14 days in Pienza, Rome & Sorrento Itinerary

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Fly to Perugia San Francesco d'Assisi – Umbria International Airport, Drive to Pienza
1
Pienza
— 3 nights
Drive
2
Rome
— 4 nights
Train
3
Sorrento
— 4 nights
Fly

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1

Pienza — 3 nights

Pienza, a town and comune in the province of Siena, in the Val d'Orcia in Tuscany (central Italy), between the towns of Montepulciano and Montalcino, is the "touchstone of Renaissance urbanism."In 1996, UNESCO declared the town a World Heritage Site, and in 2004 the entire valley, the Val d'Orcia, was included on the list of UNESCO's World Cultural Landscapes.HistoryBefore the village was renamed to Pienza its name was Corsignano. You'll find plenty of places to visit near Pienza: Orvieto (Orvieto Underground, Duomo di Orvieto, &more). There's lots more to do: admire the verdant scenery at Val d'Orcia, make a trip to Piazza Pio II, view the masterpieces at Artemisia Gallery, and contemplate the long history of Historic Centre of the City of Pienza.

To find reviews, photos, more things to do, and more tourist information, use the Pienza online road trip planner.

Portland, USA to Pienza is an approximately 22-hour combination of flight and car. The time zone changes from Pacific Standard Time to Central European Standard Time, which is usually a 9 hour difference. Traveling from Portland in June, expect nights in Pienza to be about the same, around 61°F, while days are a bit warmer, around 84°F. Finish your sightseeing early on the 22nd (Thu) to allow enough time to drive to Rome.
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Historic Sites · Parks · Nature · Wildlife
Side Trips
Find places to stay Jun 19 — 22:

Rome — 4 nights

Eternal City

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, sightseeing, and nightlife. Your trip includes some of its best attractions: don't miss a visit to Trevi Fountain, explore the ancient world of Colosseum, contemplate the long history of Palatine Hill, and explore the world behind art at Vatican Museums.

To find reviews, where to stay, other places to visit, and tourist information, you can read our Rome trip planner.

Traveling by car from Pienza to Rome takes 2.5 hours. Alternatively, you can do a combination of taxi and train; or take a bus. In June, plan for daily highs up to 84°F, and evening lows to 65°F. Finish your sightseeing early on the 26th (Mon) to allow enough time to take a train to Sorrento.
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Historic Sites · Museums · Tours · Neighborhoods
Side Trip
Find places to stay Jun 22 — 26:

Sorrento — 4 nights

Land of the Sirens

A lovely town easily accessible from almost anywhere in the country, Sorrento overlooks the Bay of Naples and sits right on the Amalfi Drive.
You'll find plenty of places to visit near Sorrento: Ravello (Duomo di Ravello, Villa Rufolo, &more), Duomo di Sant'Andrea (in Amalfi) and Positano (Fornillo & Spiaggia Grande). On the 27th (Tue), give your taste buds a day to remember with a local gastronomic tour. There's lots more to do: delve into the distant past at Pompeii Archaeological Park, take in the spiritual surroundings of St Francis Church and Convent, take a tour by water with Boat Tours & Water Sports, and take a memorable drive along Amalfi Coast.

For traveler tips, maps, ratings, and more tourist information, use the Sorrento planner.

Traveling by train from Rome to Sorrento takes 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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Tours · Outdoors · Historic Sites · Wildlife
Side Trips
Find places to stay Jun 26 — 30: