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Experience the flavors of Tuscany with this private 5-hour tour from Florence, including wine tastings, a truffle-based lunch, and a visit to Castellina in Chianti.

This private tour from Florence offers a delicious journey into the heart of Tuscany’s Chianti region for $394.89 per person. Designed for food and wine lovers, the 5-hour experience combines scenic drives, a visit to a medieval village, and a full tasting session at a family-owned winery. The tour includes a truffle-based lunch paired with six fine wines—perfect for those eager to explore genuine Tuscan flavors in an intimate setting. While the price might be higher than group tours, the private arrangement ensures a personalized experience with only your group on board, making it ideal for couples or small parties seeking exclusive access.
The tour departs at 8:30 am and features hotel pickup in Florence if centrally located. It’s perfect for travelers who appreciate high-quality food and wine, want to see the Tuscan countryside in comfort, and enjoy an authentic, source-to-table experience. Keep in mind, this tour usually gets booked about 65 days in advance, indicating steady popularity among those planning ahead.

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The tour begins with a luxurious drive through the Tuscan countryside in a deluxe, air-conditioned vehicle. The driver, who speaks both English and Italian, leads the group along historic rural roads, offering views of vineyards, olive groves, cypresses, farms, and churches. After approximately one hour and thirty minutes, you’ll arrive at Castellina in Chianti, a charming medieval village of Etruscan origin.
This village remains well-preserved and lively, with a fortress that dominates the landscape. The short stop in Castellina allows ample time to wander its narrow streets, enjoy the atmosphere, and admire views of the surrounding Tuscan hills. The visit offers a glimpse into local history and the scenic beauty that makes Chianti a top destination for lovers of authentic Italy.

During the 1.5-hour stop in Castellina, visitors can walk through its ancient streets, lined with small shops and historical sites. The majestic fortress provides an excellent vantage point over the landscape. This part of the tour offers a chance to appreciate the authentic ambiance of a Tuscan hilltop village, with Etruscan roots evident in its architecture.
While there’s no formal admission fee, exploring Castellina is a highlight for those who enjoy historic towns and traditional Italian charm. The small-scale nature of the visit ensures a relaxed and intimate experience, away from tourist crowds.

Following the village visit, the tour continues with a drive to a family-owned winery along the Strada Statale 222 Chiantigiana. Here, the owners’ passion for their land and craft is evident. The winery is set amidst vineyards, and the atmosphere is welcoming and warm.
The wine tasting session lasts about two hours and features six different wines. Each wine is carefully chosen to complement the local products served during the truffle-based lunch. The winery visit emphasizes small-scale production, giving guests a genuine sense of Tuscan winemaking traditions and a chance to taste full-bodied wines directly from their source.

A true highlight of this tour is the lunch, focusing on truffles, a prized ingredient in Tuscan cuisine. The meal includes a starter, a first course with truffle, and five varieties of cheese. The lunch is thoughtfully paired with wines that enhance each course, making each bite and sip a harmonious experience.
Along With the main meal, guests are offered Vin Santo, a traditional Tuscan dessert wine, along with Cantucci (almond cookies) and coffee. The gourmet lunch aims to showcase the genuineness of Tuscan ingredients and the region’s mastery in combining flavors.
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The tour includes hotel pickup and drop-off if your accommodation is in central Florence, making logistics simple and hassle-free. Travel is in a luxury, climate-controlled vehicle equipped with WIFI, ensuring comfort and connectivity throughout the day. The driver speaks both English and Italian, providing useful insights during the drive.
Since this is a private tour, only your group participates, allowing for a more personalized and flexible experience. The departure at 8:30 am provides a full day to enjoy the sights and tastes without feeling rushed.

This experience suits foodies and wine enthusiasts eager to enjoy authentic Tuscan flavors in an exclusive setting. It’s especially ideal for those who value small-group experiences and want to avoid crowded tours. The focus on local products and family-run wineries offers genuine insight into Chianti’s culinary and winemaking traditions.
However, it’s worth noting that the driver’s limited English (as mentioned in one review) might be a consideration for some. Despite this, the overall experience remains highly rated for the quality of wine, food, and scenery.

This tour provides a balanced combination of scenic drives, historic villages, and culinary delights, making it a well-rounded way to explore Tuscany’s Chianti region. The exclusive setting ensures a relaxed atmosphere, perfect for special occasions or simply enjoying the region’s authentic flavors.
The inclusion of a truffle-based lunch, paired with six wines, is a standout feature that sets this experience apart. It’s perfect for travelers who want a taste of Tuscany’s land and traditions in a comfortable, private environment.
While the tour offers excellent wine tasting and gourmet food, the driver’s limited English could pose challenges for some guests in understanding explanations or directions. The price point might be higher compared to larger group tours, but the personalized service justifies this for many.
The bookings tend to be made around 65 days in advance, so planning ahead is advisable to secure a spot.
The Taste of Chianti offers a personalized, authentic experience that combines the best of scenic Tuscany, historic villages, and exceptional food and wine. The private nature and inclusion of hotel pickup make it a convenient choice. The delicious truffle lunch and wine tastings provide a true taste of the region’s culinary excellence.
Ideal for visitors seeking an intimate, high-quality day trip with a focus on local flavors and authentic traditions, this tour offers a memorable way to connect with Tuscany’s soul. While minor language barriers may exist, the overall experience remains a strong choice for connoisseurs of Tuscan cuisine and wine.
“The wine tasting/lunch experience was excellent”
Is hotel pickup available for this tour?
Yes, pickup and drop-off are included if your hotel is located centrally in Florence.
How long does the tour last?
The total duration is approximately 5 hours, starting at 8:30 am.
What is included in the lunch?
The lunch features a truffle-based starter, first course, five cheeses, Vin Santo, Cantucci, and coffee.
How many wines are tasted during the visit?
Guests sample six different wines during the wine tasting session at the winery.
Are the meals and tastings suitable for vegetarians?
The menu includes cheeses and typical Tuscan ingredients, but specific dietary needs should be clarified with the provider.
Is this tour suitable for children?
The minimum drinking age is 18 years, so it is primarily intended for adult participants.
What language does the driver speak?
The driver speaks English and Italian, though some reviews mention his English may be limited.
Can the tour be canceled?
Yes, free cancellation is possible up to 24 hours in advance for a full refund.
This Taste of Chianti private tour combines luxury, authenticity, and a focus on local traditions, making it a delightful choice for those eager to experience Tuscany’s culinary soul in style.