Items | Private Montepulciano & Pienza Day Trip from Florence
Private Montepulciano & Pienza Day Trip from Florence
(10) Reviews
Florence
Important Information
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Wheelchair accessible
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Infants and small children can ride in a pram or stroller
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Service animals allowed
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Specialized infant seats are available
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Suitable for all physical fitness levels
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Foldable wheelchairs only, which must fit in the vehicle trunk
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Guests has to be able to get in and out of the vehicle independently
Cancellation policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
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For a full refund, you must cancel at least 24 hours before the experience’s start time.
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Cut-off times are based on the experience’s local time.
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If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
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This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.
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Any changes made less than 24 hours before the experience’s start time will not be accepted.
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Experience Tuscany on a private full-day Montepulciano and Pienza tour from Florence, traveling in comfort with an English-speaking chauffeur in a luxury Mercedes-Benz vehicle.
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 ...
Highlights
8 hours
Offered in English & Italian
Free Cancellation
Mobile Ticket
8 hours
Offered in English & Italian
Free Cancellation
Mobile Ticket
What's 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
Private Licensed Tour Guides
Wine tasting fees
Cheese tasting and lunch
Gratuities (optional)
Itinerary
1
Florence
Pickup directly from your accommodation or preferred location in Florence.
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.
2
Montepulciano
Arrive in Montepulciano, a stunning hilltop town known for its Renaissance palaces, stone streets, and sweeping views over the Val d’Orcia.
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
1 hour
3
Montepulciano
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.
1 hour
4
Pienza
Continue through the rolling hills of the Val d’Orcia to the Pienza countryside, where you’ll stop at a traditional local cheese factory.
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.
2 hours
5
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 see include : Piazza Pio II, Pienza Cathedral, Panoramic viewpoints over the Val d’Orcia
1 hour
6
Florence
Relax during the scenic drive back to Florence, with drop-off at any location of your choice.
Private Montepulciano & Pienza Day Trip from Florence
(10) Reviews
Florence
About
Experience Tuscany on a private full-day Montepulciano and Pienza tour from Florence, traveling in comfort with an English-speaking chauffeur in a luxury Mercedes-Benz vehicle.
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 ...
