If you’re passionate about wine—or even just curious about Italy’s famed vineyards—this small-group tour of Montalcino’s Brunello country might be just what you’re after. Designed for those who prefer a more intimate experience, this tour offers a chance to taste top-tier wines, enjoy authentic Tuscan cuisine, and learn about the region’s wine-making secrets—all in a cozy setting with a maximum of eight travelers.
What really draws us in are the personalized touch of exploring two very different wineries and the chance to pair wine with a delicious Tuscan lunch. Plus, you won’t have to worry about driving yourself around, since transportation, a guide, and some insider insights are all included.
One thing to keep in mind is that children aren’t allowed on this tour, mainly because of the travel time from Florence—about two hours each way—and the focus on wine appreciation. So, it’s best suited for adult wine lovers wanting a relaxed, in-depth look at Brunello. If you’re after a small-group, high-quality tasting experience, this one could be a great fit.
- Key Points
- A Closer Look at the Itinerary and Experience
- Starting Point and Transport
- First Stop: The First Winery
- Second Winery: A Different Experience
- Lunch and Wine Pairing
- The Return Journey
- Why This Tour Stands Out
- Personal Touch and Expert Guidance
- Quality Over Quantity
- Stunning Scenery and Unique Wineries
- Authentic Tuscan Food Pairing
- Analyzing the Value
- Who Should Consider This?
- Final Thoughts
- Small-Group Brunello Wine Tour of Montalcino from Florence
- FAQ
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Key Points

- Intimate Group Setting: With a cap of just eight travelers, this tour offers personalized attention from guides and a relaxed atmosphere.
- High-Quality Tastings: Sample a range of wines including Rosso di Montalcino, Brunello di Montalcino, and Riserva, at two distinctive wineries.
- Authentic Tuscan Lunch: Enjoy a freshly prepared lunch paired with local wines, adding a culinary dimension to the experience.
- Expert Guides and Insights: Guides are praised for their knowledge, friendliness, and ability to make the experience both educational and fun.
- Beautiful Scenery: Expect stunning views of Tuscan countryside alongside your tastings.
- No Kids Allowed: Designed strictly for adults, perfect for wine enthusiasts or couples seeking a sophisticated escape.
A Closer Look at the Itinerary and Experience

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Starting Point and Transport
Your day begins at the Florence National Central Library, where you’ll meet your guide and small group. The journey to Montalcino takes approximately two hours in an air-conditioned minivan, which keeps the trip comfortable and hassle-free. Because the group is limited to eight, you won’t feel rushed or lost among crowds—this is all about quality over quantity.
First Stop: The First Winery
Once in Montalcino, your first visit is to a local winery where you’ll be warmly welcomed by the staff. Here, the real magic starts with a tour of their cellar, where you’ll see firsthand how Brunello is crafted. The staff love sharing their expertise, and you’ll get a peek behind the scenes of this treasured wine.
After exploring the cellar, you’ll settle into the tasting room for a structured tasting session. Expect to sample several wines, including Rosso di Montalcino, Brunello di Montalcino, and the Riserva, each showcasing different aging processes and complexities. Several reviews highlight how knowledgeable and friendly guides make the tasting both engaging and informative, often sharing stories that deepen your appreciation.
Second Winery: A Different Experience
Next, you’ll head to a second boutique winery that offers a different perspective on Brunello production. This is a great chance to compare styles, terroirs, and winemaking philosophies. Travelers consistently mention that the variety makes the experience richer and more memorable, with one reviewer noting: “The wines and information was totally what we were looking for; the views were spectacular and our lunch was delicious.”
Lunch and Wine Pairing
The highlight for many is the meal at the second winery—a fresh, Tuscan-style lunch designed to pair perfectly with the wines. Expect dishes that celebrate local ingredients, served in a setting that captures the rustic charm of the region. The reviews rave about the quality of the food and the thoughtful pairing, making this more than just a quick snack but a true taste of Tuscany.
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The Return Journey
After a leisurely afternoon of tastings, your guide will take you back to Florence, arriving around early evening. The small group setup ensures conversations flow easily, and you can share impressions and insights from the day.
Why This Tour Stands Out

Personal Touch and Expert Guidance
The reviews highlight guides like Andrea and Matteo, who are known for their warmth, knowledge, and sense of humor. Whether it’s Andrea’s relaxed style or Matteo’s extensive wine expertise, you’ll feel like you’re traveling with friends who truly care about sharing their passion.
Quality Over Quantity
This isn’t a rushed, crowded bus tour. The small group size allows for a more relaxed pace and personalized attention. You’ll have plenty of opportunities to ask questions and get tailored insights, making this experience especially valuable for serious wine lovers.
Stunning Scenery and Unique Wineries
While the focus is on wines, the setting doesn’t disappoint. Expect rolling hills, vineyards stretching as far as the eye can see, and charming boutique wineries that feel like hidden gems rather than tourist traps.
Authentic Tuscan Food Pairing
The lunch isn’t just an afterthought—it’s a true highlight, with dishes crafted to enhance your wine tasting experience. Many reviews mention that the meal and wine pairing was a perfect complement to the day’s adventures.
Analyzing the Value

At $412.70 per person, this tour isn’t cheap—but it’s packed with value if you’re interested in high-quality, personalized wine experiences. The inclusion of tastings, lunch, transportation, and a knowledgeable guide makes it worthwhile for serious enthusiasts. Plus, since reviews rave about the guides’ expertise and the quality of the wineries, you’re paying for a curated experience that’s often hard to find on your own.
Who Should Consider This?
This tour is ideal for couples, wine aficionados, or small groups who want a deeper dive into Brunello without the crowds. Since children aren’t permitted, it’s best suited for adults looking for a refined, educational outing. If you prefer a more relaxed, in-depth wine experience with a focus on high-quality wines and local cuisine, this tour hits the mark.
Final Thoughts

For those seeking a personalized, authentic taste of Montalcino’s renowned wines, this small-group tour offers a genuine connection to the region’s winemaking traditions. The combination of expert guides, stunning scenery, and delicious food makes it a memorable day out—perfect for wine lovers wanting a more intimate experience.
While it’s not suited for families or those traveling with children, if you’re a mature traveler eager to explore Brunello with a small group of fellow enthusiasts, this is a fantastic choice.
In the end, this tour isn’t just about drinking wine—it’s about enjoying the essence of Tuscany’s most celebrated winemaking region with knowledgeable guides and a relaxed, friendly vibe. Cheers to discovering the beauty behind every bottle.
Small-Group Brunello Wine Tour of Montalcino from Florence
“Our Guide Andrea was really competent, funny, entertaining and relaxed.”
FAQ

Is this tour suitable for children?
No, children are not allowed on this tour, mainly because of the travel time and the focus on wine tasting.
How long is the journey from Florence to Montalcino?
The trip takes approximately two hours each way in an air-conditioned minivan.
What’s included in the tour price?
The price covers transportation, wine tastings at two wineries, a Tuscan lunch, and an English-speaking guide.
Can I cancel this tour?
Yes, free cancellation is offered if you cancel at least 24 hours in advance. Cancellations less than that are non-refundable.
Is this tour suitable for people who don’t drink alcohol?
Since the focus is on wine tasting, this tour is best suited for those interested in wine. Non-drinkers might find it less engaging.
What kind of wines will we taste?
You’ll sample Rosso di Montalcino, Brunello di Montalcino, and Brunello Riserva, at two different wineries.
How many people are in the group?
The group is limited to a maximum of eight travelers, ensuring a more personalized experience.
Is lunch included?
Yes, a Tuscan lunch with wine pairing is included at the second winery.
What is the guide’s role during the tour?
Guides are knowledgeable, friendly, and entertaining, sharing insights about the wines, the region, and the winemaking process.
When does the tour start and end?
It begins at 9:00 AM at the Florence National Central Library and returns to the same location in the early evening.
If you’re craving a leisurely, in-depth exploration of Brunello wines with expert guidance and authentic scenery, this tour could be your ideal Tuscany adventure.
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