Exploring the enchanting Val d’Orcia region from Florence has never been easier. This private minivan tour whisks visitors through the historic towns of Montepulciano and Pienza, where they’ll indulge in wine tastings and savor local delicacies. With a professional driver ensuring comfort and convenience, travelers enjoy the rich cultural heritage and breathtaking landscapes of this UNESCO World Heritage site. What secrets await discovery in this captivating corner of Tuscany?
Key Points

-
A private 10-hour tour of the UNESCO-listed Val d’Orcia region from Florence, exploring the historic towns of Montepulciano and Pienza.
-
Includes a professional driver, hotel pickup and drop-off, and features wine tasting in Montepulciano and a cheese factory stop.
-
Visitors can climb the tower in Montepulciano for panoramic views of Lake Trasimeno and enjoy a sensory journey through the region’s renowned wines.
-
In Pienza, participants can admire the preserved Renaissance architecture, including Palazzo Piccolomini, Palazzo Borgia, and Pienza Cathedral.
-
The tour requires a moderate fitness level due to the steep terrain in the towns, providing an immersive experience in the picturesque landscapes of the Val d’Orcia.
Tour Overview and Details

The private 10-hour tour of the UNESCO-listed Val d’Orcia region departs from Florence, allowing visitors to explore the historic towns of Montepulciano and Pienza.
The tour includes a professional driver, hotel pickup and drop-off, wine tasting in Montepulciano, and a stop at a cheese factory for pecorino sampling.
Highlights include visiting Montepulciano’s Piazza Grande, Palazzo Comunale, and climbing the tower for lake views, as well as admiring the Renaissance architecture in Pienza, such as the Palazzo Piccolomini and Cathedral.
The tour requires a moderate fitness level due to steep terrain in the towns.
Prefer keeping things personal? Here are more private experiences we've reviewed in Florence
Highlights of the Itinerary

Beginning the tour in Montepulciano, visitors will explore the historic Piazza Grande, home to the impressive Palazzo Comunale.
Next, they’ll climb the tower for sweeping views of Lake Trasimeno. The tour continues with wine tastings in local cellars, allowing guests to sample the region’s renowned vintages.
After a lunch break, the group heads to the charming town of Pienza. Here, they’ll admire the Renaissance architecture of Palazzo Piccolomini, Palazzo Borgia, the Cathedral, and the Town Hall, all framed by the picturesque Val d’Orcia landscape.
The tour then returns to Florence at the end of the day.
Exploring Montepulciano
As the tour begins, visitors are captivated by the historic grandeur of Montepulciano. This hilltown, known for its Noble Wines, offers a glimpse into Italy’s past.
The group strolls through Piazza Grande, admiring the Renaissance-style Palazzo Comunale. Next, they climb the tower, rewarded with panoramic views stretching to nearby Lake Trasimeno.
In the cellars below, a wine tasting unveils the region’s acclaimed vintages. The guide shares insights into the winemaking process and local traditions.
With its picturesque landscapes and architectural marvels, Montepulciano enchants the senses and sets the stage for the day’s exploration of the UNESCO-listed Val d’Orcia.
Discovering the Wines of Montepulciano

Winding through the cobblestone streets of Montepulciano, the private tour group makes its way to the renowned local cellars.
They’re welcomed by vintners eager to share their knowledge and passion for the region’s noble wines. The group embarks on a sensory journey, sampling the complex flavors that define Montepulciano:
- Vino Nobile di Montepulciano, a full-bodied red with notes of cherry and spice.
- Rosso di Montepulciano, a lighter, more approachable red.
- Vin Santo, a sweet dessert wine aged in small oak barrels.
- Grappa, a robust Italian spirit distilled from the grape pomace.
The tasting is accompanied by insights into the winemaking process and the unique terroir that gives Montepulciano’s wines their distinctive character.
Visiting the Historic Town of Pienza

After exploring the world-famous wines of Montepulciano, the tour group sets their sights on the historic town of Pienza. Nestled in the rolling hills of the Val d’Orcia, Pienza is renowned for its impeccably preserved Renaissance architecture. Highlights include the majestic Palazzo Piccolomini, the ornate Palazzo Borgia, the striking Pienza Cathedral, and the charming Town Hall. Visitors can wander the picturesque streets, marvel at the views, and sample the region’s legendary pecorino cheese. The tour provides a captivating glimpse into the cultural heritage and timeless beauty of this enchanting Tuscan town.
| Pienza Highlights | Description |
|---|---|
| Palazzo Piccolomini | Magnificent Renaissance palace with stunning gardens |
| Palazzo Borgia | Ornate 15th-century palace built for Pope Pius II |
| Pienza Cathedral | Striking cathedral with a harmonious Renaissance design |
| Town Hall | Charming civic building at the heart of Pienza’s historic center |
- Small-Group Wine Tasting Experience in the Tuscan Countryside
- Tuscany Day Trip From Florence: Siena, San Gimignano, Pisa and Lunch at a Winery
- The Best Tour in Florence: Renaissance & Medici Tales – Guided by a STORYTELLER
- Cinque Terre Day Trip From Florence With Optional Hiking
- The Best Tour in Florence: Renaissance and Medici Tales
- Early Access Guided Uffizi Gallery Tour Skip-the-Line Small Group
Accessibility and Recommendations
The tour is well-suited for a range of visitors, though guests should keep certain considerations in mind.
Comfortable shoes are recommended due to the steep walks in the historic towns. While the tour isn’t wheelchair accessible, it’s stroller-friendly, with infant seats available.
A moderate level of physical fitness is required, as the tour involves:
- Climbing the tower in Montepulciano for panoramic views.
- Navigating the hilly terrain in Pienza.
- Exploring the medieval architecture and cobblestone streets.
- Participating in wine tastings and cheese samplings.
Masks and latex gloves are mandatory for the safety of all guests.
Pricing and Booking Information

The tour can be booked starting at $433.07 per person, with the price varying depending on group size.
Free cancellation is available up to 24 hours before the tour. Confirmation is received within 48 hours of booking, subject to availability.
Guests have the flexibility to reserve now and pay later. The tour includes a private driver, hotel pickup and drop-off, wine tasting in Montepulciano, and a stop at a cheese factory for pecorino sampling.
It’s an excellent opportunity to explore the UNESCO-listed Val d’Orcia from Florence in a personalized manner.
Customer Reviews and Feedback
Guests who’ve experienced the private 10-hour tour of Val d’Orcia from Florence have overwhelmingly positive feedback, with an overall rating of 4.9 stars out of 7 reviews.
Highlights include:
- Breathtaking scenery and picturesque medieval towns
- Knowledgeable and friendly guides providing insightful commentary
- Memorable wine tastings and sampling of local pecorino cheese
- Informative dining recommendations for an authentic culinary experience
While some reviewers noted the steep terrain presented a challenge for those with mobility issues, the majority praised the tour as a truly memorable way to explore the UNESCO-listed Val d’Orcia region.
FAQ
Can We Customize the Tour Itinerary?
Yes, the tour itinerary can be customized. The tour provider offers flexibility, allowing guests to tailor the experience to their preferences and interests within the allotted 10-hour timeframe and the UNESCO-listed Val d’Orcia region.
Is the Minivan Air-Conditioned?
The minivan used for this tour is air-conditioned to ensure a comfortable ride throughout the day. This feature allows passengers to enjoy the scenic countryside and historic towns without being affected by the local climate.
How Many People Can the Minivan Accommodate?
The minivan can accommodate up to 8 passengers comfortably. It’s a private tour, so the group size is limited to ensure a personalized experience and allow for easy navigation through the picturesque towns of the Val d’Orcia region.
Can We Bring Our Own Food and Drinks on the Tour?
No, guests cannot bring their own food and drinks on the tour. The tour includes a wine tasting in Montepulciano and a stop at a cheese factory, but lunch is at the guest’s own expense during the break in Pienza.
Are There Any Discounts Available for Children or Seniors?
The tour does not offer any discounts for children or seniors. The pricing is per person, and the tour is not wheelchair accessible, though strollers are allowed with infants required to sit on laps.
Sum Up
Enjoy the enchanting beauty of Val d’Orcia on this private minivan tour from Florence. Explore the historic towns of Montepulciano and Pienza, indulge in exquisite wine tastings, and savor local delicacies. With personalized attention and convenience, you’ll experience the rich cultural heritage and breathtaking landscapes of this UNESCO World Heritage site. A must-do for those seeking a truly memorable and exclusive adventure in the heart of Tuscany.
More Private Tours in Florence
- Florence: Private Walking Tour with a Local
- Private Tours of Florence in Golf cart Etuktuk Minimum2
- Semi Private Deep Wine Chianti and San Gimignano from Florence
- Kids treasure hunt in Uffizi museum Private and Skip the line!
- DAVID and Accademia Gallery Private Tour in Florence
- Accademia Gallery Private Tour with 5-star Guide
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
