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Discover a unique wine tasting tour in Arezzo's historic center, featuring authentic Tuscan wines, local delicacies, and a cozy, small-group atmosphere.
Imagine sipping on glasses of vibrant Chianti in the heart of a medieval Italian city, surrounded by centuries-old buildings and narrow cobbled streets. This wine tasting experience in Arezzo’s historic center offers just that—an unexpected delight that combines history, local flavors, and genuine craftsmanship. It’s a chance to enjoy quality Tuscan wines without leaving the city’s main square, making it perfect for those who want a taste of Italy’s wine heritage without hopping between vineyards.
One of the things we love about this experience is how it manages to be both intimate and educational, thanks to friendly guides like Simona, who explains each wine in detail. Plus, the pairing of wines with traditional Tuscan bites like bruschetta and truffled popcorn elevates the experience to something far more memorable than just a tasting. However, a consideration worth noting is that the experience is limited to small groups—meaning it can fill up quickly, and booking in advance is recommended.
This tour suits travelers who enjoy authentic, relaxed experiences with a focus on local culture. Whether you’re a wine enthusiast or a curious traveler wanting to learn about Tuscan flavors, this activity offers a genuine taste of Italy’s wine and culinary traditions in a lively city setting.


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The tour begins in Via Borgunto, Piazza Grande, Arezzo’s iconic main square. This is a major highlight, as it allows you to savor Tuscany’s winemaking traditions without leaving the city’s historic core. The meeting point is easy to locate, and the activity is available daily from 10:00 to 20:00, offering flexibility for travelers with various schedules.
Walking into the tasting room, you’re transported from the bustling city streets into a cozy space filled with wooden barrels and crystal glasses. The ambiance is warm and inviting, with guides like Simona ensuring everyone feels comfortable and engaged. The tour is deliberately small—no more than ten people—creating an intimate vibe where questions are encouraged, and conversations flow easily.
The core of this experience is, unsurprisingly, the wines. You’ll sample three types of Chianti: Chianti Rosso DOCG, Chianti Riserva DOCG, and Chianti Rosato IGT. Each glass presents a different dimension of the region’s winemaking—ranging from the standard to the more aged Riserva, and the rosé offering a lighter, fruitier profile. The first sip is described as a “journey,” where the taste dances between the sweetness of the blend and the lively acidity that awakens your palate.
The reviews note the excellent quality of wines and the detailed explanations from guides like Simona, who makes sure even beginners understand what they’re tasting. One reviewer expressed appreciation for how the owner ensured her partner, who doesn’t usually drink wine, was still included and enjoyed the experience. This attention to all participants’ tastes adds to the welcoming vibe.
What truly elevates this experience are the food pairings. You’ll enjoy bruschetta drizzled with extra virgin olive oil from Borgunto, as well as truffled mayonnaise and truffled popcorn—delicious bites that complement the wines. The cheese with truffled honey is a particular highlight, balancing creamy textures with a subtle, earthy aroma.
Plus, the experience includes traditional Tuscan dishes like Ribollita and Pappa al pomodoro, rustic soups that bring a taste of the countryside into the city. The pairing of these dishes with the wine enhances the overall experience, highlighting the region’s culinary heritage.
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A standout feature is the use of truffle-flavored products—from truffled mayonnaise to honey—adding an earthy depth that impresses many. One review specifically mentions the truffled popcorn, which may sound unusual but works surprisingly well, offering a contrasting crunch and flavor. The inclusion of truffle products elevates this tasting, providing a gourmet touch that’s both authentic and indulgent.
The experience lasts roughly a couple of hours, making it a manageable and relaxed activity. Due to COVID and safety considerations, the group size is capped at 10, ensuring everyone gets personalized attention. This small-group model fosters a friendly environment and the chance to ask questions or simply enjoy the moment with other wine lovers.
Costing around $45.55 per person, this tour offers good value considering the number of wines, food pairings, and the unique city-center setting. The fact that you can reserve now and pay later adds flexibility, especially in case your plans change. The experience also includes a full refund if canceled 24 hours in advance, providing peace of mind.
While the experience is quite well-rounded, it’s important to remember that it is not suitable for children under 18. Also, some reviewers mention an odor in the shop, but this appears to be an isolated comment and not a recurring issue. As it’s based in the city’s center, some may prefer a vineyard visit for more scenic views, but the charm of tasting in Arezzo’s historic surroundings more than compensates.

This activity is designed for those who want an authentic, intimate experience of Tuscan wine and cuisine without leaving the city. It’s perfect for travelers who enjoy learning about local products in a friendly environment. If you’re looking for a gourmet tasting that combines wine, food, and history, this tour offers a satisfying package.
It’s also ideal for small groups and couples wanting a relaxed yet informative outing, with guides who genuinely care about sharing their passion. But if your main goal is a vineyard tour with scenic views, this experience might feel a bit city-centric.

For around $45, this wine tasting in Arezzo offers a delightful mix of quality wines, local flavors, and engaging conversation. The setting is charming, the guides are knowledgeable, and the food pairings are thoughtfully curated. It strikes a rare balance between educational and fun—perfect for anyone eager to deepen their appreciation of Tuscan wines in an authentic city setting.
This experience is especially well-suited for those seeking a relaxed, small-group environment with a touch of local culture. If you’re traveling through Tuscany and want to enjoy a genuine wine experience without the vineyard crowds, it’s a highly recommended addition to your itinerary.
“shop had odor like latrine”

Is this experience suitable for non-wine drinkers?
Yes, even if you don’t usually drink wine, the guide makes sure everyone is included and can enjoy the food offerings. The tasting is more about the experience and local flavors.
How many wines will I taste?
You’ll sample three types of Chianti: Rosso, Riserva, and Rosato, each offering a different profile and flavor experience.
What food is included?
Expect bruschetta with extra virgin olive oil, truffled mayonnaise, popcorn, cheese with honey, and traditional Tuscan dishes like Ribollita and Pappa al pomodoro.
Are children allowed?
No, the experience is not suitable for children under 18 due to the focus on wine tasting.
What languages are available?
Guides speak Italian, Romanian, Spanish, and English, ensuring a broad accessibility.
Can I cancel if my plans change?
Yes, you can cancel up to 24 hours in advance for a full refund.
How long does the tour last?
Approximately 2 hours, making it a perfect activity for a relaxed afternoon.
Is this a group activity?
Yes, limited to 10 participants, ensuring an intimate setting with personalized attention.
Where exactly do I meet?
At Via Borgunto, n.7, in Piazza Grande, Arezzo.
Can I book this experience last minute?
Yes, but check availability early, as small groups tend to fill quickly.
This wine tasting experience blends the pleasures of good wine, local cuisine, and the charm of Arezzo’s historic streets into a delightful package. Whether you’re a seasoned wine lover or simply looking to enjoy Tuscany’s flavors in a relaxed setting, it’s a visit worth making.