14 days in Italy Itinerary
Created using Inspirock Italy vacation planner
Start: Portland
Fly
1
Florence
Train
2
Sorrento
— 3 nights
Train
3
Rome
— 4 nights
Drive
4
Pienza
— 4 nights
Drive to Perugia San Francesco d'Assisi – Umbria International Airport, Fly to Portland
End: Portland
Sun, Jun 18 - Sat, Jul 1
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View full calendar
Birthplace of the Italian Renaissance
To find reviews, more things to do, other places to visit, and more tourist information, read Florence trip planner.
Portland, USA to Florence is an approximately 16.5-hour flight. The time zone difference moving from Pacific Standard Time to Central European Standard Time is 9 hours. Expect a bit warmer temperatures when traveling from Portland in June; daily highs in Florence reach 83°F and lows reach 65°F. On the 19th (Mon), you'll travel to Sorrento.
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Portland, USA to Florence is an approximately 16.5-hour flight. The time zone difference moving from Pacific Standard Time to Central European Standard Time is 9 hours. Expect a bit warmer temperatures when traveling from Portland in June; daily highs in Florence reach 83°F and lows reach 65°F. On the 19th (Mon), you'll travel to Sorrento.
Find places to stay Jun 19 — 20:
Sorrento — 3 nights
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Land of the Sirens
Change things up with these side-trips from Sorrento: Ravello (Duomo di Ravello & Villa Rufolo), Duomo di Sant'Andrea (in Amalfi) and Ruderi della Basilica di Sant'Eustachio (in Scala). There's lots more to do: tour the pleasant surroundings at Fornillo, get a new perspective on things with Boat Tours & Water Sports, view the masterpieces at Miniaci Art Gallery, and contemplate in the serene atmosphere at Pontificio Santuario della Beata Maria Vergine del Santo Rosario di Pompei.
For where to stay, ratings, more things to do, and more tourist information, you can read our Sorrento trip itinerary planner.
Take a train from Florence to Sorrento in 4.5 hours. Alternatively, you can do a combination of train and flight; or drive. In June in Sorrento, expect temperatures between 82°F during the day and 68°F at night. Wrap up your sightseeing on the 22nd (Thu) to allow time to take a train to Rome.
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For where to stay, ratings, more things to do, and more tourist information, you can read our Sorrento trip itinerary planner.
Take a train from Florence to Sorrento in 4.5 hours. Alternatively, you can do a combination of train and flight; or drive. In June in Sorrento, expect temperatures between 82°F during the day and 68°F at night. Wrap up your sightseeing on the 22nd (Thu) to allow time to take a train to Rome.
Side Trips
Find places to stay Jun 19 — 22:
Highlights from your trip
Rome — 4 nights
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Eternal City
Rome is known for historic sites, sightseeing, and nightlife. Your trip includes some of its best attractions: make a trip to St. Peter's Basilica, contemplate in the serene atmosphere at Vatican Museums, steep yourself in history at Roman Forum, and explore the ancient world of Palatine Hill.
To find maps, where to stay, traveler tips, and more tourist information, read Rome journey app.
You can take a train from Sorrento to Rome in 3 hours. Other options are to drive; or take a bus. In June, daily temperatures in Rome can reach 84°F, while at night they dip to 65°F. Finish your sightseeing early on the 26th (Mon) to allow enough time to drive to Pienza.
more
To find maps, where to stay, traveler tips, and more tourist information, read Rome journey app.
You can take a train from Sorrento to Rome in 3 hours. Other options are to drive; or take a bus. In June, daily temperatures in Rome can reach 84°F, while at night they dip to 65°F. Finish your sightseeing early on the 26th (Mon) to allow enough time to drive to Pienza.
Side Trip
Find places to stay Jun 22 — 26:
Highlights from your trip
Pienza — 4 nights
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You'll find plenty of places to visit near Pienza: Montalcino (Poggio Rubino, Mate Winery, &more), Castelnuovo dell'Abate (Abbazia di Sant'Antimo & Ciacci Piccolomini d'Aragona) and Orvieto (Orvieto Underground, Madonna del Latte, &more).
To find other places to visit, photos, maps, and other tourist information, go to the Pienza tour itinerary planning site.
Drive from Rome to Pienza in 2.5 hours. Alternatively, you can do a combination of train and taxi; or take a bus. In June, daytime highs in Pienza are 84°F, while nighttime lows are 61°F. Wrap up your sightseeing on the 30th (Fri) early enough to travel back home.
more
To find other places to visit, photos, maps, and other tourist information, go to the Pienza tour itinerary planning site.
Drive from Rome to Pienza in 2.5 hours. Alternatively, you can do a combination of train and taxi; or take a bus. In June, daytime highs in Pienza are 84°F, while nighttime lows are 61°F. Wrap up your sightseeing on the 30th (Fri) early enough to travel back home.
Side Trips
Find places to stay Jun 26 — 30:
Highlights from your trip
Italy travel guide
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.
