If you’re after a genuine taste of Tuscany, this Wine & Oil Tasting Experience offers a wonderful peek into local family traditions. It’s a tour designed for those who want more than just wine — you get to explore a working vineyard, see how their famous Vin Santo is made, and sample a range of organic olive oils alongside cheeses and cured meats.
Two things we love about this experience are the personalized touch from a family-run winery and the opportunity to taste six different wines. The setting feels relaxed and authentic, making the whole visit feel more like you’re catching up with friends rather than sitting through a stiff tour. On the flip side, a possible consideration is that this experience doesn’t include hotel pickup, so you’ll need to get there on your own, which might be an extra step for some travelers.
This tour suits anyone who appreciates good wines, enjoys learning about traditional production methods, and wants to enjoy the Tuscan countryside without the fuss of large groups. It’s especially appealing if you’re seeking a relaxed, friendly atmosphere where you can really savor local flavors.
- Key Points
- What to Expect from the Experience
- The Tour Itself
- The Tasting
- The Overall Experience
- Value for Money
- The Small Details That Matter
- Practical Tips for Visitors
- Who Should Consider This Tour?
- The Sum Up
- Wine & Oil Tasting Experience
- FAQ
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- More Food & Drink Experiences in Arezzo
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Key Points

- Authentic family-run vineyard providing a personal and relaxed experience
- Six wines tasted, including Vin Santo, rosé, white, and reds
- Organic extra virgin olive oil tasting included, plus local cheeses and salami
- Flexible scheduling with multiple time slots to fit your day
- No hotel pickup, so plan your transportation accordingly
- Guided tour of the vineyard, cellars, and Vin Santo area
What to Expect from the Experience

This private tour, offered by the Gabriele Mazzeschi Winery, is designed to give you an up-close look at Tuscan wine-making traditions. The meeting point is in Castiglion Fiorentino, a charming walled town, and the experience lasts between one to three hours — enough time to enjoy a leisurely tasting without feeling rushed.
Planning more time in Arezzo? We've covered other experiences worth considering.
The Tour Itself
Once you arrive at the winery, you’ll be welcomed into a family-run operation with a long history of producing fine wines and local delicacies. Weather permitting, the tour begins outdoors with a walk through the vineyard, where your guide will explain the cultivation of their organic grapes. It’s a chance to see the landscape that influences the wines, and many reviews mention how stunning the views are, making this more than just a tasting, but a visual treat as well.
Next, you’ll explore the cellar areas, where the family’s wine is stored and aged. The opportunity to see where the magic happens — from fermentation tanks to the oak barrels for Vin Santo — adds a layer of authenticity that’s often missing in larger, commercial wineries. One reviewer noted, “La visite était vraiment très agréable. Sofia était gentille, répondait à nos questions avec patience et nous a fait découvrir les excellents produits de la famille.”
The Tasting
The highlight of the tour is, of course, the tasting. Expect to sip six different wines, including a Vin Santo, which is a local specialty and one of the more sought-after drinks in Tuscany. Alongside the wines, you’ll sample estate-produced organic extra virgin olive oil, which many guests find surprisingly flavorful and smooth.
Adding to the experience are locally sourced cheeses, salami, and other small bites, which truly elevate the tasting. One reviewer mentioned, “Our guide was so fantastic! The wine was delicious and the food was great too,” emphasizing how much the food complements the drinks and adds to the convivial atmosphere.
The Overall Experience
Guests consistently mention the warmth of the guides, particularly Sofia, who makes everyone feel like part of the family. The casual ambiance is appreciated, with one review describing it as “very casual which felt like we were with family.” The size of the group is typically small — a maximum of 20 travelers — allowing for personalized attention and plenty of questions.
Value for Money
At just under $24 per person, the cost is very reasonable considering the depth of the experience. You’re paying not only for the tastings but for the chance to understand the craftsmanship behind these products. Given the reviews praising the high-quality wines, the friendly guide, and the authentic setting, most guests feel they get excellent value.
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The Small Details That Matter

One of the things that makes this tour memorable is the expert guidance. Multiple reviews talk about how knowledgeable and patient the guides are, answering all questions with enthusiasm. It’s clear that the family is proud of their work, and that pride shines through in the tasting and the tour.
The flexibility in scheduling is another plus. With several time slots available, you can fit this experience into your day without having to rearrange your plans. Plus, the mobile ticketing option makes it easy to book and manage your reservation.
Practical Tips for Visitors
Since there’s no hotel pickup included, plan your transportation to Castiglion Fiorentino. The meeting point is at Via Santa Lucia, which is straightforward to reach by car or public transport from nearby towns. Wear comfortable, smart casual clothing, especially if you want to enjoy the outdoor parts of the tour — the weather can influence what you see.
If you’re traveling with someone under 18, note that the minimum drinking age is 18, but children sharing with adults can enjoy the experience free of charge. That makes it a flexible option for families or groups with kids.
Who Should Consider This Tour?

This wine and oil tasting is perfect for travelers who want an authentic slice of Tuscany without the crowd or commercial feel. If you appreciate well-made wines, enjoy understanding how they’re produced, and love tasting local foods, you’ll likely find this experience rewarding. It’s especially suited for those who enjoy relaxed, friendly tours rather than scripted or overly formal visits.
Anyone interested in organic products will appreciate the emphasis on estate-grown olive oil and grapes. It’s also a great option if you’re looking to add a memorable, hands-on experience to your travel itinerary near Arezzo.
The Sum Up

The Wine & Oil Tasting Experience near Arezzo offers a genuine, warm introduction to Tuscan family traditions. With a knowledgeable guide, excellent wines, and a relaxed atmosphere, it’s a treat for anyone wanting to deepen their appreciation for local products. The combination of vineyard exploration, cellar visits, and tasting local delicacies makes for a well-rounded experience.
It’s best suited for those who are curious about wine-making, enjoy casual atmospheres, and want to taste authentic regional flavors. The reasonable price point, combined with the small group setting, provides good value while ensuring a personal touch.
If you’re after an intimate look at Tuscan wine culture, this tour is a solid choice. Just be prepared to arrange your own transport, and you’ll leave with a full belly and maybe a new favorite wine or two.
Wine & Oil Tasting Experience
“Our guide was so fantastic! The wine was delicious and the food was great too. One of my favorite nights of the trip.”
FAQ

Is hotel pickup included?
No, hotel pickup isn’t included. You’ll need to get to the meeting point at Via Santa Lucia in Castiglion Fiorentino.
How long does the tour last?
The experience lasts approximately 1 to 3 hours, depending on the group and how much time you spend tastings and exploring.
What wines will I taste?
You’ll sample six wines, including a Vin Santo, a rosé, a white, and three reds, providing a nice variety to enjoy.
Are food tastings included?
Yes, you’ll get to taste cheese, salami, and estate-produced organic extra virgin olive oil alongside the wines.
Can I cancel if my plans change?
Yes, the tour offers free cancellation up to 24 hours in advance for a full refund.
Is this experience suitable for children?
Children sharing with two paying adults can attend for free, but the minimum drinking age is 18.
What should I wear?
Smart casual is recommended. If you plan to walk through outdoor vineyard areas, bring comfortable shoes and dress appropriately for the weather.
Is this experience family-friendly?
While it’s not specifically geared to kids, children can enjoy the relaxed environment, especially if they’re sharing with adults.
How many people will be in the group?
The maximum is 20 travelers, which fosters a friendly, intimate environment.
This tour really captures the spirit of Tuscan hospitality and craftsmanship without being overly formal. For anyone eager to taste genuine local products and learn about traditional wine-making, it’s a pretty charming way to spend a few hours.
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