Indulge in the flavors of Montepulciano and Pienza on a private day tour from Tuscany. Explore the vineyards, taste exquisite wines, and savor the local cuisine in a luxurious Mercedes Benz Minivan. Customize your tour for a truly unique experience!
Indulge in the flavors of Montepulciano and Pienza on a private day tour from Tuscany. Explore the vineyards, taste exquisite wines, and savor the local cuisine in a luxurious Mercedes Benz Minivan. Customize your tour for a truly unique experience!
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Florence - Begin your journey with a pickup from your accommodation or chosen location in Florence.
Meet your English-speaking chauffeur, who will be at your service for the entire day in a luxurious Mercedes-Benz sedan or van. During the drive, your chauffeur will provide historical context, share local traditions, and offer insights into the…
- Florence - Begin your journey with a pickup from your accommodation or chosen location in Florence.
Meet your English-speaking chauffeur, who will be at your service for the entire day in a luxurious Mercedes-Benz sedan or van. During the drive, your chauffeur will provide historical context, share local traditions, and offer insights into the Tuscan countryside you will be traversing.
- Montepulciano - Arrive in Montepulciano, a breathtaking hilltop town renowned for its Renaissance palaces, cobblestone streets, and expansive views over the Val d’Orcia.
You will have the opportunity to wander through the historic center, explore quaint shops, and soak in the ambiance of one of Tuscany’s most sophisticated wine towns.
Highlights you may encounter include: Piazza Grande, Historic palazzos and noble residences, Panoramic viewpoints over the countryside.
- Montepulciano - After exploring the town, meet your driver and proceed to a nearby winery just outside Montepulciano. Here, you will enjoy a tasting of the region’s most renowned wines, including Vino Nobile di Montepulciano, crafted from Prugnolo Gentile grapes and celebrated for its structure, elegance, and aging potential.
The tasting is typically complemented by local products such as olive oil or light Tuscan appetizers.
Note: Wine tasting is not included and is paid directly at the winery. We arrange the visit in advance.
- Pienza - Continue through the picturesque hills of the Val d’Orcia to the Pienza countryside, where you will stop at a traditional local cheese factory.
Here, you can indulge in a tasting and lunch featuring Pecorino di Pienza, one of Tuscany’s most esteemed sheep’s-milk cheeses, often paired with honey, jams, cured meats, and local wine.
Pienza is globally recognized for its production of ‘pecorino cheese’ and its traditional Tuscan cuisine.
Note: Tasting and lunch are not included and are paid directly on site. Reservations are made in advance.
- Pienza - In the afternoon, your chauffeur will take you into Pienza itself, a UNESCO World Heritage town designed during the Renaissance as an “ideal city.” Enjoy free time to stroll through its elegant streets, artisan shops, and scenic terraces overlooking the Val d’Orcia.
Highlights you may encounter include: Piazza Pio II, Pienza Cathedral, Panoramic viewpoints over the Val d’Orcia.
- Florence - Unwind during the scenic drive back to Florence, with drop-off at any location of your preference.

- English Speaking Driver for the length of the service
- Private transportation
- In-vehicle air conditioning
- English Speaking Driver for the length of the service
- Private transportation
- In-vehicle air conditioning
- Private Licensed Tour Guides
- Wine tasting fees
- Cheese tasting and lunch
- Gratuities (optional)
- Private Licensed Tour Guides
- Wine tasting fees
- Cheese tasting and lunch
- Gratuities (optional)
Discover the beauty of Tuscany with a private full-day tour of Montepulciano and Pienza, departing from Florence. Travel in style and comfort with an English-speaking chauffeur in a luxurious Mercedes-Benz.
This tour blends medieval charm, exceptional wines, and the famous culinary traditions of Tuscany. Stroll through the sophisticated streets of…
Discover the beauty of Tuscany with a private full-day tour of Montepulciano and Pienza, departing from Florence. Travel in style and comfort with an English-speaking chauffeur in a luxurious Mercedes-Benz.
This tour blends medieval charm, exceptional wines, and the famous culinary traditions of Tuscany. Stroll through the sophisticated streets of Montepulciano, visit a winery to sample the esteemed Vino Nobile di Montepulciano, and journey through the Val d’Orcia for a delightful cheese tasting and lunch featuring Pecorino di Pienza.
Unlike group tours, this experience is entirely private and customizable, providing door-to-door service, a leisurely pace, and the flexibility to tailor the day to your preferences. Although the visits are self-guided, your chauffeur will offer local insights, historical context, and cultural information throughout the trip.
Organized by Best Rome Driver, a reputable Italian company with almost two decades of experience, this tour ensures dependability, professionalism, and exceptional service during your day in Tuscany.
- Foldable wheelchairs only, which must fit in the vehicle trunk
- Guests has to be able to get in and out of the vehicle independently
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.