Free cancellationFull refund up to 24 hours before
Instant confirmationYour booking is confirmed right away
TicketMobile or paper ticket accepted
LanguagesEnglish, Italian
Private tourOnly your group will participate
Pickup offeredSee the meeting and pickup details below
Overview
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 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.
What's included
Private English-speaking chauffeur
Fully customizable private itinerary
Luxury Mercedes-Benz sedan or van
Winery and cheese tasting reservations
Pickup and drop-off from any Florence location
Private Licensed Tour Guides
Wine tasting fees
Cheese tasting and lunch
Gratuities (optional)
What to expect
Florence
Pass by
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.
Montepulciano
1h
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
Montepulciano
1h
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.
Pienza
2h
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.
Pienza
1h
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
Florence
Pass by
Relax during the scenic drive back to Florence, with drop-off at any location of your choice.
Meeting and pickup
Pickup details
The pick up location of the guests is their Custom Accommodation in Tuscan City.
Additional 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
Cancellation policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Reviews
5.0(12)
Parts of this description were translated automatically.
