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Private Montepulciano & Pienza Day Trip from Florence
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Tour Highlights
Full Description
This itinerary combines medieval towns, world-class wine, and iconic Tuscan food traditions. Explore the elegant streets of Montepulciano, enjoy a winery visit featuring the renowned Vino Nobile di Montepulciano, and continue through the Val d’Orcia for a cheese tasting and lunch centered around Pecorino di Pienza.
Unlike group tours, this experience is fully private and customizable, offering door-to-door service, relaxed pace, and the flexibility to adapt the day to your interests. While visits are unguided, your chauffeur will share local knowledge, history, and cultural insights throughout the journey.
Operated by Best Rome Driver, a trusted Italian company with nearly 20 years of experience, this tour guarantees reliability, professionalism, and a high standard of service throughout your day in Tuscany.
Tour Photos
What's Included
Included
- Winery and cheese factory reservations
- Private English-speaking chauffeur
- Fully customizable private itinerary
- Luxury Mercedes-Benz sedan or van
- Pickup and drop-off from any Florence location
Not Included
- Private Licensed Tour Guides
- Wine tasting fees
- Cheese tasting and lunch
- Gratuities (optional)
Important Information
- Wheelchair accessible
- Infants and small children can ride in a pram or stroller
- Service animals allowed
- Specialized infant seats are available
- Suitable for all physical fitness levels
- Foldable wheelchairs only, which must fit in the vehicle trunk
- Guests has to be able to get in and out of the vehicle independently
Itinerary
Meet your English-speaking chauffeur, who will be at your disposal for the full day in a luxury Mercedes-Benz sedan or van. During the drive, your chauffeur will share historical context, local traditions, and insights into the Tuscan countryside you’ll be crossing.
You’ll have time to stroll through the historic center, explore small shops, and enjoy the atmosphere of one of Tuscany’s most elegant wine towns.
Highlights you may see include : Piazza Grande, Historic palazzos and noble residences, Panoramic viewpoints over the countryside
Duration: 60 minutes
After the town visit, meet your driver and continue to a local winery just outside Montepulciano. Here you’ll enjoy a tasting of the area’s most famous wines, including Vino Nobile di Montepulciano, produced from Prugnolo Gentile grapes and known for its structure, elegance, and aging potential.
The tasting is typically accompanied 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 reserve the visit in advance.
Duration: 60 minutes
Here you can enjoy a tasting and lunch centered around Pecorino di Pienza, one of Tuscany’s most celebrated sheep’s-milk cheeses, often paired with honey, jams, cured meats, and local wine.
Pienza is known all over the world for its production of 'pecorino cheese' and for its traditional Tuscan cuisine.
Note : Tasting and lunch are not included and are paid directly on site. Reservations are arranged in advance.
Duration: 120 minutes
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 see include : Piazza Pio II, Pienza Cathedral, Panoramic viewpoints over the Val d’Orcia
Duration: 60 minutes
Frequently Asked Questions
This tour has a specific cancellation policy. We recommend checking the terms at the time of booking to understand the refund conditions.
You will receive your confirmation via email immediately after booking. Viator sends your voucher as soon as payment is completed.
The expected duration is approximately 8 hours. We recommend arriving at least 10-15 minutes before the departure time.
The tour price includes:
- Winery and cheese factory reservations
- Private English-speaking chauffeur
- Fully customizable private itinerary
- Luxury Mercedes-Benz sedan or van
- Pickup and drop-off from any Florence location
We recommend bringing comfortable shoes, water, sunscreen, and a camera. Check the tour's additional information for any specific requirements.