8 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.
Museum-lovers will get to explore Doge's Palace and Segni nel Tempo antiquarian bookshop. Get some cultural insight at Piazza San Marco and Basilica of St. Anthony. Venture out of the city with trips to Blue Moon (in Lido di Venezia), La spiaggia di Pluto (in Bibione) and Padua (Banzai, Scrovegni Chapel, &more). And it doesn't end there: admire the landmark architecture of Basilica di San Marco, contemplate the waterfront views at Canal Grande, snap pictures at Ponte di Rialto, and pick up a one of a kind souvenir at Gioielleria Eredi Jovon.

For more things to do and other tourist information, use the Venice itinerary builder.

You can drive from Siena to Venice in 3.5 hours. Other options are to take a train; or do a combination of bus and train. Expect a daytime high around 77°F in September, and nighttime lows around 59°F. Wrap up your sightseeing by early afternoon on the 29th (Thu) to allow time for the flight to Rome.

Things to do in Venice

Shopping · Historic Sites · Parks · Outdoors

Side Trips

Find places to stay Sep 21 — 29:

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.
Plan my day in Rome using traveler tips and tourist information provided by Inspirock.

You can take a train from Venice to Rome in 4 hours. Alternatively, you can fly; or take a train; or drive. In September in Rome, expect temperatures between 81°F during the day and 60°F at night. Finish your sightseeing early on the 1st (Sat) so you can drive to Amalfi.

Things to do in Rome

Historic Sites · Shopping

Side Trip

Find places to stay Sep 29 — Oct 1:

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.
Appreciate the collections at Ceramiche Cosmolena di Margherita di Palma and Museo della Carta. Visit Duomo di Ravello and Villa Cimbrone Gardens for their historical value. Change things up with these side-trips from Amalfi: Positano (Il Sentiero Degli Dei, Fornillo, &more). Next up on the itinerary: make a trip to Villa Rufolo, pause for some serene contemplation at Duomo di Sant'Andrea, look for gifts at Ceramica D'Urso Vietri, and tour the pleasant surroundings at Lido Capo di Conca.

To see more things to do, where to stay, traveler tips, and other tourist information, refer to the Amalfi journey maker tool.

Drive from Rome to Amalfi in 3 hours. Alternatively, you can do a combination of train and taxi; or take a bus. Traveling from Rome in October, plan for somewhat warmer nights in Amalfi, with lows around 63°F. Finish up your sightseeing early on the 5th (Wed) so you can go by car to Rome.

Things to do in Amalfi

Parks · Outdoors · Beaches · Shopping

Side Trips

Find places to stay Oct 1 — 5:

Rome

— 2 nights

Eternal City

On the 5th (Wed), explore the ancient world of Colosseum, then wander the streets of Via Condotti, and then steep yourself in history at Roman Forum. Here are some ideas for day two: stop by Bassetti Tessuti, then take in the spiritual surroundings of Vatican Museums, and then explore the world behind art at Galleria Borghese.

For where to stay, reviews, ratings, and tourist information, read Rome road trip app.

Drive from Amalfi to Rome in 3 hours. Alternatively, you can do a combination of taxi and train; or take a bus. Traveling from Amalfi in October, you can expect nighttime temperatures to be a bit cooler in Rome, with lows of 55°F. On the 7th (Fri), you'll have the morning to explore before heading back home.

Things to do in Rome

Historic Sites · Museums · Shopping · Neighborhoods

Side Trip

Find places to stay Oct 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.