View of Pienza
Unforgettable Road Trip

Pienza & Montepulciano Semi-Private Day Trip from Rome with Authentic Lunch, Wine & Olive Oil Tastings

New Tour
11h
English
8
Sun, Tue, Thu & Sat
07:45

  • Explore the historic streets and landmarks of Montepulciano with a local expert, revealing hidden gems only our insiders would know.
  • Visit Pienza – A charming village celebrated for its artisanal cheese and breathtaking panoramic views.
  • Enjoy a delicious culinary experience at a Tuscan winery, perfectly paired with regional wines and a unique tasting of premium, locally sourced olive oil.
  • Travel in comfort all day aboard a private, state-of-the-art minivan, ensuring a relaxed and personalized journey from Rome.

Tour Description

What's Included

  • Expert Tour Guide (Multilingual)
  • Visit to Montepulciano
  • Visit to Pienza
  • Authentic Lunch in a Tuscan Winery
  • Local Wine & Premium Olive Oil Tastings
  • Private transport to & from Rome
  • Semi-private group of 8 people or fewer
  • Private Hotel Pick-up & Drop-off
  • Gratuities (welcomed & appreciated)

Sites Visited

  • Montepulciano
  • Piazza Grande
  • Piazza Duomo
  • Torre di Pulcinella
  • Etruscan Wells Medieval Wine Cellars
  • Tuscan Vineyard
  • Pienza

Discover Montepulciano and Pienza

Begin your day in Rome by boarding a private, state-of-the-art minivan for a comfortable journey into the heart of Tuscany. Upon arriving in Montepulciano, our expert guide leads you through the town’s historic streets and landmarks, including Piazza Grande and the striking architecture around Piazza Duomo.

You’ll take in the beauty of the Torre di Pulcinella and learn about Montepulciano’s centuries-old wine traditions as you descend into its Etruscan wells and medieval wine cellars.

Continue onward to the nearby hill town of Pienza, admired for its Renaissance design, artisanal cheese production, and sweeping views of the picturesque Tuscan countryside.

Savor Authentic Tuscan Flavors

Experience the region’s culinary delights with an authentic lunch at a Tuscan winery, where regional wines pair perfectly with locally sourced olive oil. Explore more of Pienza’s charming lanes at a relaxed pace, discovering hidden corners and sampling local specialties.

Throughout the day, the semi-private format ensures personalized attention, while the round-trip transportation by air-conditioned minivan makes traveling seamless. With the guidance of a multilingual expert and ample opportunities for tastings, this day trip captures the essence of Tuscany before returning you comfortably to Rome.

  • Tripadvisor

  • Know Before You Go

From
US$308.53
per adult
  • Book with Confidence: Free cancellations up to 24 hours before the experience begins (local time).
  • Multilingual Customer Service: Talk to us, we are here to help.
  • No Hidden Costs: All taxes and fees included.

Get to Know City Wonders

Guide showing attraction

A City Wonders tour is the product of meticulous research, detailed planning, and a passion for providing customers with travel experiences they will cherish forever.

With City Wonders it's not just facts, our passionate guides tell you the stories that bring the sights to life.

  • All of our guides are experts in their field
  • We only hire fluent English-speakers so nothing is ever lost in translation
  • We focus on the little details and anecdotes that make City Wonders so special