Pienza and Montepulciano, two jewels in the Val d’Orcia in terms of artistic value and landscape, welcoming every year thousands of visitors wishing to discover their innumerable attractions
Pienza & Montepulciano escorted sightseeing tour from Siena
Tour in a Day
Starting from
$
per person*
Unforgettable Italian Journeys, Designed for You
Curated by passionate Italy experts, this sample itinerary is just the beginning of your Italian adventure. Every journey we design is unique, crafted around your interests, pace, and dreams so you can experience Italy’s beauty and culture like a true insider. Let us transform your vision into a one-of-a-kind travel experience, filled with authentic moments and lasting memories
Day 1
Pienza and Montepulciano
Renaissance Calm, Wine-Country Confidence
MAKE THIS ITINERARY YOURS
Turn this sample itinerary into your dream Italy vacation – tailored to your pace, passions, and budget.
Day 1
Pienza and Montepulciano
Renaissance Calm, Wine-Country Confidence
Discover the artistic and scenic treasures of Val d’Orcia with a guided tour of Pienza and Montepulciano. Begin in Pienza, a Renaissance gem known for its harmonious architecture, romantic lanes, and sweeping valley views. Don’t miss tasting the town’s famous Pecorino cheese over a traditional Tuscan lunch. In the afternoon, journey to Montepulciano, where grand Renaissance palaces and ancient churches set the stage for sampling the renowned Vino Nobile wines, immersing you in the region’s rich history and celebrated flavors.
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Frequently Asked Questions
Which places are included in this vacation package?
This journey brings you to Montepulciano, and Pienza. Each stop is woven into the itinerary with time for the landmarks, the views, and the local flavor that make it special.
Is transportation arranged for us?
Transportation is arranged as part of the itinerary, with comfortable train segments between the cities and vehicle transfers where they serve you best. Every connection is planned for you, so you can focus on the scenery instead of the logistics.
Who is this trip designed for?
It suits travelers who want Italy arranged by experts, with guided experiences balanced by free time to explore on your own.
Can the itinerary or hotels be adjusted?
Yes. Nothing here is fixed. Your travel consultant can add nights, change hotel categories, or swap experiences so the trip matches your wishes and your budget of time. A minimum of 2 travelers applies.
What time of year should we plan this vacation?
The package is available all year around on request. Spring and fall offer mild walking weather and lighter crowds at the major sights, summer brings long lively evenings, and winter rewards travelers with quieter museums and festive streets.