Explore the enchanting beauty of Tuscany’s Val d’Orcia with a private chauffeur-driven tour. Indulge in the region’s renowned Brunello wine and pecorino cheese while discovering historic landmarks and charming towns. This luxurious 9-hour journey promises an unforgettable experience, thanks to the customizable options and multilingual driver. Whether you’re a wine enthusiast or a lover of stunning landscapes, this tour has something special in store.
Key Points

- A private chauffeur-driven tour of the Val d’Orcia region from Florence, priced at $1,085.84 for up to 2 participants.
- 9-hour tour with pickup from Florence accommodations, travel in a private Mercedes, and onboard Wi-Fi.
- Visit the charming town of Montalcino, known for its renowned Brunello di Montalcino wine, and explore the historic medieval center.
- Discover the Renaissance town of Pienza, admiring its elegant streets, Duomo, and the opportunity to taste the local pecorino cheese.
- Flexible tour experience, with the option to customize the itinerary and extend stays in the visited towns.
Tour Overview and Pricing

The "Florence: Val d’Orcia Private Chauffeur-Driven Tour" promises a day of scenic exploration, with a price tag of $1,085.84 per group (up to 2 participants) and a 9-hour duration.
Guests can relax in a private Mercedes, with a driver fluent in multiple languages, as they escape the city for the rolling hills of Val d’Orcia.
Escape the city for the rolling hills of Val d’Orcia, enjoying the comfort of a private Mercedes with a multilingual driver.
Reservations can be made now and paid later, with free cancellation up to 24 hours in advance for a full refund.
Pickup from Florence accommodation is included, ensuring a seamless start to this once-in-a-lifetime experience through charming towns and picturesque vineyards.
Here are more experiences we've reviewed in Florence
Transportation and Accessibility

Pickup from Florence accommodation is included, ensuring a seamless start to this once-in-a-lifetime experience.
Passengers will travel in a private Mercedes minivan or car, complete with onboard Wi-Fi to stay connected. The private driver, fluent in Spanish, English, and Italian, will provide limited commentary during the journey, allowing guests to fully enjoy the stunning Val d’Orcia scenery.
Accessibility is a breeze, with the tour being wheelchair-friendly. Whether you’re seeking a luxurious adventure or a hassle-free exploration, this tour’s transportation and accessibility cater to your every need.
Exploring Montalcino: Home of Brunello Wine

As the group’s private Mercedes minivan winds its way through the rolling Tuscan hills, the first stop on the itinerary comes into view: the charming town of Montalcino, renowned for its production of the prestigious Brunello di Montalcino wine.
Perched atop a hill, Montalcino’s medieval center boasts a striking 14th-century fortress and winding streets lined with wine shops and family-owned cellars.
The tour allows ample time to explore the historic old town and indulge in a tasting of the rich, full-bodied Brunello, considered one of Italy’s finest and most exclusive red wines.
An idyllic introduction to the flavors of Val d’Orcia.
Discovering the Renaissance Town of Pienza

After departing Montalcino, the tour makes its way to the Renaissance gem of Pienza. This charming town was reconstructed in the 15th century under the vision of Pope Pius II, transforming it into a harmonious example of Renaissance architecture. Visitors can stroll the elegant streets, admire the Duomo, and savor the local pecorino cheese. The town’s central Piazza Pio II is a highlight, with its stunning cathedral, palaces, and cafes. An afternoon in Pienza offers a delightful taste of la dolce vita.
| Pienza Highlights | |
| — | — |
| Duomo | Renaissance cathedral |
| Piazza Pio II | Elegant town square |
| Pecorino Cheese | Local specialty |
| Palazzo Piccolomini | Renaissance palace |
| Val d’Orcia Scenery | Scenic countryside views |
More Great Tours NearbyWandering the Vineyards of Montepulciano

Next, the tour ventures to the historic town of Montepulciano, renowned for its production of the prestigious Vino Nobile wine.
Visitors can stroll through the charming medieval streets, popping into tasting rooms and cellars to sample the robust reds.
Four highlights await:
-
Scaling the iconic Palazzo Comunale for panoramic views of the vineyards.
-
Exploring the underground winding network of wine cellars.
-
Discovering local artisanal shops selling ceramics, leather goods, and more.
-
Savoring a leisurely lunch of Tuscan delicacies paired with the acclaimed Vino Nobile.
Prefer keeping things personal? Here are more private experiences we've reviewed in Florence
- Florence Private Tour With a Local – Highlights & Hidden Gems
- Cinque Terre and Pisa Tower Tour From Florence Semi Private
- Private Day Trip Tuscany Landscape and Wine Tasting From Florence
- PALAZZO VECCHIO Private Tour in Florence
- Private Full Day Walking Tour of Florence Highlights With Uffizi and Accademia
- Private Photo Tour in Florence With a Professional Photographer
Capturing the Charm of Val D’orcia’s Landscapes

The rolling hills and picturesque countryside of Val D’Orcia captivate visitors from the moment they arrive.
Quaint medieval towns, like Pienza and Montepulciano, dot the horizon, inviting exploration.
Olive groves and vineyards stretch as far as the eye can see, offering a glimpse into the region’s agricultural heritage.
Visitors are swept away by the serene beauty, whether strolling down cobblestone streets or admiring the iconic cypresses that line the roads.
This quintessential Tuscan landscape is the perfect backdrop for a private tour, allowing travelers to enjoy the charm and tranquility of this remarkable region.
Customizing Your Tour Experience

How would you like to tailor your Val d’Orcia experience? This private tour offers plenty of flexibility to craft the day according to your interests.
From choosing your preferred departure time to customizing the towns visited, the options are plentiful:
The options are plentiful, from choosing your preferred departure time to customizing the towns visited on this private tour.
-
Linger longer in Montalcino to savor the renowned Brunello wines.
-
Extend your stay in Pienza to explore its charming Renaissance architecture.
-
Add a visit to Montepulciano to stroll its historic vineyards and sample the acclaimed Vino Nobile.
-
Request additional stops to capture the region’s stunning rural landscapes.
The choice is yours – let the team craft a bespoke experience you’ll treasure.
Traveler Testimonials and Ratings

Travelers rave about this Val d’Orcia tour, racking up an impressive 5/5 rating across 9 reviews. Future explorers can expect seamless planning and first-class service from drivers like Tiziano and Valentino.
| Ratings | Reviewer Comments |
|———-|—————————————————|
| 5/5 | "Once-in-a-lifetime experience!" |
| 5/5 | "Charming towns and beautiful countryside." |
| 5/5 | "Couldn’t have asked for a better day." |
| 5/5 | "Excellent tour, highly recommended." |
| 5/5 | "Worth every penny, perfect day out." |
Guests highlight the tour’s ability to capture the essence of Tuscany, from Montalcino’s Brunello wines to Pienza’s Renaissance splendor. An unforgettable journey awaits.
The Sum Up

Enjoy the enchanting allure of Tuscany’s Val d’Orcia with this private tour. Indulge in renowned Brunello wine and pecorino cheese, explore historic towns, and bask in the region’s captivating landscapes. With a luxurious Mercedes and a multilingual driver, this tailored experience promises an unforgettable journey through Tuscany’s cultural gems. Tuscany’s magic awaits, so don’t miss out on this exceptional opportunity to discover its timeless beauty.
You can check availability for your dates here:More Walking Tours in Florence
- Florence walking Tour: Music Headphones & Aperol Spritz
- Walking Tour: Florence Noir and Its Secrets
- Florence: Highlights Walking Tour with Expert Guide
- Florence Golden Hour Walk Tour & Piazzale Michelangelo
- Florence Crimes, Murders & Ghosts Walking Tour with Tastings
- Florence: 2.5 hour Audio Guided Walking Tour led by Host
More Tours in Florence
- Florence: Cathedral Duomo Tour with Local Guide
- Fiesole E-Bike Tour with Olive Oil Tasting or Pool & Chill
- Florence walking Tour: Music Headphones & Aperol Spritz
- Walking Tour: Florence Noir and Its Secrets
- Florence Old City Street Food Tour and Guided Sightseeing
- Florence Medici Bike Tour Cycle Through History and Power
More Tour Reviews in Florence
- Florence: Cathedral Duomo Tour with Local Guide
- Fiesole E-Bike Tour with Olive Oil Tasting or Pool & Chill
- Florence: Tuscan Cheese and Wine Tasting Experience
- Florence walking Tour: Music Headphones & Aperol Spritz
- Walking Tour: Florence Noir and Its Secrets
- Florence Old City Street Food Tour and Guided Sightseeing
Still browsing? Here are more Florence experiences we've covered recently
- What Are The Best 2-Hour Tours In Florence? Our Top 3 Picks
- Our Picks For The 13 Best Wine Tours In Florence
- The 12 Most Popular Workshops & Classes In Florence
- The 11 Best Dining Experiences In Florence
- 14 Best Tours In Florence
- Florence’s 10 Best Dinner Experiences (With Prices & Reviews)
- 14 Best Walking Tours In Florence (With Prices)
- Florence’s 3 Best Hiking And Trekking Tours
- 7 Must-Try Private Driver Services In Florence
- Florence’s 14 Top Food Tours
- 14 Of The Best Photography Experiences In Florence
- Our Picks For The 13 Best Pasta Experiences In Florence
