If you’re dreaming of savoring fine Italian wines amidst the rolling hills of Tuscany, this guided tour from Florence to Montalcino offers a compelling way to do it. Designed for wine lovers and curious travelers alike, it promises an intimate look at boutique wineries specializing in biodynamic Brunello di Montalcino, paired with a hearty Tuscan lunch. Without a doubt, this experience is as much about the scenery and culture as it is about the wine.
What we really appreciate about this tour are its small-group format, ensuring personalized attention and a relaxed vibe, and the opportunity to explore biodynamic wines straight from the barrel. Plus, visiting two different wineries means you get a broader taste of the region’s offerings. The only caveat? It’s not suited for children under 18, and it involves a full day of activity, so be prepared for a fair bit of walking and driving.
This tour is ideal for those who want to enjoy authentic Tuscan flavors, learn about sustainable wine practices, and prefer a more personalized, less crowded experience. If you’re a fan of wines, history, and scenic drives, this could be right up your alley.
Key Points

- Intimate experience with a maximum of 8 travelers ensuring personalized guidance
- Two wine tastings at boutique wineries specializing in biodynamic Brunello
- Authentic Tuscan lunch included, paired with wine samples
- Visiting historic sites like the Fortezza di Montalcino and UNESCO-listed Val D’Orcia
- Expert guides who are knowledgeable and friendly, enhancing the visit
- Comfortable transport in air-conditioned minivans through scenic routes
Why You’ll Love This Tour
From the moment we read about it, what stood out was how this tour balances wine education with a genuine local experience. You’re not just tasting wines; you’re learning about biodynamic practices—a farming method that’s more eco-conscious and often results in more expressive wines. Having a guide who is well-versed in wines and the region makes a significant difference, as you’ll get insights that you simply can’t get from a tasting menu alone.
The tour’s itinerary hits all the highlights, starting with a scenic drive crossing Chianti into Siena, followed by visits to key historical sites and some of the most beautiful wineries in the area. And let’s not forget, the small-group size means you get a more relaxed, friendly atmosphere, perfect for asking questions and soaking it all in.
Planning more time in Florence? We've covered other experiences worth considering.
The Itinerary Breakdown
The day kicks off early, with a meeting point at Piazza Torquato Tasso in Florence. From there, you’ll travel in a comfortable air-conditioned minivan. The first stop is in the Val D’Orcia, a UNESCO World Heritage site known for its breathtaking landscapes—a perfect photo opportunity and a chance to stretch your legs. We loved the way the lush hills and medieval towns create such a quintessential Tuscany scene.
Next, you’ll visit the Fortezza di Montalcino, a fortress built to defend the town in medieval times. It’s a quick stop, but enough to give you a sense of the area’s history. Then, the focus shifts to wine. You’ll tour two boutique wineries, each with its own character and approach, especially the first one, which is renowned for its biodynamic wine-making.
Visiting the Wineries
The first winery’s cellar is often highlighted as one of the most stunning in Chianti Classico, providing a visual treat that complements the tasting experience. You’ll learn how biodynamic wines are crafted — an approach that emphasizes organic farming and lunar cycles, which adds a fascinating dimension to the tasting. The guide, often described as very knowledgeable, will help you understand what makes these wines unique.
Sampling straight from the barrel gives you a real sense of the wine’s potential, and the variety of DOCG and DOC wines on offer helps you appreciate the range of flavors in the region. The second winery continues the experience with more tastings and a chance to eat Tuscan fare in a relaxed setting, rounding out the day perfectly.
The Lunch Experience
The included Tuscan lunch is more than just a meal; it’s a cultural highlight. Expect traditional dishes that pair beautifully with the wines. The experience is engaging but not rushed, giving you time to savor each bite and sip. If you have specific dietary needs, such as vegetarian options, it’s best to specify ahead of time.
Scenic and Cultural Highlights
Beyond the wineries, the tour’s stops at Siena’s old city walls and other historic sites add depth to the day, giving you a taste of Tuscany’s rich past. The views of the Chianti and Val D’Orcia landscapes are consistently praised in reviews, making this a visual feast as well as a culinary one.
- 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
Practical Details and Value
The tour costs around $473.54 per person, which might seem steep at first glance. But considering the included transportation, guided tastings, and lunch, it’s quite fair for an all-day experience, especially in a boutique setting. The small-group size means more personalized attention, which many travelers find worth the price.
Keep in mind that you’ll need to book about six days in advance, and since the activity is limited to just 8 travelers, securing a spot can fill up quickly, especially during high season.
Who Is This Tour Best For?

If you’re someone who enjoys learning about wine beyond just tasting, this trip offers a genuine educational component. It’s also perfect if you love scenic drives through Tuscany’s iconic landscapes, and want to experience authentic, small-batch wines that you might not find elsewhere. Because of the walking and driving involved, it suits travelers who are comfortable with a full day on the move.
While families with older teens might enjoy it, the minimum age is 18, so it’s not for the younger crowd. And if you’re looking for a super relaxed, less structured experience, this tour’s guided approach might feel a bit formal.
Final Thoughts

This small-group tour to Brunello di Montalcino’s biodynamic wineries offers a well-rounded taste of Tuscany’s wine and culture. It combines scenic beauty, historical sites, and exceptional wines into one memorable day. The personalized guides and exclusive visits make it stand out from larger, more generic tours.
It’s particularly well-suited for wine enthusiasts, those interested in sustainable farming practices, or anyone wanting a deeper connection to Tuscany beyond the typical tourist spots. The included lunch and the chance to sample wine straight from the barrel make it a flavorful, immersive experience.
If you’re after a specialized, intimate day that balances education, scenery, and fantastic wine, this tour deserves a serious look. Just remember, it’s a full day out—so come prepared for a bit of walking, some driving, and plenty of indulgence.
Brunello di Montalcino, small biodynamic wineries
“Simone was our guide. He was very knowledgeable about the wines. Both wineries we visited were beautiful”
FAQs

Is hotel pickup included in this tour?
No, the tour starts at Piazza Torquato Tasso in Florence. You’ll need to plan your own transportation to the meeting point.
How many people will be in the group?
A maximum of 8 travelers means a small, intimate group where you’ll get more personalized attention from your guide.
Can I join this tour if I don’t drink wine?
While wine tastings are a key part of the experience, the focus on biodynamic wines and the scenic journey might still appeal to you, but be aware that the tastings are a central feature.
What’s the best way to dress?
Smart casual is recommended, especially since you’ll be visiting wineries and historic sites. Comfortable shoes for walking are a good idea.
Are children allowed?
Children under 18 are not permitted on the tour, as it involves wine tastings.
What is included in the price?
The price covers transportation, two wine tastings, a Tuscan lunch, a driver/guide, and fuel surcharge.
Can I cancel if my plans change?
Yes, cancellations are free if made at least 24 hours before the tour. Less notice means no refund.
In the end, if you’re looking for a rich, authentic taste of Tuscany’s wine culture, this tour offers a thoughtful, high-quality package. It’s perfect for travelers who want to go beyond the typical tourist trail and really get a sense of the region’s soul — all while enjoying stunning scenery and delicious wine.
More Tour Reviews in Florence
More Florence experiences we've covered
- Hot Air Balloon ride in the Chianti Valley Tuscany
- From Florence: Tuscany Vespa Tour with Lunch & Wine
- Palazzo Gucci Florence Entry Ticket with Priority Access
- Florence: Uffizi, David Tour & Gelato with Art Historian
- Bike Tour of Florence
- Florence: Countryside Tour with Wine Tasting & Pasta Class
- Florence: Chianti E-Bike Tour with Wine Tasting and Lunch
- Exclusive Early Morning Uffizi: Semi-Private with Private Option
- Florence: Vintage Fiat 500 Tour with Chianti Winery & Lunch
- Florence Premium E-Bike Tour + Photo Shoot and Tastings
- Florence: Venchi Chocolate Tasting and Workshop
- Florence: The Medici Family Guided Walking Tour


