Tuscany’s renowned wine regions of Montalcino and Montepulciano come alive on this captivating 9-hour private wine tour. Explore the exquisite medieval towns, savor celebrated vintages like Brunello di Montalcino and Vino Nobile di Montepulciano, and indulge in a delectable farmhouse lunch. With an expert driver-guide, discover the UNESCO-listed Val d’Orcia’s breathtaking vistas and uncover the region’s rich Etruscan and Sienese heritage. This immersive experience promises to transport you to the heart of Tuscany’s vibrant wine culture.
Key Points

- Explore the renowned wine regions of Montalcino and Montepulciano on a private wine tour from Florence, with tastings of Brunello di Montalcino and Vino Nobile di Montepulciano.
- Enjoy a delectable lunch with wine pairings at a charming Montalcino farmhouse, immersing in the culinary and oenological traditions of Tuscany.
- Discover the medieval towns of Montalcino and Montepulciano, admiring their stunning architecture and scenic vistas of the UNESCO-listed Val d’Orcia.
- Benefit from the convenience of hotel pickup and drop-off, and the expertise of a knowledgeable driver-guide throughout the 9-hour excursion.
- Please note that the tour is not suitable for wheelchair users, and alternative arrangements may be needed.
Tour Overview

The private wine tour from Florence takes guests on a captivating journey to the renowned wine regions of Montalcino and Montepulciano.
Over the course of 9 hours, guests will enjoy a private tasting of Brunello di Montalcino and Vino Nobile di Montepulciano paired with a farm-fresh lunch.
Priced at $830.09 for up to 8 participants, the tour offers free cancellation and a reserve now, pay later option.
Guests will explore charming medieval towns, stroll through the UNESCO-listed Val d’Orcia, and learn about the Etruscan and Sienese history of the region from a knowledgeable driver-guide.
Ready for another glass? Here are more wine experiences we've reviewed in Florence
Wine and Culinary Experience

Guests on this private wine tour will savor a private tasting of the renowned Brunello di Montalcino and Vino Nobile di Montepulciano. They’ll enjoy a bountiful lunch with wine pairings at a charming Montalcino farmhouse, seeing the essence of Tuscan culinary delights. The tour offers an unparalleled opportunity to indulge in the region’s most sought-after wines:
| Wine | Region | Characteristics | Pairing |
| — | — | — | — |
| Brunello di Montalcino | Montalcino | Full-bodied, intense, and complex | Roasted meats, aged cheeses |
| Vino Nobile di Montepulciano | Montepulciano | Elegant, structured, and age-worthy | Pasta dishes, grilled vegetables |
This unrivaled wine and culinary experience promises to leave a lasting impression on the palate and the soul.
Explore Montalcino

What makes the historic town of Montalcino so captivating? Perched atop a hill, Montalcino offers stunning panoramic views of the surrounding Val d’Orcia, a UNESCO World Heritage Site.
Explore its medieval fortress, Rocca di Montalcino, and wander through its winding streets lined with charming boutiques and cafes.
Sample the renowned Brunello di Montalcino, a full-bodied red wine, during a private tasting at a local winery.
Indulge in a private tasting of the renowned Brunello di Montalcino, a full-bodied red wine, at a local winery.
Enjoy a delectable lunch with wine pairings at a family-run farmhouse, enjoying the rich culinary traditions of the region.
Montalcino’s timeless beauty and world-class wines make it a must-visit destination on this Tuscan adventure.
Explore Montepulciano
Why is the historic town of Montepulciano so captivating? Perched atop a towering hill, Montepulciano’s Etruscan origins and medieval architecture transport visitors to a bygone era.
Visitors can stroll through the town’s winding alleys, admiring its Renaissance palaces and churches. Montepulciano is renowned for its Vino Nobile, a prestigious red wine with a distinctive flavor profile. During the tour, guests will visit a carefully selected producer to savor this prized varietal.
Beyond the wine, the town’s Piazza Grande and its 14th-century Palazzo Comunale offer a glimpse into Montepulciano’s storied past as a Sienese stronghold.
More Great Tours NearbyVal D’orcia: a UNESCO Gem
As the private wine tour winds through the picturesque countryside, it takes guests to the captivating UNESCO World Heritage Site of Val d’Orcia.
This breathtaking region boasts rolling hills, cypress-lined roads, and medieval towns. Visitors can marvel at the stunning landscapes, dotted with olive groves and vineyards.
The tour explores the quaint villages, allowing guests to enjoy the rich cultural heritage of this Tuscan gem.
Whether it’s admiring the iconic vistas or learning about the area’s Etruscan roots, this stop promises an unforgettable experience for wine and nature enthusiasts alike.
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
Etruscan Roots and Sienese Influence
Montepulciano, a captivating medieval town along the tour’s itinerary, boasts a rich cultural heritage rooted in Etruscan civilization.
The region’s Etruscan past is evident in the town’s ancient underground passages and ruins, offering a glimpse into the lives of its earliest inhabitants.
In the 14th century, Montepulciano became a Sienese stronghold, its imposing architecture and fortifications reflecting the town’s strategic importance.
Today, visitors can explore Montepulciano’s well-preserved historic center, admiring the grand Renaissance palaces and churches that bear witness to its illustrious past.
The town’s Vino Nobile, a renowned Tuscan wine, further contributes to its allure as a must-visit destination on the private wine tour.
Vino Nobile Di Montepulciano Tasting
During the private wine tour, visitors will have the opportunity to visit a hand-picked producer in Montepulciano and experience the renowned Vino Nobile, one of Tuscany’s most sought-after wines.
Explore the renowned Vino Nobile, one of Tuscany’s most sought-after wines, during a private tour in Montepulciano.
This exclusive tasting will provide an in-depth exploration of the region’s winemaking traditions and the unique characteristics of the Vino Nobile.
Guests will:
-
Learn about the Sangiovese grape and how it’s blended to create the distinctive Vino Nobile profile.
-
Discover the influence of the area’s Etruscan and Sienese heritage on the wine’s style and flavor.
-
Savor the complex flavors and velvety texture of the Vino Nobile, paired with local delicacies.
Transportation and Accessibility
The tour includes pickup and drop-off from your Florence hotel, providing a seamless start and end to the day’s adventure.
Guests are transported in an air-conditioned minivan, ensuring a comfortable journey to the charming medieval towns of Montalcino and Montepulciano.
The vehicle isn’t suitable for wheelchair users, so those with mobility challenges may need to consider alternative arrangements.
Despite this limitation, the tour offers a convenient and efficient way to explore the renowned wine regions of Tuscany, with the driver/guide providing live commentary throughout the excursion.
The Sum Up
This private wine tour offers an unparalleled opportunity to discover the renowned wine regions of Montalcino and Montepulciano. Savor the celebrated Brunello and Vino Nobile, accompanied by a delightful lunch and guided exploration of the stunning medieval towns and UNESCO-listed Val d’Orcia. Enjoy the rich history, culture, and breathtaking scenery of this enchanting Tuscan experience.
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
