18 days in Italy Itinerary

18 days in Italy Itinerary

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Route & dates

18 days in Italy Itinerary

Start: New York City
Fly:  9​h 30​min
1
Rome
— 7 nights
Drive:  2​h 15​min
2
Cortona
— 8 nights
+2
Drive + Fly + Drive:  27​h
End: New York City

7
nights
Rome

Rome ©
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, nightlife, museums, classes, and shopping. Your plan includes some of its best attractions: steep yourself in history at Colosseum, explore the ancient world of Pantheon, don't miss a visit to Spanish Steps, and pause for some serene contemplation at St. Peter's Basilica.

To find photos, maps, where to stay, and more tourist information, read Rome vacation maker .

New York City, USA to Rome is an approximately 13.5-hour flight. You can also do a combination of bus and flight; or do a combination of bus, flight, and train. The time zone difference when traveling from New York City to Rome is 6 hours. June in Rome sees daily highs of 84°F and lows of 65°F at night. Wrap up your sightseeing on the 6th (Mon) to allow time to drive to Cortona.

Things to do in Rome

Historic Sites Museums Parks

Side Trip

Vatican City
Find places to stay Jun 29 — Jul 6:
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
St. Peter's Basilica ©
St. Peter's Basilica

8
nights
Cortona

Cortona ©
The hilltop town of Cortona gained international attention as the subject of the 2003 film "Under the Tuscan Sun." With the Chiana Valley and Lake Trasimeno as its backdrop, Cortona is one of Tuscany's hotspots for art and culture.
Get out of town with these interesting Cortona side-trips: Siena (Palazzo Pubblico and Museo Civico, Biblioteca Piccolomini, & more), Castello di Verrazzano (in Greve in Chianti) and Assisi (Azienda Agraria Saio, Mount Subasio, & more). Next up on the itinerary: learn about winemaking at Ciacci Piccolomini d'Aragona, contemplate in the serene atmosphere at Abbazia di San Galgano, and pause for some serene contemplation at San Francesco, Arezzo.

To find more things to do, maps, and more tourist information, refer to the Cortona road trip planning app .

Traveling by car from Rome to Cortona takes 2.5 hours. Alternatively, you can take a train. Finish up your sightseeing early on the 14th (Tue) so you can travel back home.

Things to do in Cortona

Historic Sites Museums Wineries

Side Trips

Siena, Assisi, Castello di Verrazzano, San Francesco, Arezzo, Ciacci Piccolomini d'Aragona
Find places to stay Jul 6 — 14:
Highlights from your plan
Ciacci Piccolomini d'Aragona ©
Ciacci Piccolomini d'Aragona
Piazza del Campo ©
Piazza del Campo
Duomo di Siena ©
Duomo di Siena

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