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Enjoy a personalized 2-hour Chianti wine tasting and lunch just outside San Gimignano, including cellar tours, organic wines, local foods, and grappa tasting.
This $80.99 per person experience offers a personalized taste of Tuscany’s renowned wines and local cuisine. The 2-hour tour begins at Fontaleoni Loc. Santa Maria Fonte Leone, just a few steps from San Gimignano, and provides an intimate look into the region’s winemaking traditions. With a maximum of 15 guests, this tour ensures a relaxed, friendly atmosphere where you can ask questions and enjoy a more tailored experience. The highlight is the opportunity to sample 5 different Chianti wines, paired with typical Tuscan products, all while learning about the area’s organic winemaking practices.
A key feature of this tour is the guided visit to the cellar and vineyards, where you witness the process from grape to glass. The inclusion of a lunch with first courses, cold cuts, cheeses, Cantucci, and Vinsanto, along with a grappa tasting, makes this a comprehensive experience combining wine, food, and culture in a short, manageable timeframe. Ideal for those seeking a deeper understanding of Chianti wines in a relaxed setting, this tour balances education and enjoyment perfectly.

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The tour departs from Fontaleoni Loc. Santa Maria Fonte Leone, a location conveniently close to San Gimignano. The starting time is 12:00 pm, aligning well with a midday break to enjoy a leisurely tasting session. The meeting point is easy to find, and the activity concludes right back at the same spot, making logistics straightforward for visitors.
The tour’s mobile ticket makes for a smooth entry process, and most travelers can participate, including those with service animals. The small group size ensures that every guest gets individual attention, making it an ideal choice for those who prefer a more personal touch over bigger, busier tours.
One of the most praised aspects of this experience is the guided visit through the cellar and vineyards. The guide, often Simona, shares stories and insights into the winemaking process, emphasizing the organic traditions passed down from her grandfather. Participants learn about how Chianti wines are produced, from grape harvesting to fermentation, in a family-run, organic environment.
Visiting the cellar allows guests to see the storage and aging areas, providing a tangible connection to the wine in the glass. The vineyard walk offers scenic views of the rolling Tuscan landscape, adding visual delight to the tasting experience.
During the 2-hour experience, guests sample five distinct wines, each representing the quality and style of the Chianti region. These wines are rigorously paired with typical Tuscan foods, including cold cuts and cheeses, which enhance the tasting and highlight the best combinations.
The wines are served in a relaxed setting, allowing plenty of time to appreciate the flavors and aromas. The emphasis on organic production and family tradition adds a layer of authenticity, and the guide explains the nuances of each wine, making it both enjoyable and educational.
The lunch included complements the wine tasting perfectly. It features first courses and appetizers that showcase Tuscan culinary traditions, along with tastings of cold cuts and cheeses. The Cantucci cookies and Vinsanto—a sweet Tuscan dessert wine—provide a fitting end to the meal.
This combination of food and wine offers a genuine taste of the region’s gastronomic heritage. The small grappa tasting adds a traditional flourish, giving a full spectrum of local spirits that have been crafted for generations.
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The experience is highly praised for its personalized nature. Unlike large-scale tours, the small group size allows the guide—often Simona—to share stories and insights directly with each guest. She explains the winemaking process in detail, emphasizing family history and organic practices.
Guests value the informative yet relaxed atmosphere, which makes questions easy to ask and discussions more engaging. The friendly, knowledgeable guide helps demystify the wine production process, making it accessible for all levels of familiarity.
The tour requires booking 42 days in advance on average, reflecting its popularity. It offers free cancellation if done more than 24 hours before the scheduled start, providing flexibility. The activity is suitable for most travelers and service animals are allowed.
Starting at 12:00 pm, the activity is well timed for a late morning or early afternoon experience. The mobile ticket system simplifies access, and the max group size of 15 ensures a comfortable, personalized visit.
Compared to larger, less intimate wine tastings, this experience’s small group size and personalized approach shine. The focus on family, organic practices, and local cuisine adds depth and authenticity. Its proximity to San Gimignano makes it a convenient yet immersive way to explore Tuscan wine traditions.
While the experience runs around 2 hours, it packs in cellar tours, tastings, and a hearty lunch, making it a great value for those wanting a comprehensive taste of Chianti in a short time.
This tour suits wine enthusiasts eager to learn about Chianti’s organic, family-run wineries, and food lovers interested in authentic Tuscan cuisine. Its small group setting and personalized attention make it ideal for couples, small groups, or anyone seeking a more intimate wine experience outside San Gimignano.
It is less suited for those needing longer tours or more extensive wine education, but perfect for a relaxed, friendly introduction to Tuscan wines and foods.
This $80.99 tour offers a cozy, educational, and delicious way to explore the Chianti wine region. The combination of cellar visits, tastings of 5 wines, and an authentic Tuscan meal makes it a well-rounded experience that highlights family tradition and organic practices.
The personalized approach and small group size ensure an engaging visit where every guest feels valued. It’s an excellent choice for those who want to explore Tuscany’s wine and culinary heritage in a relaxed, friendly setting.
“What a great experience and very personalised. I thought we would be in a large group but it was just us and had our host Simona all to us. Simona…”
Is this tour suitable for children?
While the focus is on wine and food tasting, children are often welcome. However, the experience is designed for adults, and participating children should be aware they will not be tasting alcohol.
How many wines are tasted during the experience?
Guests sample five different Chianti wines, paired with Tuscan specialties.
What foods are included with the wine tastings?
The tour includes a platter of cold cuts and cheeses, along with first courses, Cantucci cookies, and Vinsanto.
Can I cancel this booking?
Yes, the booking allows free cancellation if canceled more than 24 hours in advance.
What is the maximum group size?
The tour hosts up to 15 guests, ensuring a personalized experience.
Is there a guide included?
Yes, the tour is led by a knowledgeable guide, often Simona, who shares stories and insights throughout.
Are tips included?
Tips are not included in the price but are appreciated if you enjoyed the experience.
What is the start time?
The tour begins at 12:00 pm, making it ideal for a midday visit.
How long does the tour last?
The experience lasts approximately 2 hours, including all tastings and visits.
Is this experience accessible for most travelers?
Yes, most travelers can participate, and service animals are allowed.