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Discover the charm of Montalcino with a guided tour featuring visits to small biodynamic wineries, a Tuscan lunch, and stunning scenery, all in an intimate group.
Taking a tour through Tuscany’s rolling hills and historic towns is a dream for many wine lovers and culture seekers alike. This particular experience offers a taste of Montalcino, renowned for its world-class Brunello di Montalcino, while also giving insight into small biodynamic wineries that prioritize sustainable and natural winemaking methods. The tour, hosted by De Gustibus Tours, is a well-reviewed, 8-hour journey that combines scenic drives, cultural stops, and, of course, plenty of wine tasting.
What makes this experience especially appealing is the chance to visit boutique wineries—places that usually don’t open their doors to large crowds—giving you a more personal and authentic encounter with Tuscany’s winemaking traditions. Plus, the inclusion of a Tuscan lunch and educational elements like barrel tastings make this a well-rounded day out. But, as with any tour, there are some considerations to keep in mind before booking.
We love how the tour balances beautiful scenery, expert guidance, and intimate winery visits, making it a perfect choice for those who want to deepen their appreciation for Italian wines while soaking up the medieval atmospheres of Montalcino. However, the cost might be a factor for some — at nearly $474 per person, it’s an investment for a full day of experiences. This tour is best suited for wine enthusiasts, culture lovers, and those wanting a small-group, in-depth look at Tuscan wine culture.


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The tour kicks off early at Piazza Torquato Tasso in Florence at 9:00 am, with most travelers booking around 6 days in advance. From there, a comfortable air-conditioned minivan whisks you through the Chianti landscape toward Montalcino. The small group size means fewer distractions—and more opportunities to ask questions and get personalized insights.
The journey begins with a scenic drive crossing the Chianti region, famous for its vineyards and charming towns. You’ll briefly stop at the old south entrance of Siena, giving a glimpse of this medieval city’s architecture, before heading south toward Montalcino. These stops aren’t just scenic—they set the tone for your immersion into Tuscany’s historical and viticultural riches.
The first highlight is the Val D’Orcia, a UNESCO World Heritage site renowned for its rolling hills, cypress-lined roads, and picturesque farmsteads. This 3-hour stop offers plenty of opportunities for photos and quiet contemplation—perfect for those who love landscape photography or simply want to soak in the views.
Next, a quick 15-minute visit to the Medicean fortress provides a taste of medieval history and panoramic views of the surrounding countryside. Though brief, it’s enough to appreciate the strategic importance of Montalcino’s location and its historical defenses.
The core of the tour lies in visiting two small biodynamic wineries. According to reviews, these are often family-run or boutique estates, which don’t typically see large tourist crowds.
At the first winery, you’ll get a chance to see the most beautiful wine cellar in Chianti Classico—a spot that’s as Instagram-worthy as it is educational. Sampling wines straight from the barrel gives a real sense of the craftsmanship behind each bottle, and guides often share insights about biodynamic practices—a more sustainable and natural approach to winemaking that emphasizes harmony with nature.
The second winery continues this theme, offering additional tastings and a chance to savor local Tuscan fare. One reviewer appreciated the attentive hospitality, noting that they were “very well received and attended to,” which makes a big difference when trying to learn about complex wines.
A highlight is the included Tuscan lunch, which offers authentic regional flavors—think fresh pasta, local cheeses, and cured meats—paired with select wines. The meal not only provides sustenance but also an authentic taste of Tuscany’s culinary traditions, adding depth to the wine experience.
The tour concludes back at the original meeting point in Florence, typically around late afternoon or early evening. Travelers have plenty of time to reflect on their day, share photos, and perhaps plan their next Tuscan adventure.
Personalized, expert-guided visits are a key strength here. Guides like Simone and Gilberto, praised for their knowledge and kindness, elevate the experience beyond a simple tasting. One reviewer even called Simone “a pleasure to be with for the day,” noting his deep understanding of wines and the beautiful wineries visited.
The focus on biodynamic wineries is a notable aspect, as it introduces visitors to a less commercial, more sustainable approach to winemaking. This is especially appealing for those interested in eco-friendly practices or wanting to learn about innovative agricultural methods.
The scenic stops in Val D’Orcia and the historic fortress add cultural and visual appeal, making it more than just a wine tour. You get a well-rounded taste of Tuscany’s landscapes, history, and gastronomy.

At $473.54 per person, this tour is a significant investment, but one that many reviewers believe offers good value, especially considering the small-group setting, the inclusion of two winery visits, and a full Tuscan meal. The personalized attention and in-depth learning about biodynamic wines provide an experience that’s often missing from larger, more commercial tours.

This tour offers an authentic glimpse into Montalcino’s wine culture, emphasizing small-scale biodynamic wineries and the scenic beauty of Tuscany. It’s ideal for wine aficionados wanting to understand the nuances of organic and sustainable practices, or anyone seeking a more personal, behind-the-scenes look at Tuscan wine-making. The inclusion of a traditional lunch and cultural stops enriches the experience, making it a well-rounded day out.
The small group size, knowledgeable guides, and stunning scenery make this experience stand out from more cookie-cutter options. Whether you’re a serious wine lover or simply eager to explore Tuscany’s landscape and history, this tour offers a memorable taste of Italy’s wine country.

Is hotel pickup included?
No, the tour starts at Piazza Torquato Tasso in Florence. You’ll need to arrange your own transportation to the meeting point.
What is the maximum group size?
The tour accommodates up to 8 travelers, ensuring a more personalized experience.
Are vegetarian options available?
Yes, vegetarian options are available; just be sure to advise at the time of booking.
How long are the winery visits?
While specific times aren’t detailed, the overall tour lasts about 8 hours, including stops, tastings, and lunch.
Can I cancel if I change my mind?
Yes, free cancellation is available up to 24 hours before the tour, with the full refund.
What should I wear?
Smart casual is recommended—comfortable and neat clothing suitable for a day of sightseeing and wine tasting.
Is this suitable for children?
No, children under 18 are not permitted, as this is a wine-focused experience.
Do I need to bring my passport?
Yes, a current valid passport is required on the day of travel.
This tour strikes a fine balance of scenic beauty, cultural richness, and intimate wine experiences, making it perfect for those eager to explore Tuscany’s less commercial, more authentic side.