Rosso and Brunello di Montalcino Wine Tour Including Lunch and Visit to 2 Local Wineries

Discover the essence of Tuscany’s renowned Brunello di Montalcino with this full-day tour from Florence. Whether you’re a wine enthusiast or simply seeking an authentic taste of Italy’s countryside, this experience offers a well-rounded look into the region’s winemaking traditions. From visiting family-run wineries to wandering the medieval streets of Montalcino, it’s a perfect blend of culture, cuisine, and vino.

What makes this tour stand out? First, the chance to taste Brunello DOCG and Rosso di Montalcino DOC directly from the cask at two small, family-owned wineries. Second, the inclusion of a farm-fresh Tuscan lunch featuring local specialties—no mass-produced fare here. Third, the opportunity to explore the charming, centuries-old village of Montalcino at your own pace.

That said, keep in mind that this is a small-group adventure (max 8 travelers), which fosters intimacy but requires booking well in advance—most travelers book around a month ahead. Also, as most of the day is spent outdoors, dressing appropriately for weather is worth noting.

Who will love this? If you’re passionate about wine, enjoy picturesque scenery, or want a taste of traditional Tuscany away from tourist crowds, this tour is a winner. It’s also ideal for those who appreciate insightful guides, authentic local experiences, and a relaxed pace.

This experience made our article of The Top 14 Lunch Experiences In Florence.

Key Points

• Authentic winery visits: Tour two small, family-run wineries with guided tastings.
• Cultural exploration: Enjoy free time to wander Montalcino, a medieval jewel.
• Culinary delight: Savor a multi-course Tuscan lunch with locally-sourced ingredients.
• Expert guidance: Knowledgeable guides provide rich context and a friendly atmosphere.
• Scenic journey: Drive through the stunning Tuscan countryside, with plenty of photo stops.
• All-inclusive feel: Transportation, lunch, and tastings are included for a seamless experience.

Starting Point and Transportation

Your day begins at Via del Campuccio, 90, Florence, around 9:00 am. From there, a comfortable vehicle whisks you into the rolling hills of Tuscany. The group size is limited to eight, promoting a cozy atmosphere and personalized attention. As we learned from reviews, the guides—like Cosimo and Gilberto—are praised for their engaging storytelling and deep knowledge, making the journey not just about wine but also about the stories behind each bottle.

The drive itself is part of the charm—expect scenic vistas of vineyards, olive groves, and medieval towns that set the perfect backdrop for a day of indulgence.

Montalcino: A Medieval Treasure

Once in Montalcino, you’re free to explore this ancient town at your leisure. The reviews consistently highlight how charming and accessible the village is, with narrow streets winding past historic buildings and spectacular views of the Val d’Orcia. You can stroll, snap photos, or just soak in the atmosphere, knowing that your guide will meet you later for the winery visits.

Visit to the First Winery

The first stop is a small, family-run winery, where the focus is on traditional production methods. Here, you’ll taste Brunello DOCG and Rosso di Montalcino DOC, often straight from the cask—a rare experience even for seasoned wine lovers. One reviewer described sampling a Brunello Reserva as a highlight, noting that the wines were “outstanding” and reflective of the region’s craftsmanship.

Guides tend to share insights on how Brunello is produced, emphasizing the patience and care that go into making such prized wines. This intimate setting allows for genuine conversations and personalized tastings, far from the commercialized wineries.

The Multi-course Tuscan Lunch

Next, it’s time for lunch—an experience praised repeatedly for its authenticity and quality. The farm-fresh meal features home-made pasta, locally-produced meats, and cheeses, all served in a cozy tasting room or on a terrace overlooking the vineyards. Guests often rave about the deliciousness of the food and how it perfectly complements the wines.

According to reviews, the lunch is a standout element, with one guest remarking, “The homemade pasta was fantastic, and the wine paired with each course made it even better.” For vegetarians or those with specific dietary needs, a vegetarian option is available if advised at booking.

The Second Winery Visit

After lunch, you’ll visit another boutique, family-run winery, where the focus is again on small-scale, sustainable production. The wines here are described as superb, and the guides’ storytelling adds depth to the tasting experience. Several visitors mention that this second stop felt more personal and authentic, with some even mentioning they shipped bottles home—an indication of the quality.

Free Time in Montalcino

Late in the afternoon, you’ll return to Montalcino for some free time. Many reviewers appreciated being able to wander, take photos, and enjoy the relaxed pace. It’s a perfect chance to buy local products, visit shops, or simply soak in the medieval ambiance.

End of the Day

The return trip to Florence is smooth, often accompanied by relaxed conversations about the day’s highlights. The tour concludes back at your starting point, usually around 5 pm.

At $298.47 per person, this tour offers a strong value, especially considering everything included—transportation, guided winery visits, tastings of premium wines, and a full Tuscan lunch. Compared to larger, commercial wine tours, this one feels more personalized, thanks to small-group sizes and boutique wineries. Guests consistently mention how knowledgeable guides made the experience richer, providing insights into wine production, regional history, and local culture.

The chance to taste Brunello di Montalcino at its source, paired with a traditional meal, means you’ll walk away with memories—and bottles—that are hard to find elsewhere. Plus, the perfect combination of scenic drives, historical exploration, and gourmet food makes this a well-rounded day trip.

This tour is an excellent choice for travelers who want to experience Tuscany’s wine scene authentically. It’s especially suited for those who appreciate small-group experiences, quality wines, and local culture. The visits to family-run wineries, combined with a delicious homemade lunch, provide a taste of what makes the Brunello region so special.

If you’re after immersive tastings, beautiful scenery, and a relaxed pace, this tour checks all those boxes. The guides’ friendliness and knowledge make a significant difference, turning what could be a simple wine tasting into a memorable journey through Tuscany’s heart.

For the budget-conscious, it’s important to remember that this experience feels thoughtfully curated, not rushed, offering genuine insights and high-quality wines. It’s a fantastic way to get a meaningful taste of Italy’s famous wine heritage without the crowds or commercial feel.

What is included in the tour?
The tour includes transportation from Florence, guided visits to two family-run wineries, tastings of Brunello and Rosso di Montalcino wines, and a multi-course Tuscan lunch.

How long is the tour?
It lasts approximately 8 hours, starting at 9:00 am and ending back at the original meeting point around 5 pm.

Is there a minimum age requirement?
Yes, the minimum drinking age is 18 years old.

Can I choose a vegetarian lunch?
Yes, vegetarian options are available if you advise at the time of booking.

Is this tour suitable for all weather conditions?
Yes, it operates rain or shine, so dress appropriately for the forecast.

What is the maximum group size?
The tour is limited to 8 travelers, ensuring a more intimate experience.

Do I need to book in advance?
Yes, most travelers book around 36 days ahead, highlighting the popularity of this tour.

Can I cancel if plans change?
Yes, free cancellation is available if you cancel at least 24 hours before the tour.

This Brunello di Montalcino wine tour offers a balanced mix of scenic beauty, authentic wine experiences, and delicious food—perfect for those looking to connect with Tuscany’s rich traditions. Whether you’re a seasoned oenophile or a curious traveler, it’s a day well spent in Italy’s most famous wine-producing region.