Imagine wandering through rolling vineyards, tasting world-class wines, and understanding the craftsmanship behind Tuscany’s famed olive oils—all within an authentic farmhouse setting. That’s exactly what this Chianti wine and olive oil tasting tour offers, and it’s a fantastic way to connect with the region’s culinary soul without breaking the bank.
While the tour is just an hour long, it manages to pack in enough charm, flavor, and insight to leave you feeling genuinely inspired—and perhaps a little more knowledgeable about what makes Chianti so special. Our review zeroes in on the highlights, the value, and what you should keep in mind before booking.
Three things we love about this experience: the rustic charm of the farmhouse, the intimate cellar visits, and the chance to taste a variety of local products that you’d struggle to find as fresh elsewhere. The only potential downside? The tasting portion can feel a bit rushed if your guide isn’t as engaging, but this is rare and easily overlooked given the overall quality.
This tour is perfect for those wanting a quick but meaningful peek into Tuscany’s wine and olive oil traditions—great for first-timers, couples, or small groups craving an authentic, relaxed experience.
Good To Know

- Authentic Setting: The rustic farmhouse atmosphere immerses you immediately in the Tuscan countryside vibe.
- Insightful Tour: Learn about the region’s food and wine production from knowledgeable guides.
- Historic Cellars: Visit an 18th-century cellar with barrels of French oak aging Chianti and Vinsanto.
- Tastings: Enjoy a curated sampling of local wines and extra-virgin olive oil, complemented by regional snacks.
- Value for Money: At $35 per person, this is a budget-friendly way to explore Tuscany’s culinary traditions.
- Limited Duration: The one-hour tour is fast-paced but perfect for those with tight schedules or as an introduction to the area.
A Deep Dive into the Experience

Enjoying the local flavors? More Siena food experiences we've written about
An Intimate Introduction to Fattoria Santa Stefano
Starting at Fattoria Santa Stefano, the tour kicks off with a warm welcome and a quick overview of the farm’s history and architecture. Expect the guide to share stories about the farm’s evolution and its role in local food production. This initial part sets a friendly, inviting tone, making you feel connected to the land and its traditions.
Exploring the Cellars: From Modern to Historic
One of the tour’s highlights is the visit to the farm’s large wine cellar. Here, stainless steel and cement tanks ferment the grapes into Chianti wines you’ll taste later. This part offers a glimpse into modern winemaking processes, with the guide explaining how fermentation tanks influence flavor profiles.
Moving to the 18th-century cellar is where the scene turns truly atmospheric. The rustic space houses large French oak barrels where wine ages for around six months, developing its character. It’s also the home of the Vinsanto barrels—an amber-colored dessert wine with a connoisseur’s appeal. The sense of history here really comes alive, and many reviewers mention how special it is to see centuries-old barrels still in use.
Olive Oil and the Orciaia
Next, you’ll visit the Orciaia, the farm’s impressive olive oil storage. This area is where extra-virgin olive oil is kept after pressing, giving you a clear idea of the production process. Seeing the oil stored in traditional containers adds a layer of authenticity that sets this tour apart from more commercialized tastings.
More Great Thing To Do NearbyTasting Experience: Local Flavors in Every Drop
The tasting takes place in the small wine shop, where you get to sample multiple local wine varieties and fresh extra-virgin olive oil. Expect a selection of varieties that showcase the farm’s craftsmanship and regional terroir. The experience is complemented by regional snacks, which many reviews describe as “delicious” and “unexpectedly good”—a testament to the farm’s knack for pairing.
Reviewers highlight the quality of the wines and oils — one reviewer calls the products “wonderful,” and another mentions the “extensively educational” aspect of the tasting. The guide’s explanations help you understand what makes each variety unique, and the approachable nature of the tasting means you can truly appreciate the flavors.
Interested in wine? More Siena vineyard visits we've reviewed
- From Siena: Chianti and Castles Tour With Wine Tastings
- From Siena: Brunello Di Montalcino Guided Wine Tour W/ Lunch
- A Brunello Cooking Class With Vineyards View Winery
- Brunello Di Montalcino Wine Tour of 2 Wineries With Pairing Lunch
- Vespa Tour With Lunch&Chianti Winery From Siena
- Chianti and Castle Small Group Tour From Siena With Wine Tasting
Practical Details and Considerations
The tour lasts about an hour, which makes it manageable for travelers with tight schedules but still enough time for meaningful insights. It’s a private group, ensuring personalized attention and a relaxed environment. The tour is offered in English and Italian, with guides who are knowledgeable and friendly—though, as some reviews note, the quality of guiding can vary, especially during the tasting portion. One guest mentioned being left alone for long stretches, which suggests that a more engaged guide enhances the experience significantly.
Cost-wise, $35 per person represents excellent value, considering the quality of the products and the exclusive nature of the visit. Keep in mind, transportation isn’t included, so if you’re staying outside Greve in Chianti, plan accordingly or arrange an add-on.
Who Will Love This Tour?
This experience is ideal for foodies and wine lovers seeking an authentic taste of Tuscany without excessive fuss. It’s also perfect for those interested in the production process—whether you’re a beginner or a seasoned connoisseur—and anyone wanting a relaxed, intimate setting. If you prefer large group tours or more extensive tastings, this might not be the best fit, but for a private, focused experience, it hits the mark.
Final Thoughts on Value and Experience

This tour strikes a compelling balance between affordability, authenticity, and education. The small-scale setting, combined with detailed cellar visits and tastings, offers a genuine connection to Tuscany’s culinary traditions. While the duration is brief, the depth of insight and quality of products make it a worthwhile addition to any Tuscany itinerary.
It’s especially suited for those who appreciate a more personal experience rather than large, commercial tastings. The farm’s atmosphere, coupled with its family-owned charm, makes it feel like visiting a friend’s countryside home—if your friend was also a wine and olive oil expert.
If you’re looking for a quick, memorable introduction to Tuscany’s wine and olive oil heritage, this tour offers an authentic, value-packed experience that will leave you with new knowledge—and perhaps a new appreciation for Chianti’s beloved products.
FAQ

Is transportation included? No, transportation is not included but can be booked as an add-on if needed.
How long is the tour? The tour lasts approximately 1 hour, making it easy to fit into a busy day.
What should I wear? Comfortable shoes are recommended since you’ll be walking through the farm and cellar areas.
Is this a private or group tour? It’s a private experience, ensuring personalized attention.
Are guides available in multiple languages? Yes, guides speak both English and Italian.
Can I visit if I don’t speak Italian? Absolutely, the tour is designed to accommodate English speakers as well.
What is included in the tasting? You will sample local wines, extra-virgin olive oil, and regional snacks.
Is the experience suitable for children? The tour is geared toward adult guests, especially since it involves tastings and cellar visits. Check with the provider if bringing children.
To sum it up, this Chianti wine and olive oil tour offers a taste of Tuscany’s authentic rural traditions in a beautifully rustic setting. It’s best suited for those who want a relaxed, intimate experience with knowledgeable guides, quality products, and a touch of history—all at a very approachable price point. Whether you’re a wine enthusiast, a curious traveler, or a lover of good food, this tour promises a memorable slice of Tuscan life.
You can check if your dates are available here:More Food & Drink Tours in Siena
More Tours in Siena
- Siena: Chianti Half Day Small Group Tour
- Siena: Guided Tour of the City and Cathedral in Italian
- Siena: City tour with entrance to the Duomo and panoramic view of the city
- Siena: Walking Tour and Skip-the-Line Duomo Tickets
- Siena: Contrade Walking Tour with Contrada Museum Entry
- Siena: Interactive Walking Riddle Hunt Tour
More Tour Reviews in Siena
- Cured Meat & Olive Oil Tasting & Visit near Pisa & Livorno
- Siena: Chianti Half Day Small Group Tour
- Siena: Papesse Palace Entrance Ticket with Panorama
- Siena: guided visit of the Cathedral with Opa Si Pass
- Siena: Guided Tour of the City and Cathedral in Italian
- Siena: City tour with entrance to the Duomo and panoramic view of the city
Looking for something different? Other Siena activities we've written about
- Cured Meat & Olive Oil Tasting & Visit near Pisa & Livorno
- Siena: Chianti Half Day Small Group Tour
- Siena: Papesse Palace Entrance Ticket with Panorama
- Siena: guided visit of the Cathedral with Opa Si Pass
- Siena: Guided Tour of the City and Cathedral in Italian
- Siena: City tour with entrance to the Duomo and panoramic view of the city
- Siena: Walking Tour and Skip-the-Line Duomo Tickets
- Siena: Contrade Walking Tour with Contrada Museum Entry
- Siena: Italian Opera Concert with Artists Meet & Greet
- Siena: Interactive Walking Riddle Hunt Tour
- Siena: Wine tasting Experience with Tuscan Sparkling Wines
- Siena: Chocolate Tasting Experience
