14 days in Italy Itinerary
Created using Inspirock Italy vacation planner
Start: Portland
Fly
1
Florence
Drive
2
Pienza
— 3 nights
Drive
3
Rome
— 4 nights
Train
4
Sorrento
— 4 nights
Fly
End: Portland
Sun, Jun 18 - Sat, Jul 1
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Birthplace of the Italian Renaissance
For ratings, reviews, maps, and tourist information, you can read our Florence online trip maker.
Portland, USA to Florence is an approximately 16.5-hour flight. You'll lose 9 hours traveling from Portland to Florence due to the time zone difference. Traveling from Portland in June, things will get somewhat warmer in Florence: highs are around 83°F and lows about 65°F. You will leave for Pienza on the 19th (Mon).
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Portland, USA to Florence is an approximately 16.5-hour flight. You'll lose 9 hours traveling from Portland to Florence due to the time zone difference. Traveling from Portland in June, things will get somewhat warmer in Florence: highs are around 83°F and lows about 65°F. You will leave for Pienza on the 19th (Mon).
Find places to stay Jun 19 — 20:
Pienza — 3 nights
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You'll find plenty of places to visit near Pienza: Orvieto (Pozzo di San Patrizio, Duomo di Orvieto, &more).
For traveler tips, photos, where to stay, and tourist information, you can read our Pienza visit planning site.
Traveling by car from Florence to Pienza takes 2 hours. Alternatively, you can drive; or take a bus; or do a combination of train and bus. Expect a daytime high around 84°F in June, and nighttime lows around 61°F. Wrap up your sightseeing on the 22nd (Thu) early enough to drive to Rome.
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For traveler tips, photos, where to stay, and tourist information, you can read our Pienza visit planning site.
Traveling by car from Florence to Pienza takes 2 hours. Alternatively, you can drive; or take a bus; or do a combination of train and bus. Expect a daytime high around 84°F in June, and nighttime lows around 61°F. Wrap up your sightseeing on the 22nd (Thu) early enough to drive 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: explore the ancient world of Colosseum, don't miss a visit to Piazza Navona, steep yourself in history at St. Peter's Basilica, and admire the local landmark of Trevi Fountain.
For other places to visit, ratings, traveler tips, and other tourist information, read Rome trip planner.
Drive from Pienza to Rome in 2.5 hours. Alternatively, you can do a combination of taxi and train; or take a bus. In June in Rome, expect temperatures between 84°F during the day and 65°F at night. Wrap up your sightseeing on the 26th (Mon) to allow time to take a train to Sorrento.
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For other places to visit, ratings, traveler tips, and other tourist information, read Rome trip planner.
Drive from Pienza to Rome in 2.5 hours. Alternatively, you can do a combination of taxi and train; or take a bus. In June in Rome, expect temperatures between 84°F during the day and 65°F at night. Wrap up your sightseeing on the 26th (Mon) to allow time to take a train to Sorrento.
Side Trip
Find places to stay Jun 22 — 26:
Highlights from your trip
Sorrento — 4 nights
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Land of the Sirens
Explore the numerous day-trip ideas around Sorrento: Positano (Fornillo, Absolute Positano, &more), Pompeii Archaeological Park (in Pompeii) and Ravello (Villa Rufolo & Duomo di Ravello). Next up on the itinerary: indulge in some culinary diversions at a local gastronomic tour, cast your line with a fishing tour, contemplate in the serene atmosphere at St Francis Church and Convent, and make a trip to Piazza Tasso.
To see photos, other places to visit, where to stay, and tourist information, refer to the Sorrento day trip app.
You can take a train from Rome to Sorrento in 3 hours. Alternatively, you can drive; or take a bus. In June, daily temperatures in Sorrento can reach 82°F, while at night they dip to 68°F. Finish up your sightseeing early on the 30th (Fri) so you can catch the flight back home.
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To see photos, other places to visit, where to stay, and tourist information, refer to the Sorrento day trip app.
You can take a train from Rome to Sorrento in 3 hours. Alternatively, you can drive; or take a bus. In June, daily temperatures in Sorrento can reach 82°F, while at night they dip to 68°F. Finish up your sightseeing early on the 30th (Fri) so you can catch the flight 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.
