Montalcino is a prime spot for food lovers who want to taste the authentic flavors of Tuscany. This region’s reputation for robust wines and high-quality olive oils makes it a natural choice for culinary exploration. Among the many options, we especially like a couple of tours that go beyond just tasting—offering immersive experiences that connect you with local producers and traditions. For example, the Guided Tour of the Olive Grove and Food Tasting in Seggiano is a great way to see how extra virgin olive oil is made while enjoying spectacular views of a historic village. The other highlight is the Gourmet Wine & Food Tasting in Montalcino, which combines wine and food in an elegant setting. Both tours offer a taste of Tuscany’s culinary artistry but do so in very different ways, appealing to different types of food travelers.
In this list, we’ve gathered the top food tours in Montalcino: one focusing on organic olive oil production with a scenic walk, and another offering a sophisticated wine and gourmet bites experience. Whether you want a hands-on farm visit or a refined tasting, these options give you a real taste of the region’s food culture. Let’s dig into the details of each so you can choose the best fit for your trip.
1. Seggiano: Guided Tour of the Olive Grove and Food Tasting

At number one, this tour takes you through a working olive grove in Seggiano, where you’ll learn about sustainable olive oil production. The tour lasts about 2 to 2.5 hours, giving you enough time to appreciate the countryside and understand the “farm-to-table” process firsthand. The owner, Elena, guides you through the steps from harvesting to pressing, sharing her family’s traditions and the nuances of producing high-quality EVO oil.
What makes this experience stand out is its authenticity—it’s a real family-run operation, not a tourist trap. The views of the medieval village of Seggiano are stunning, providing a perfect backdrop as you walk through scenic paths. The tour includes a tasting of organic olive oil, allowing you to savor the fresh, peppery flavor that distinguishes Tuscan extra virgin olive oil. The reviews are glowing, with many praising Elena’s passion and knowledge. One reviewer said, “It was a wonderful tour held by Elena! We learned so much — didn’t even know olive oil is such a complex matter.”
Bottom line: This tour offers an engaging, hands-on look at how Tuscan olive oil is made, with plenty of opportunities to taste excellent, organic product. It’s ideal for travelers interested in sustainable agriculture and authentic farm experiences.
2. Montalcino: Gourmet Wine & Food Tasting

At number two, the Gourmet Wine & Food Tasting is a shorter, 1.5-hour experience focused on Brunello di Montalcino, Tuscany’s most famous wine. Held at the Corte Pavone Winery, this tour features a tasting of six different Brunellos, each paired with specially curated gourmet bites. It’s a refined, intimate setting where you’ll learn what makes Brunello unique—its aging process, grape selection, and regional specifics.
What makes this tour stand out is the focused pairing of wine and food. Your guide explains the wine-making process and the characteristics of each vintage while you enjoy bites designed to complement the wines perfectly. The experience is best suited for those who want a sophisticated tasting and enjoy learning about wine pairings. The reviews mention the delicious gourmet bites and the opportunity to sample a variety of Brunellos.
The tour is ideal if your time in Montalcino is limited but you want a high-quality, educational experience. It’s worth noting that children under 18 are not allowed, making it better suited for adult wine enthusiasts.
Bottom line: For travelers who want to indulge in Tuscany’s most renowned wine with expert guidance and gourmet bites, this is an excellent choice. It combines regional wine expertise with a luxurious tasting experience.
How to Choose
When deciding between these two food tours, consider what experience appeals most to your interests. If you’re curious about olive oil production, enjoy scenic walks, and want a farm-to-table feel, then the Seggiano olive oil tour fits perfectly. It’s an educational, authentic look at one of Tuscany’s key ingredients.
On the other hand, if you prefer wine tasting and want to savor multiple Brunellos paired with gourmet bites, then the Montalcino wine and food experience offers a more refined, seated tasting in an elegant setting. It’s great for those who want to deepen their understanding of Tuscan wines.
Consider your schedule: the olive oil tour takes longer and involves walking, making it ideal for a full morning or afternoon. The wine tasting is shorter and perfect if you’re tight on time or want a more relaxed, seated experience.
If you’re undecided, booking early is wise, especially in peak season, as both tours are popular. Think about your interests—whether it’s farm life or fine wines—and choose the experience that best matches your trip’s theme.
Final Thoughts
Montalcino offers a wealth of culinary experiences that go well beyond just tasting. Whether you opt for the immersive olive oil tour in Seggiano or the sophisticated gourmet wine tasting at Corte Pavone, you’ll walk away with a deeper appreciation for Tuscan food culture. The olive oil experience gives you a behind-the-scenes look at sustainable practices, while the wine tour offers a taste of Tuscany’s legendary wines paired with exquisite bites.
For a well-rounded trip, consider combining one of these tours with a visit to local wineries or a stroll through Montalcino’s historic streets. Booking ahead, especially during busy months, can help ensure you get the experience you want. Either way, these tours promise a delicious slice of Tuscany—so get ready for flavorful memories.



