WINE TASTING EXPERIENCE IN THE HISTORICAL CENTRE: A Practical Look
If you’re exploring Tuscany and want an activity that blends culture, local flavors, and a dash of surprise, this wine tasting in Arezzo’s core might be just what you’re after. It’s not your typical vineyard tour — instead, it’s a surprisingly intimate tasting right in the bustling heart of a city known for its medieval charm.
What we like about this experience? First, it’s quite unexpected to find a wine tasting happening smack dab in the main square of Arezzo, which normally buzzes with travelers and locals alike. Second, the focus on not just the wines but the stories and aromas surrounding them really elevates the experience. On the flip side, it’s worth noting that this isn’t designed for children or those with specific allergies or sensitivities — the tasting is for adults only, and cancellations require some planning ahead.
This tasting is best suited for curious travelers who want to connect with local Tuscan wine culture without leaving the city center or the history of Arezzo. It also makes a cozy, manageable outing if you prefer smaller groups and personalized attention. If you’re a wine lover or simply enjoy good food and local traditions, this could be a memorable stop on your Tuscany trip.
Key Points

- Unusual Location: It takes place right in the heart of Arezzo, not out in the countryside.
- Sensory Experience: You’ll smell and taste wines alongside a narrative that weaves tradition and flavor.
- Food Pairings: The experience pairs wines with local bites like bruschetta, truffled goodies, and Tuscan dishes.
- Small Group: Limited to 10 people ensures an intimate atmosphere and personalized service.
- Price & Value: For just over $45, you get multiple wines, snacks, and a relaxed environment—good value for a city-center experience.
- Not for Children: It’s aimed at adults, with no options for under-18s.
The Experience in Detail

This tasting experience is based in Via Borgunto, a lively part of Piazza Grande, Arezzo. The venue is open daily from 10:00 to 20:00, and you simply need to check availability for your preferred time. The actual tasting lasts just over an hour, which makes it perfect if you’re on a tight schedule or want a relaxed, no-rush activity.
Arrival & Setting: When you arrive, you’re greeted in a cozy, welcoming space that’s more than just a shop — it’s a little hub of wine culture. The host does a good job of setting the scene, explaining the significance of each wine and the pairing choices, which adds a layer of appreciation that might otherwise be missed.
The Tasting: Guests sample three different wines: Chianti Rosso DOCG, Chianti Riserva DOCG, and Chianti Rosato IGT. Each glass is served with stories about their origins and what makes each unique—significant when you consider Italy’s complex wine classifications.
Food & Pairings: One of the highlights is the food. You get to try bruschetta with Borgunto extra virgin olive oil and truffled mayonnaise, plus truffled popcorn, cheese with honey, and classic Tuscan dishes like Ribollita and Pappa al Pomodoro. The inclusion of local truffle products turns it into more than just a wine tasting — it’s a small culinary adventure.
The Atmosphere: The real charm here is the unexpected setting. It’s rare to find such a refined experience in the middle of a historic city, surrounded by stone streets and medieval architecture. As one reviewer pointed out, “good tasting, thanks also to Simona who explained the three wines in detail,” indicating the host’s dedication and the quality of the presentation.
Reviews & Feedback: Feedback has been overwhelmingly positive. One reviewer loved the detailed explanations, while another appreciated that even non-drinkers or those with different tastes felt included. A less favorable note was a negative comment about an odor in the shop, but that’s an outlier and probably not reflective of the overall experience, which most found enjoyable.
Keen to taste more of Arezzo? We've looked into these other food and drink experiences
What to Expect from the Tour

The experience isn’t just about drinking wine; it’s about understanding and appreciating local Tuscan flavors in an authentic city setting. You’ll be guided through the tasting process, learning how each wine’s taste profile relates to its history and production methods. Expect a sensuous journey involving aroma, taste, and texture — from the vibrant acidity to the velvety tannins.
The wines: The three Chiantis provide a nice spectrum, from the classic red to a slightly more refined Riserva and a rosé version for variety. They’re paired expertly with local snacks that enhance each sip, making it a multi-layered tasting experience.
The snacks: The food isn’t just filler; it’s thoughtfully curated to bring out the best in the wines. The truffled products, in particular, add a luxurious touch that elevates the entire experience.
The setting: Expect a small, intimate environment that promotes conversation and learning. The host is multilingual, speaking English, Italian, Romanian, and Spanish, which makes communication smooth for international visitors.
Is This Experience Worth the Price?

At $45.55 per person, the value isn’t just in the wines but in the overall experience — the ambiance, the food, the storytelling. Compared to vineyard tours that often involve transportation and longer hours, this is a quick, engaging option that offers a taste of true Tuscan hospitality without leaving the city.
The small group size and the inclusion of various tastings, paired with local bites, mean you’re not just paying for wine but for a deeper culture. Plus, the flexibility of booking with “reserve now & pay later” and cancellation up to 24 hours in advance makes it a practical choice.
Who Would Enjoy This?

This experience is ideal for travelers who appreciate a relaxed, informative activity that combines food, wine, and local culture. It’s especially suitable for those who want a manageable, small-group setting or are curious to learn about Tuscan wines in a city setting. It’s not suitable for children under 18, but adults who enjoy good food and wine will find it a satisfying way to spend an hour or so.
More Great Tours NearbyFAQ

Is this activity suitable for children? No, it’s designed for guests 18 and over due to the wine tasting.
How long does the experience last? It’s approximately just over an hour, making it a perfect short activity amidst sightseeing.
Can I cancel if my plans change? Yes, you can cancel up to 24 hours in advance for a full refund.
Do I need to pay upfront? No, you can reserve now and pay later, which offers flexibility for your travel planning.
Is it held indoors or outdoors? The tasting takes place in a small, cozy indoor space at Via Borgunto, in the city’s historic center.
What wines are included? You’ll taste three different wines: Chianti Rosso DOCG, Chianti Riserva DOCG, and Chianti Rosato IGT.
Is there food included? Yes, paired with the wines are local treats like bruschetta, truffled popcorn, cheese, and traditional Tuscan dishes.
If wine interests you, we've examined these other wine experiences in Arezzo
- Wine & Oil Tasting Experience
- Brunello Wine Tour and Val D’Orcia Landscape
- Private Tasting of Organic Wines in the Cellar in Mugliano
- Chianti tasting Arezzo city center Wine & Oil
- Private tour Wine and cheese a perfect combinations val ‘Orcia
- Cortona – eBike tour and wine tasting in the Val di Chiana [+40]
WINE TASTING EXPERIENCE IN THE HISTORICAL CENTRE
“shop had odor like latrine”
Final Thoughts

If you’re after a unique way to enjoy Tuscany’s rich wine culture without leaving the city, this experience offers a charming glimpse into local flavors and traditions. It’s a relaxed, small-group setting that delivers quality wines, tasty bites, and a surprising amount of storytelling, all within Arezzo’s historic heart.
While it may not be the place for big wine enthusiasts craving extensive tastings or vineyard tours, it’s perfect for those looking for a cozy, authentic encounter with Tuscany’s culinary soul. The combination of good wines, thoughtful pairings, and the lively city ambiance makes this a worthwhile stop, especially if you’re curious about the local scene and enjoy a good story along with your sip.
For anyone visiting Arezzo who wants to add a touch of Tuscan charm to their trip, this tasting experience hits the right notes. Just remember to book ahead, arrive ready to enjoy, and savor every sip — as much for the wine as for the stories and the setting.
You can check availability for your dates here:More Historical Tours in Arezzo
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More Arezzo experiences we've covered
- WINE TASTING EXPERIENCE IN THE HISTORICAL CENTRE
- Cortona Cooking Class
- Colorful Tagliatelle and Ravioli Cooking Class near Arezzo
- Arezzo Experience: Winery Tour and Wine Tasting
- Dining Experience at a local’s Home in Cortona with Show Cooking
- Private tasting of organic wines in the cellar in Arezzo
- All Tuscany Wine Tour
- Buccia Nera Winery: Picnic, Vineyard, Wine, Food and Nature
- Boutique Winery Visit & Wine Tasting near Arezzo
- Arezzo Italian Language Holiday: La Dolce Lingua Experience
- Private visit to the House of Grand Duke Leopold of Tuscany with invitation
- E-Bike Tour in Montone with Visit to the Historic Winery


