Discover the artistic and scenic treasures of Val d’Orcia with a guided tour of Pienza and Montepulciano, two jewels of Tuscany.
Escorted sightseeing tour of Montepulciano & Pienza departing from S.Gimignano
Tour in a Day
Starting from
$
per person*
Escorted sightseeing tour of Montepulciano & Pienza departing from S.Gimignano
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
VAL D’ORCIA, PIENZA, MONTEPULCIANO
Pecorino Lunch & Vino Nobile Tasting
- Guided day tour of Val d’Orcia’s scenic and artistic highlights
- Visit Pienza: stroll romantic streets and enjoy its famous Pecorino cheese
- Traditional Tuscan lunch featuring local flavors
- Afternoon in Montepulciano: Renaissance palaces, elegant churches, and ancient town walls
- Wine tasting of Montepulciano’s celebrated Vino Nobile
- A rich blend of scenery, culture, history, and unforgettable Tuscan flavors
MAKE THIS ITINERARY YOURS
Turn this sample itinerary into your dream Italy vacation – tailored to your pace, passions, and budget.
Day 1
VAL D’ORCIA, PIENZA, MONTEPULCIANO
Pecorino Lunch & Vino Nobile Tasting
Discover the artistic and scenic treasures of Val d’Orcia with a guided tour of Pienza and Montepulciano, two true jewels of Tuscany. Begin in Pienza, where you’ll stroll romantic streets and savor the town’s famous Pecorino cheese during a traditional Tuscan lunch. In the afternoon, continue to Montepulciano, where grand Renaissance palaces, elegant churches, and ancient town walls create a spectacular backdrop for tasting the celebrated Vino Nobile wines. This experience beautifully blends Val d’Orcia’s landscapes, history, culture, and flavors into one unforgettable day.
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Frequently Asked Questions
Which places are included in this vacation package?
This journey brings you to Montepulciano, San Gimignano, and Val D’Orcia. 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.