21 days in Italy Itinerary

21 days in Italy Itinerary

Created using Inspirock Italy attractions planner

Make it your trip
Fly
1
Rome
— 5 nights
Fly
2
Bologna
— 3 nights
Train
3
San Gimignano
— 4 nights
Train
4
Naples
— 1 night
Unknown
5
Ischia
— 4 nights
Ferry to Pozzuoli, Drive to Rome
6
Rome
— 2 nights
Fly

S M T W T F S
6
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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.
Eschew the tourist crowds and head to Fontana dei Quattro Fiumi and Quirinale Palace (Palazzo del Quirinale). And it doesn't end there: take in the awesome beauty at Colle Aventino, see the interesting displays at Complesso del Vittoriano, don't miss a visit to Arco di Costantino, and explore the world behind art at Villa Farnesina.

For reviews, more things to do, traveler tips, and other tourist information, refer to the Rome trip planner.

Sydney, Australia to Rome is an approximately 24.5-hour flight. The time zone changes from Australian Eastern Standard Time (AEST) to Central European Standard Time (CET), which is usually a -9 hour difference. Prepare for a bit warmer weather when traveling from Sydney in September: high temperatures in Rome hover around 32°C and lows are around 18°C. Wrap up your sightseeing on the 11th (Fri) early enough to fly to Bologna.

Things to do in Rome

Historic Sites · Parks · Museums · Nature

Side Trip

Bologna

— 3 nights

Heart of Italian Cuisine

A city famous for its cuisine, Bologna is the seat of the oldest university in the world, founded in 1088.
On the 12th (Sat), you'll have a packed day of sightseeing: see the interesting displays at International museum and library of music, contemplate the long history of Piazza Santo Stefano, ponder the world of politics at Palazzo della Mercanzia, then don't miss a visit to Compianto sul Cristo Morto, then ponder the world of politics at Palazzo del Podesta, and finally admire the striking features of Palazzo Re Enzo.

To find ratings, photos, more things to do, and other tourist information, refer to the Bologna travel tool.

Traveling by flight from Rome to Bologna takes 2.5 hours. Alternatively, you can take a train; or drive. In September, daytime highs in Bologna are 30°C, while nighttime lows are 17°C. Wrap up your sightseeing on the 14th (Mon) to allow time to drive to San Gimignano.

Things to do in Bologna

Historic Sites · Museums

San Gimignano

— 4 nights

Town of Fine Towers

A historical gem in the heart of Tuscany, San Gimignano is known as the Town of Fine Towers for its jutting skyline of high city walls.
Eschew the tourist crowds and head to Scuola di Cucina di Lella and Castiglion del Bosco Winery. There's lots more to do: learn about winemaking at Fattoria Il Piano, stop by (MR) Marri e Rossi, admire the landmark architecture of Torre Chigi, and experience rural life at Fattoria Voltrona.

For reviews, other places to visit, photos, and other tourist information, you can read our San Gimignano journey planner.

Traveling by train from Bologna to San Gimignano takes 3.5 hours. Alternatively, you can drive; or take a train; or take a bus. September in San Gimignano sees daily highs of 30°C and lows of 17°C at night. Cap off your sightseeing on the 18th (Fri) early enough to travel to Naples.

Things to do in San Gimignano

Wineries · Shopping · Museums · Historic Sites

Side Trips

Naples

— 1 night
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. On the 18th (Fri), steep yourself in history at Acquaquiglia del Pozzaro, take an in-depth tour of Monumental Complex Donnaregina - Diocesan Museum of Naples, then see the interesting displays at Ospedale delle Bambole, then stop by Santa Lucia, and finally take a stroll through Chiaia.

To see traveler tips, where to stay, ratings, and more tourist information, use the Naples sightseeing planner.

Take a train from San Gimignano to Naples in 4.5 hours. Alternatively, you can do a combination of flight and train; or drive; or take a train. In September, daily temperatures in Naples can reach 31°C, while at night they dip to 20°C. Wrap up your sightseeing on the 19th (Sat) early enough to ride a ferry to Ischia.

Things to do in Naples

Historic Sites · Neighborhoods · Museums · Shopping

Ischia

— 4 nights
Ischia is a volcanic island in the Tyrrhenian Sea. You'll discover tucked-away gems like Cattedrale di Santa Maria Assunta and Abbazia San Michele Arcangelo. When in Ischia, make a side trip to see Museo Casa di Graziella in Procida, approximately Procida away. There's still lots to do: see the interesting displays at Museo del Mare, pause for some serene contemplation at Chiesa di San Vito, don't miss a visit to Chiesa di Santa Maria al Monte, and get engrossed in the history at Museo Archeologico di Pithecusae.

To see photos, more things to do, reviews, and tourist information, you can read our Ischia journey planner.

Traveling by ferry from Naples to Ischia takes 2 hours. Alternatively, you can ride a ferry. In September, plan for daily highs up to 31°C, and evening lows to 23°C. Finish up your sightseeing early on the 23rd (Wed) so you can travel to Rome.

Things to do in Ischia

Historic Sites · Parks · Outdoors · Beaches

Side Trips

Rome

— 2 nights

Eternal City

On the 24th (Thu), get to know the fascinating history of Via dei Coronari, don't miss a visit to Piazza Cavour, and then ponder the world of politics at Palazzo di Giustizia.

To see where to stay, reviews, traveler tips, and other tourist information, read Rome trip planning site.

Do a combination of ferry and car from Ischia to Rome in 4 hours. Alternatively, you can do a combination of ferry and train; or do a combination of ferry and bus. Traveling from Ischia in September, you can expect nighttime temperatures to be little chillier in Rome, with lows of 18°C. Wrap up your sightseeing by early afternoon on the 25th (Fri) to allow time for the flight back home.

Things to do in Rome

Historic Sites · Museums

Italy travel guide

4.6
Landmarks · Ruins · Sacred & Religious Sites
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.