Unforgettable Road Trip

Rome to Pienza & Montepulciano: Semi-Private Day Tour with Authentic Lunch, Wine & Olive Oil Tastings

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

  • Discover Montepulciano on a guided walking tour, uncovering historic landmarks and hidden local gems.
  • Experience the charm of Pienza, a rustic town famous for its artisanal cheese and breathtaking panoramic views.
  • Savor an authentic Tuscan lunch paired with exquisite local wines and premium olive oils.
  • Travel in style on a private, air-conditioned minivan ensuring a relaxed, 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

Explore Historic Montepulciano and Picturesque Pienza

Set out from Rome on a private, air-conditioned minivan heading into the heart of Tuscany. Upon reaching Montepulciano, your expert guide will lead you through narrow cobblestone streets, pointing out iconic sites like Piazza Grande and the majestic Piazza Duomo.

Next, journey to Pienza, a hill town celebrated for its Renaissance architecture and culinary heritage. Stroll through its quaint lanes, take in sweeping countryside views, and learn about the town’s famed cheese-making traditions. The local guide will provide insights while you enjoy time to explore on your own.

Savor Tuscan Delicacies and Unforgettable Views

At a traditional Tuscan winery, indulge in a delicious lunch featuring regional specialties. The meal is complemented by fine wines and a tasting of premium, locally sourced olive oil, offering a true taste of Tuscan flavors.

This semi-private tour format means a more intimate experience with personalized attention, relaxed pacing, and plenty of opportunities to ask questions and sample local delicacies. Return to Rome refreshed, having truly captured the essence of Tuscany.

  • Tripadvisor

  • Know Before You Go

From
US$312.72
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 Dark Rome

Guide showing attraction

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

With Dark Rome 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 Dark Rome so special