If you’re someone who loves wine, Italy’s Tuscany region offers some truly memorable experiences. While there are plenty of ways to explore Tuscan vineyards, this small-group Brunello wine tour from Florence caught our eye as a well-rounded option. It promises a full day of scenic drives, expert insights, and, of course, plenty of wine tasting — all in an intimate setting limited to just 8 participants.
What really stands out is how this tour combines education with leisure. We love the chance to learn directly from the winery owners, getting an inside look at the winemaking process and tasting some of Italy’s most celebrated wines. Plus, the included traditional Italian lunch adds a lovely local touch. On the flip side, the long van rides—about four hours total—might be a stretch for some travelers, especially those sensitive to motion sickness. Still, for those who enjoy a relaxed, immersive experience in Tuscany’s beautiful hills, this could be just the ticket.
This tour is best suited for wine aficionados, curious travelers eager to learn more about Tuscan reds, and those comfortable with a full day on the road. It might not be ideal if you’re traveling with very young children or need accommodations for mobility issues, but overall, it offers a well-curated way to explore Montalcino’s renowned wine scene.
Key Points

- Intimate small-group experience: Limited to 8 people, ensuring personalized attention and a relaxed atmosphere.
- Expert-led visits: Guides and winery owners explain winemaking processes and tasting tips, offering valuable insights.
- Two winery visits: You get to explore cellars and meet proprietors—great for wine enthusiasts who want to go beyond just tasting.
- Authentic Tuscan lunch: A sit-down meal that complements the wine experience, highlighting regional flavors.
- Taste of Italy’s top wines: Includes Brunello di Montalcino DOCG and Rosso di Montalcino DOC, renowned worldwide.
- Long travel time: About 4 hours in total by van; perfect for those who enjoy scenic drives and don’t mind the journey.
The Detailed Experience

If wine interests you, we've examined these other wine experiences in Florence
Starting in Florence
The tour departs from Piazza dei Cavalleggeri, a central spot that’s easy to reach if you’re staying in Florence. The group heads out in a private van, which comfortably covers the scenic two-hour drive south through Tuscany’s rolling hills. If you’re someone who appreciates seeing the countryside change as you go, this is a real treat. The views of vineyards, olive groves, and medieval towns make the trip feel rewarding even before you arrive.
Arrival in Montalcino and First Winery Visit
Once you reach Montalcino, you’ll immediately sense the charm of this small hilltop town. It’s known for its world-famous Brunello di Montalcino, a wine with a long-standing reputation. The first winery visit is a highlight; here, you’ll meet the owner, who shares stories about the history of the estate and explains the winemaking process. This is where we loved the guides’ ability to make the experience both educational and engaging.
You’ll explore the cellar, see barrels aging, and get a behind-the-scenes look at how Brunello is crafted. The tasting session that follows is structured with guidance—you’re encouraged to understand what to look for, smell for, and taste in each glass. One reviewer mentioned, “We learned a lot about the wine from this region and had a great tasting experience,” which captures how valuable these insights can be.
Lunch in Montalcino
After the first winery, it’s time for a sit-down lunch at the winery. While some may find the meal minimal, it’s authentic and paired thoughtfully with the wines tasted so far. The focus is on regional flavors, offering a chance to savor local cheeses, cured meats, and bread—simple but satisfying. This meal provides a welcome break in the day and a chance to soak in the surroundings.
More Great Tours NearbySecond Winery and More Tasting
Post-lunch, the journey continues to a second winery, where you’ll meet another passionate proprietor. This visit usually lasts about two hours, giving ample time to learn about their specific production methods and taste different vintages. The second tasting includes Brunello di Montalcino DOCG and Rosso di Montalcino DOC, giving you a broader sense of the region’s offerings.
Participants have reported that guides are especially knowledgeable, with one reviewer praising their “clear explanations and useful examples.” This makes the tastings more than just sipping; they become a genuine learning experience.
- Cooking Class and Lunch at a Tuscan Farmhouse with Local Market Tour from Florence
- Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing
- Florence: Pasta Cooking Class with Unlimited Wine
- Skip the line: Uffizi and Accademia Small Group Walking Tour
- Uffizi Gallery Small Group Tour with Guide
- Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti
Return to Florence
The return trip takes another two hours, providing time to relax after a full day. Some travelers find this long drive a bit tiring, especially if they’re not fans of sitting in a van for extended periods. However, the scenic views and the feeling of having explored a beautiful corner of Tuscany tend to outweigh this.
What to Keep in Mind

While this tour offers a lot, some points are worth considering. First, the long van rides—about two hours each way—mean it’s less suitable for those prone to motion sickness or with mobility issues. The tour also doesn’t cater to children under 16, likely because of the focus on wine and the nature of the visits.
The price reflects the quality of experience—expert guides, private winery visits, and a full-day adventure—so it’s a good value for those wanting a comprehensive introduction to Brunello wine. That said, the lunch is described as minimal, so if you’re expecting a large meal, you might want to plan snacks for before or after.
Who Will Love This Tour?

If you’re eager to deepen your understanding of Tuscan wines and enjoy small, personal groups, this tour is a winner. It’s especially great for wine lovers who appreciate guided tastings and regional storytelling. The scenic drive and winery visits also make it appealing for those who want a more immersive experience beyond just tasting.
It’s not the best choice if you’re traveling with very young kids or need accommodations for mobility limitations. But if you’re looking for a relaxed, informative, and intimate way to explore Montalcino’s wine culture, this tour hits the right notes.
FAQ

- How long is the van ride? The total drive time is about four hours, split into two segments of approximately two hours each.
- Is this tour suitable for children? No, it’s not recommended for children under 16 due to the nature of wine tastings and winery visits.
- Are the guides knowledgeable? Yes, multiple reviewers praised the guides’ expertise and clear explanations.
- What wines will I taste? You’ll taste Brunello di Montalcino DOCG and Rosso di Montalcino DOC wines.
- Is lunch included? Yes, a traditional Italian lunch is part of the experience, though some found it minimal.
- Can I cancel? Yes, full refunds are available if you cancel at least 24 hours in advance.
- Is this tour good for a solo traveler? Absolutely, the small group environment makes it easy to meet others and enjoy a personalized experience.
- What’s the best time to go? Availability varies, but summer and early fall are popular for vineyard visits, thanks to good weather.
Montalcino: Small-Group Brunello Wine Tour from Florence
Final Thoughts

This small-group Brunello wine tour from Florence packs a lot into a single day. It offers opportunities to learn, taste, and appreciate Tuscany’s legendary wines in an intimate setting. The combination of knowledgeable guides, authentic winery visits, and regional cuisine makes it a well-rounded choice for those who want to get a genuine feel for Montalcino’s wine scene.
If you’re someone who values expert insights and personal attention, and you’re comfortable with a full day in transit, this tour is likely to satisfy. The scenic drive alone is worth the trip, and the chance to taste some of Italy’s best wines makes it a memorable experience. Just be prepared for the long van rides and modest lunch, and you’ll have a fantastic day exploring Tuscany’s wine heartland.
In essence, whether you’re a seasoned wine enthusiast or just curious about Italy’s most famous reds, this tour provides a friendly, informative, and delicious way to spend a day outside Florence. It’s perfect for travelers who enjoy a relaxed pace, meaningful conversations with passionate producers, and stunning Tuscan vistas.
You can check availability for your dates here:More Wine Tours in Florence
- Wine Tasting Activity at Chianti Rufina
- Private Tour to Siena and San Gimignano with Wine Tasting & Lunch
- Tour Tasting & platter at an Organic Winery – Panzano in Chianti
- Florence: Cooking Class and Wine Tasing in San Gimignano
- Tuscany Wine Tour : 2 Wineries & San Gimignano from Florence
- Florence: Wine Tasting and Lunch Experience
More Tours in Florence
More Tour Reviews in Florence
- Florence: Tuscany Truffle Hunt Culinary Adventure Tour
- Florence Day Trip: Pisa, San Gimignano and Siena with Lunch
- Florence: Climbing Tour of Brunelleschis Dome
- Florence Duomo Cathedral Skip-the-line Tour from Siena
- Florence: Pitti Palace Small Group Tour
- Forge your own wedding rings or friendship rings in Tuscany
More Florence experiences we've covered
- Florence Day Trip: Pisa, San Gimignano and Siena with Lunch
- Florence: Climbing Tour of Brunelleschis Dome
- Florence Duomo Cathedral Skip-the-line Tour from Siena
- Florence: Pitti Palace Small Group Tour
- Forge your own wedding rings or friendship rings in Tuscany
- Private Transfer from SMN Train Station to Florence
- Skip the line: Accademia Gallery small group tour
- Florence: Uffizi Skip-the-Line Ticket & Digital Audio Guide
- Wine Tasting Activity at Chianti Rufina
- Florence: Private Photoshoot
- Florence – Highligths Walking Tour
- Private 2-Hour Walking Tour of Accademia Gallery in Florence


