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Enjoy an authentic Chianti experience with a small-group tour including wine tastings, farm-fresh dinner, and scenic vineyard visits starting from Florence.
A charming evening in Chianti awaits with this small-group tour priced at $126.56 per person, offering a relaxing 8-hour experience that captures the essence of Tuscany’s wine country. Departing from Florence’s Villa Costanza Coach Station at 6 pm, this tour combines guided vineyard visits, wine tastings, and a candlelit outdoor dinner under the stars. The intimate setting, limited to a maximum of 20 travelers, makes for a cozy and personalized experience, ideal for couples or those seeking a peaceful escape into rural Italy.
The tour’s highlight is the 4-course outdoor dinner accompanied by local wines, served in a courtyard decorated with candles and torches. The journey features transportation via coach or minivan, making the logistics smooth and stress-free. While reviews praise the knowledgeable guides, beautiful vineyard scenery, and delicious food, some mention challenges like weather changes and occasional organizational hiccups. This tour balances a genuine tasting experience with a warm, social atmosphere, perfect for wine lovers and those looking to unwind in Tuscany’s countryside.


This tour departs from Piazza del Duomo in Florence, at 4:30 am, with the early start allowing ample time for exploration in Florence before heading into Tuscany’s countryside. The journey by coach or minivan takes travelers through scenic landscapes before arriving at a small, family-run wine estate. The setting offers an authentic rural atmosphere, with the winery’s on-site chapel adding to its rustic charm.
Once at the vineyard, guests receive a wine glass to sample wines throughout the evening. The guides lead you on a guided tour of the estate, including a visit to the winery and cellar, providing insight into traditional wine-making methods. The atmosphere is friendly and laid-back, with many reviews emphasizing how the guides share informative stories about the wines and estate.
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The wine tastings are a central part of the experience, held within the estate’s scenic outdoor spaces. Guests sample local wines as they explore the estate, learn about the production process, and appreciate the countryside views. The guided visit gives insight into the vineyard’s history and craft, adding depth to the tasting experience.
The estate also features a chapel, which visitors can explore as part of the winery visit. The small-scale nature of the winery ensures a more personal engagement, with guides available to answer questions and discuss the wines in detail.

The dinner takes place outdoors in a courtyard decorated with candles and torches, creating a romantic and cozy ambiance. The meal begins with a welcome aperitif featuring bruschetta and Tuscan cured meats, setting the tone for a relaxing evening.
The main courses include pappa al pomodoro, a hearty Tuscan bread soup, along with a meat dish consisting of grilled meats like chicken, sausage, and pork, served straight from the grill. For dessert, dishes vary but generally include sweet options that complement the wines served. Water and local wines flow generously throughout the meal.
Vegetarian and celiac menus are available upon request, although some reviews note that the food quantity can be quite large, which may be a consideration for those with dietary restrictions or limited appetite.

Travel is organized via coach or minivan, with pickup at Villa Costanza Florence Coach Station. The transportation is praised for being comfortable, though some reviews mention that the microphone and commentary on the bus can be challenging to hear. The journey to the vineyard typically takes about 45 minutes.
The return trip concludes back at the original meeting point, with the tour ending around 2 am. Travelers should be prepared for an early start and a late finish, but the overall flow remains smooth, with few complaints about organization.

The vineyard location is a highlight, with many reviews describing the scenic beauty of the ripening grape rows and the rustic charm of the estate. Some reviews mention bugs outside during dinner, which is a natural part of outdoor settings, and a few note the lack of shade or less picturesque areas like the cellar and outdoor spaces.
Despite these minor points, the setting’s romantic and authentic vibe consistently earns praise. The candlelit courtyard and rustic farm buildings contribute to an atmosphere that feels genuine rather than staged.
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The guides play a significant role in shaping the experience. Simone, for instance, receives high praise for her friendly and informative approach, making the wine tastings engaging. Other guides also share stories about the estate and local traditions, adding educational value without being overly formal.
Some reviews mention the driver Giovanni, who is described as pleasant and punctual, ensuring smooth transportation despite minor reservation mishaps.

The outdoor dinner is noted for generous portions and good-quality food, including meats, bread, and desserts. Several reviews highlight the “best lasagna in Italy”, while others appreciate the ability to order products for shipment home post-meal.
Most guests find the food and wine pairing satisfying, though some mention that the quantity of food might be excessive or wasteful for smaller appetites. The presence of vegetarian options enhances accessibility, but the tour is not recommended for celiac guests due to limited gluten-free offerings.

In case of bad weather, the dinner and activities move inside the estate’s restaurant or indoor spaces, ensuring the experience remains enjoyable regardless of rain or cold. This flexibility is appreciated by visitors who want to avoid disappointment due to weather conditions.
Many reviews describe this tour as “fantastic” and “memorable”, praising the friendly guides, scenic setting, and plentiful wine and food. The small group size fosters a relaxed atmosphere, making it suitable for romantic evenings, small groups, or those seeking an authentic rural experience.
However, some reviews mention organizational issues, noise on the bus, or disappointment with the indoor settings, so managing expectations regarding outdoor conditions and logistical hiccups is advisable. The price point and included experiences represent good value for a full evening out in Tuscany.
This 8-hour experience offers a charming taste of Tuscany’s wine culture, combining guided vineyard visits, wine tastings, and a candlelit outdoor dinner. The scenic vineyard backdrop, knowledgeable guides, and generous food and drink make it a compelling choice for romantic couples, wine enthusiasts, or those seeking a relaxed Tuscany adventure.
While some reviews mention minor organizational flaws and weather-related adjustments, the overall feedback remains positive, emphasizing the authenticity and warmth of the setting. The limited group size guarantees a more personalized experience, making this tour stand out among other options.
Those prepared for a late night and outdoor dining will find this a memorable journey into Chianti’s countryside, with plenty of opportunities to savor local wines and traditional Tuscan dishes.
“Just happen were with group members that were party people snd that was exactly what the tour ended up being. Winery sere great hoists, setting was…”
Is transportation included in this tour?
Yes, transportation by coach or minivan is included, with pickup at Villa Costanza Florence Coach Station.
What is the duration of this tour?
The tour lasts approximately 8 hours, starting around 6 pm and ending back at Florence around 2 am.
Are vegetarian and celiac options available?
Vegetarian menus are available upon request, but the tour is not recommended for celiac guests due to limited gluten-free options.
Where does the tour begin and end?
It begins at Piazza del Duomo, Florence and finishes back at the same meeting point.
What makes this tour special?
The candlelit outdoor dinner, small-group atmosphere, and guided vineyard visits are key features that set it apart.
How do weather conditions affect the experience?
If the weather is poor, dinner moves indoors, ensuring the experience continues comfortably.
Can I book last-minute?
Most bookings are made about 47 days in advance, but full availability depends on timing.
Are wine tastings extensive?
Yes, guests sample multiple wines during the estate tour, with guides explaining the wines’ characteristics.
Is there a dress code?
There is no strict dress code, but casual smart attire suitable for outdoor dining is recommended.
What is the group size limit?
The tour is limited to 20 participants, providing an intimate experience.
Can I cancel if my plans change?
Yes, free cancellation is available up to 24 hours in advance for a full refund.