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Experience the Chianti countryside with a private 5-hour tour, visits to 2 historic wineries, and tastings of 11+ Italian wines, all from Florence.

The Chianti Afternoon Tour with visits to 2 wine farms offers a seamless way to explore Tuscany’s famed wine country without any stress. For $149.81 per person, this 5-hour private experience includes transportation in an air-conditioned vehicle, visits to two historic hill towns, and tastings of approximately 11 different Chianti wines. The tour is led by a local expert driver who takes care of all logistics, allowing visitors to focus on enjoying the scenery and the wines.
Departure begins at 3:00 pm, making it ideal for those who want a relaxed afternoon after exploring Florence. The tour’s private nature ensures an intimate experience, with only your group participating, which means more personalized attention and flexibility. While the tour is highly praised for its knowledgeable guides, breathtaking views, and excellent wine tastings, a few travelers note that the stops may be brief, so those seeking more extensive sightseeing may want to consider longer options.

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This tour starts with a pickup directly from your Florence hotel or apartment, making it highly convenient. The air-conditioned vehicle ensures a comfortable ride through the Tuscan countryside, which is otherwise difficult to navigate without a car. Private transportation means no need to worry about schedules or crowds—just sit back and admire the rolling vineyards and charming hill towns.
The driver acts as your guide, sharing stories and insights about Tuscany’s landscape and wine culture throughout the trip. The vehicle’s comfort and the personalized attention from the driver are frequently highlighted as major benefits, making this a relaxed way to explore the region.

The tour travels along the famous Via Chiantigiana, known as one of Tuscany’s most scenic roads. This route winds through vineyards and olive groves, providing plenty of opportunities for photos. The driver makes frequent stops along the way, giving visitors chances to admire the views and snap pictures of the picturesque countryside.
This route not only offers beautiful scenery but also sets the tone for the visits ahead, immersing guests in the essence of Chianti’s landscape. The drive itself is considered one of the most enjoyable parts of the experience, especially for those who appreciate stunning vistas and rural charm.

The first stop on the tour is San Donato in Poggio, a charming medieval village famous for its historic wineries such as Guidi Cellar, Rocca delle Macie, or Poggio ai Laghi Winery—selected based on availability. This location is in the heart of Chianti Classico and offers an authentic rural setting.
Here, visitors explore a historic cellar with a guide providing insights into wine and oil production in Chianti. The tasting features 6 or 7 top-quality Chianti wines, including Riserva options, all enjoyed in a tranquil environment with views of rolling hills. The visits typically last about one hour, giving enough time to appreciate the wines and the scenery without feeling rushed.

After the first tasting, the journey continues to Castellina in Chianti, another picturesque town with a long history and traditional charm. This stop offers a chance to stroll through cobblestone streets and take in the town’s historic atmosphere.
The second winery visit includes a tour of the cellar and the opportunity to sample six more wines, such as Chianti, Vernaccia (a renowned Italian white wine), and Super Tuscans. The tasting experience emphasizes technical explanations from the winemakers, helping visitors develop a deeper understanding of Chianti wines. This part of the tour also lasts about one hour, ensuring guests gain a broad appreciation of Tuscany’s wine diversity.
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Both visits showcase well-curated selections of wines, totaling about 11 glasses during the day. The tastings include Chianti, Chianti Riserva, Vernaccia, and Super Tuscan varieties, offering a broad spectrum of Tuscany’s wine styles.
Guides and winemakers provide insightful commentary, explaining what makes each wine unique and how they are crafted. The tastings are designed to be enjoyable without feeling overly rushed, allowing ample time to savor each pour and learn about the region’s viticulture.

Since this is a private tour, it can be customized to some extent. The driver is known for being engaging and knowledgeable, often sharing stories and tips about the local area. The itinerary includes plenty of stops to admire the views and take photos, making it ideal for those who love scenic landscapes and want a relaxed pace.
The tour is suitable for most travelers, with reviews mentioning that guides are accommodating, even for guests with walking limitations or small children. However, the stops focus on wine tasting and scenic sightseeing rather than extensive walking or sightseeing within towns.

The tour costs $149.81 per person, offering good value considering the private transport, two winery visits, and tasting of about 11 wines. It is frequently booked about 105 days in advance, so early reservations are recommended, especially in peak seasons.
Included in the price are bottled water, alcoholic beverages, and the private driver. The tour does not include extras like additional purchases or optional activities. Guests receive a mobile ticket, and the tour is offered by Pek Tuscany in Limo. The cancellation policy allows free cancellation up to 24 hours in advance.
Reviewers consistently mention the guides’ knowledge and personable attitude, with names like Andrea, Emma, and Andreas standing out. Guests appreciate how guides enhance the experience with stories, historical context, and tailored service, making each visit memorable.
The scenery, combined with the high-quality wine tastings, creates an ambiance of relaxed luxury. The comfortable transport and well-paced stops allow guests to enjoy Tuscany’s landscape fully without feeling overwhelmed.
This private Chianti tour appeals to those who want an intimate, no-hassle experience of Tuscany’s wine country. It’s perfect for wine enthusiasts, couples, or small groups seeking a personalized journey with plenty of scenic stops and tastings. People with limited mobility or those who prefer a relaxing pace will find this tour particularly accommodating.
While it offers less extensive sightseeing of towns compared to longer excursions, the focus on wine quality, landscape, and comfort makes it a strong choice for a relaxed, informative afternoon in Chianti.
This 5-hour private experience provides a beautiful blend of scenic drives, historic towns, and wine tastings in Chianti’s most picturesque locations. The expert driver and guides bring insight and personality, and the tastings of 11+ wines ensure a rich tasting experience.
While the stops are somewhat brief, the personalized service and intimate atmosphere make this tour stand out. It’s well-suited for those seeking a stress-free way to enjoy Tuscany’s countryside and wine heritage, with enough flexibility for a relaxed, memorable afternoon.
“The 2 wineries were great. My family of 4 including 2 kids in their teens had a blast. With all of the tastings we were quite buzzed by the end. Em…”
Is transportation included in this tour?
Yes, private transportation in an air-conditioned vehicle is included, with pickup from your Florence hotel or apartment.
How many wines are sampled during the tour?
Guests taste about 11 different wines, including Chianti, Vernaccia, and Super Tuscans, across two winery visits.
Can the tour be customized for specific needs?
As a private tour, it offers some flexibility, especially regarding stops and pacing, to suit your preferences.
What is the cancellation policy?
Guests can cancel for free up to 24 hours before the scheduled start. Cancellations made less than 24 hours prior are non-refundable.
Is this tour suitable for children?
The reviews mention families with teens enjoying the experience, and guides are accommodating, making it suitable for most age groups with wine tastings.
How early should I book this tour?
It is typically booked around 105 days in advance, so planning ahead ensures availability during busy seasons.