Montalcino: Vertical Tasting

Introduction

If you’re looking for an authentic taste of Tuscany’s legendary winemaking tradition, the Montalcino Vertical Tasting offers a carefully curated experience that pairs history with exceptional wines. For just $65, you’ll spend a day exploring the grounds of a 19th-century villa, sampling multiple vintages of Brunello, and delving into the nuances of natural wine production. It’s a premium experience for wine lovers who appreciate both tradition and craftsmanship.

What sets this tour apart is the chance to taste three vintages of the same wine—a true vertical tasting that reveals how the wine evolves over time. A highlight for many visitors is the setting: a historic villa surrounded by lush vineyards and cypress-lined avenues, creating a quintessentially Tuscan backdrop. That said, one consideration is that transportation isn’t included—so planning your arrival is key. This tour feels tailor-made for serious wine enthusiasts, history buffs, and those seeking an intimate, educational experience in the Tuscan countryside.

Key Points

• Historic Setting: A 19th-century villa with a fascinating past as a hunting lodge and summer residence.
• Wine Focus: Tasting of three vintages of Brunello, along with CRU and natural wine options.
• Authentic Experience: Guided by a professional sommelier, with insights into land, vineyard, and wine production.
• Beautiful Location: Vineyards lined with cypress trees, offering stunning views and photo opportunities.
• Value for Money: For $65, you get a comprehensive tasting, vineyard walk, and historical tour.
• Small Group: Limited to four participants for a personalized experience, but note that transport isn’t included.

A Closer Look at the Experience

The Historic Villa: A Slice of Tuscany’s Past

Your journey begins at Villa le Prata, a graceful 19th-century estate built as a hunting lodge for the Count of Vecchi. Since 1980, the Losappio family has owned and transformed the villa into a welcoming winery with an elegant ambiance. From the moment you arrive, you’re greeted by the charming architecture and the lush surroundings of vineyards stretching as far as the eye can see.

One of the standout features is the Cantinetta delle Annate, the tasting room where you’ll sample the wines. The atmosphere here is cozy yet sophisticated, with a sense of tradition that complements the wines being poured. The owners have made a point to preserve its historical integrity, which enhances the tasting experience.

The Vineyard Walk and Land Tour

As part of the tour, you’ll stroll along a cypress-lined avenue, listening to stories about the villa’s history and the land’s unique characteristics. The guide, a professional sommelier, shares insights into how the land and climate influence the wines. We loved the way the guide explained that the vineyard’s soil and elevation are critical to producing Brunello with such distinct personality.

The walk is leisurely, allowing plenty of time to take photos and absorb the scenery. You’ll learn about the different vineyards that contribute to the estate’s wines, gaining a deeper appreciation of what makes Tuscan terroir so special.

The Tasting: Explore Different Vintages & Wineries

The highlight is the vertical tasting—sampling three different vintages of your chosen Brunello. This is particularly valuable for wine enthusiasts who want to understand how a wine evolves over years, gaining insights into aging potential and vintage variation. The wines are paired with extra virgin olive oil, adding an extra layer of flavor and demonstrating the estate’s dedication to regional products.

Along With Brunello, you’ll taste CRU and natural wines, which can include more experimental or unique styles. Reviewers have appreciated the opportunity to compare vintages side by side, with one noting, “It was fascinating to see how the same wine changed over time, and the guide’s explanations made it even more insightful.”

The Tasting Room Experience

Inside the villa, the tasting takes place in an intimate setting. The sommelier guides you through each pour, providing detailed descriptions of the wines’ aromas, flavors, and aging potential. We found the presentation well-balanced—informative without being overload, making it accessible even for those new to fine wine.

The inclusion of extra virgin olive oil alongside the wines is a thoughtful touch, highlighting the regional specialties and offering an authentic taste of Tuscany’s culinary heritage.

Practical Details & Value

While the tour does not include transportation, the meeting point at Villa le Prata is easy to find if you’re already in the area. The small group size—limited to four participants—ensures a personalized experience, with plenty of opportunity for questions.

At $65, this experience offers excellent value considering the quality of wines and the historical and sensory immersion. It’s a more intimate alternative to larger, busier tours, making it perfect for those who value depth over breadth.

What Reviewers Say

One reviewer appreciated the “charming setting and the knowledgeable guide,” noting how the “history of the villa added a special touch.” Another highlighted the “exceptional opportunity to compare vintages and taste natural wines,” emphasizing how the personal attention made the experience memorable.

Who Will Love This Tour?

This tour is ideal for wine enthusiasts eager to deepen their understanding of Tuscan wines, especially Brunello. It appeals to those who enjoy history, architecture, and scenic landscapes, providing a well-rounded cultural experience. Because it’s a small-group experience, it also suits travelers seeking intimacy and personalized guidance.

It’s worth noting that it’s not suitable for children under 9, so families should plan accordingly. And since transportation isn’t included, those staying outside Montalcino or without a car might want to consider alternatives or arrange transport in advance.

Final Thoughts

The Montalcino Vertical Tasting at Villa le Prata offers a beautifully balanced experience—combining history, nature, and wine into a single, memorable day. The setting is picturesque, and the opportunity to taste multiple vintages provides a rare insight into the aging process of Brunello. The small group size and expert guidance ensure an engaging and personal experience that feels authentic and educational.

For serious wine lovers or curious travelers who want more than just a tasting, this tour offers good value and plenty of memorable moments. It’s especially suited for those who enjoy slow, meaningful exploration of regional specialties in a historic setting.

If you’re visiting Tuscany and craving an authentic, intimate wine experience—this tour will satisfy both your palate and your curiosity.

FAQ

Is transportation included in this tour?
No, transportation is not included. You will meet at Villa le Prata, so plan to arrange your own transport to the estate.

How long does the tour last?
The experience lasts approximately one day, including vineyard walks and tastings. Exact times may vary depending on availability.

What is the price per person?
The tour costs $65 per person, offering a comprehensive tasting and land tour.

Is the tour suitable for children?
No, it is not suitable for children under 9 years old, as it involves wine tasting and adult content.

Who guides the tour?
A professional sommelier from Villa le Prata will lead the experience, sharing insights into the land, the wines, and the history of the estate.

What wines are tasted?
You will taste three vintages of Brunello, along with CRU and natural wine options, plus extra virgin olive oil.

Can I cancel the tour if I change my mind?
Yes, you can cancel up to 24 hours in advance for a full refund.

What should I wear?
Comfortable clothing suitable for walking outdoors and inside the villa is recommended. No specific dress code is required.

Is this experience good for beginners?
Yes, the guide’s explanations make it accessible for beginners, and you’ll gain a deeper appreciation for Tuscany’s wines.

In summary, the Montalcino Vertical Tasting at Villa le Prata provides a rich, authentic slice of Tuscan wine culture. It’s a perfect choice for those wanting an intimate, educational, and scenic experience with wine that’s more than just a quick sip—it’s a journey into the land, history, and craftsmanship behind some of Italy’s most revered wines.