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Discover the authentic charm of Tuscany with this Chianti wine and olive oil tasting tour, including cellar visits and local food in a private setting.

This Chianti wine and olive oil tasting experience offers a genuine peek into Tuscany’s culinary traditions, set against the backdrop of a beautifully rustic farmhouse. Priced affordably at $35 per person and lasting just an hour, it’s a compact yet authentic way to enjoy some of the region’s best flavors without the fuss of a full day tour.
One feature that truly stands out is the intimacy of a private group setting, which makes this tour feel more personal and relaxed. We also appreciate the inclusion of a visit to historic cellars, giving a glimpse into centuries-old wine-making practices—something you rarely get on larger, more commercialized visits.
However, a possible consideration is the quality of the guide-led tasting—a few reviews pointed out that the actual tasting portion can vary in expertise, which might impact the overall experience. Still, if you’re a wine lover seeking a straightforward, local experience, this tour is well worth considering. It’s especially suited to those who want an authentic, behind-the-scenes look at Tuscan wine and olive oil production in a relaxed, intimate environment.

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You’ll meet at the picturesque Fattoria Santa Stefano in Greve in Chianti, a location that immediately transports you into Tuscany’s rustic allure. The farm’s owner begins the tour with a warm introduction, sharing stories about the farm’s history and architecture. This initial part is actually quite engaging; the owner’s knowledge about the buildings’ construction and local agricultural traditions adds depth to the experience.
The highlight for many is the visit to the farm’s large wine cellar, which features stainless steel and cement tanks used for fermentation. It’s interesting to see the modern side of wine production, and you can almost feel the buzz of activity as the tanks work their magic.
The real charm, however, lies in the 18th-century cellar, a small, rustic space home to French oak barrels. Here, the wine remains for about six months to develop its character, and you’ll find large barrels used for aging Chianti. The cellar also houses Vinsanto, a sweet amber wine made for dessert, giving you a taste of how tradition influences flavor profiles.
The tasting segment is straightforward but satisfying—local wines and extra-virgin olive oil are presented in a cozy farm shop, along with some regional snacks. The quality of the products is notable; reviewers have expressed delight at the delicious wines and fresh, tasty olive oil. One guest mentioned they were surprised by the delicious food shared during the tasting, which added a satisfying, communal touch.
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The tour is private, meaning you get undivided attention, which enhances the experience significantly. The guide speaks both English and Italian, making it accessible for international visitors. The entire experience lasts about an hour, making it perfect for travelers with tight schedules or those who prefer a brief, yet meaningful, visit.
Reviews reflect a mix of high praise and candid feedback. Many loved the knowledgeable guides, the stunning views, and the excellent selection of wines and olive oils. One reviewer appreciated wandering around the property afterward, describing it as a “beautiful property” that beckons further exploration.
However, some found the tasting segment less engaging, citing that their guide seemed less knowledgeable during the tasting or that they felt left alone for long stretches. This highlights the importance of a passionate guide to truly elevate the experience.
At $35, this tour offers solid value, especially considering the private setting and the quality of tastings. It’s not a comprehensive vineyard tour, but rather a focused, authentic taste of Tuscan wine and olive oil traditions. For curious travelers eager to learn about local production without a hefty price tag, this is a good pick.

If you’re craving an authentic Tuscan farm experience with personal attention, this tour hits the mark. It’s ideal for visitors who want to understand local food and wine production on a small, manageable scale—no overwhelming bus crowds or commercial stops.
Wine and olive oil lovers will appreciate the opportunity to taste regional specialties that are often difficult to find elsewhere. The historical cellars offer a glimpse into centuries-old wine-making, making it a more meaningful visit than just sampling bottles at a store.
Those seeking a relaxing, intimate experience with a family-run feel will find this spot charming. Plus, the scenic farm and views are a bonus for anyone seeking a peaceful break in the countryside.

This experience is best suited to travelers interested in local food and wine culture, especially those who value small-group, authentic encounters. It’s also great for visitors with a limited schedule who want a quick but substantial introduction to Chianti’s flavors. If you’re looking for a guided, educational experience with some beautiful scenery, this tour ticks those boxes.

Is transportation included?
No, transportation is not included, but it can be booked as an add-on if needed.
How long does the tour last?
The experience lasts approximately 1 hour, making it a short but sweet insight into Tuscan wine-making.
What language is the tour conducted in?
The tour guide speaks both English and Italian, so language barriers are unlikely.
Is this a private tour?
Yes, it’s a private group experience, allowing for a more personalized and relaxed atmosphere.
What should I wear?
Comfortable shoes are recommended, especially since you’ll be walking through cellar areas and farm grounds.
Can I buy products after the tasting?
Yes, the farm has a small wine shop where you can purchase bottles of their wines and olive oils.

This Chianti wine and olive oil tasting tour offers an authentic, intimate glimpse into Tuscany’s essential food traditions. With a knowledgeable host, scenic farm setting, and a focus on quality local products, it provides a worthwhile experience for those interested in regional cuisine and history. The private setting means you’ll enjoy personalized attention and a relaxed atmosphere, perfect for couples, small groups, or solo travelers wanting a taste of Tuscany’s culinary soul.
While the tasting segment can vary depending on the guide, overall, visitors consistently praise the high-quality wines, the beautiful surroundings, and the friendly, family-owned vibe. It’s a wonderful way to deepen your appreciation of Chianti’s flavors without the fuss of large tours or expensive excursions.
If you’re seeking a short, genuine, and value-packed exploration of Tuscany’s vinicultural and olive oil heritage, this tour is a practical choice. It’s especially suited for curious, food-loving travelers who want an authentic experience in a stunning setting.
Remember, this experience is a brief but meaningful introduction to the region’s culinary traditions—perfect for adding a flavorful chapter to your Tuscan journey.