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Discover Tuscany's finest reds on this semi-private Chianti wine tour from Florence, including visits to three wineries, tastings, and a Tuscan lunch for $228.

This Chianti Wine Tour with Tastings offers an engaging and intimate way to experience Tuscany’s celebrated wine country. Priced at $227.93 per person, it provides a full-day journey of approximately 7 hours starting from Florence. The tour is capped at just eight participants, ensuring a personalized experience led by an English-speaking wine expert. It includes visits to three distinct wineries, tasting some of the region’s best Supertuscans, and enjoying a gourmet Tuscan lunch at a boutique estate.
The tour’s popularity is reflected in its perfect 5.0/5 rating from 36 reviews, with 92% recommending it to visitors. Bookings are typically made around 61 days in advance, emphasizing its appeal among travelers seeking an authentic Tuscan wine experience with a relaxed pace and expert guidance.

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The tour begins at Via dei Vagellai, 22, Florence, at 9:30 am, with the guide leading the group in a luxury Mercedes minivan equipped with Wi-Fi. The convenience of the meeting location near public transportation makes it easy to access from most central Florence accommodations. The trip ends back at the same meeting point, with no hotel pickup or drop-off included.
The first stop takes place at Castello di Gabbiano, where the group visits the estate and participates in a wine tasting. The visit lasts about 50 minutes, and admission is free. Here, visitors gain insight into the estate’s history and wine production, setting the tone for the day’s tastings. The scenic estate offers lovely views and a chance to explore the vineyard surroundings.

Next, the group heads to the charming town of Greve in Chianti. There, they visit a local winery and enjoy a 50-minute wine tasting. This stop highlights the regional varietals and offers a taste of everyday Tuscan wine-making. The visit emphasizes the diversity of wines produced in the area, from classic Chianti to other regional reds.

The third stop is at Diadema Wine & EVO, a boutique winery where the group receives a guided tour of the vineyard and participates in a 50-minute wine tasting. This winery is noted for its smaller scale and unique approach, offering an opportunity to taste some of the best Tuscan wines, including Supertuscan options. The visit includes an introduction to olive oil and local products, adding a flavorful dimension to the experience.
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The tour concludes with a 1-hour lunch at Ristorante Diadema, set in a charming atmosphere. The meal features Tuscan specialties paired with more wine, allowing participants to relax and savor the flavors of the region. The pairing of food and wine enhances understanding of traditional Tuscan cuisine and complements the tasting experience.

Participants benefit from luxury transportation, ensuring a comfortable journey between stops. The wine expert guide provides educational insights on winemaking techniques and wine-food pairing, making each tasting more meaningful. The tour includes three tastings, featuring some of the region’s finest Supertuscans, along with olive oil and local products tasting to deepen the regional experience. The gourmet Tuscan lunch is a highlight, offering authentic flavors in a boutique winery setting.

With a maximum of eight travelers, the tour maintains a small-group atmosphere, ideal for those who prefer a more relaxed, engaging experience. The group size allows the guide to give personalized attention and share detailed knowledge about each winery and the wines tasted.
The 7-hour itinerary balances vineyard visits, tastings, and the delicious lunch without feeling rushed. Each winery stop lasts about 50 minutes, giving enough time to appreciate the wines and ask questions. The pace is comfortable, with time to enjoy the scenery and learn from the guide.
While the tour involves visits to vineyards and wineries, the walking required is minimal, and the overall pace suits most travelers. Pets are not permitted, and all participants must be at least 18 years old to partake in wine tastings, with younger guests receiving non-alcoholic beverages.
The semi-private size of just eight participants ensures an intimate experience, unlike larger group tours. The inclusion of visits to both scenic wineries and a charming Tuscan village offers a well-rounded taste of regional culture. The knowledgeable guide and wine expert make a real difference, transforming simple tastings into educational moments. The luxury transportation and the scenic countryside contribute to the overall enjoyment.
While the tour offers excellent value for its price, it does not include hotel pickup or drop-off, so travelers must arrange their own transportation to the meeting point. The tour duration is about 7 hours, which might be long for those with limited mobility. Also, the small group size and popularity mean early booking is recommended to secure a spot.
This Chianti wine tour is perfect for wine enthusiasts seeking an authentic, educational experience in a small-group setting. The combination of three wine tastings at different wineries, a delicious Tuscan lunch, and personalized guidance makes it stand out. The stunning Tuscan scenery and expert-led insights elevate the day beyond just tasting wine, giving a genuine taste of the region’s charm.
If you value quality over quantity, enjoy learning about wine, and appreciate beautiful countryside, this tour offers a memorable way to explore Chianti’s renowned reds without feeling rushed. It’s a well-organized, authentic experience that balances relaxation, education, and regional flavor—a true highlight for anyone visiting Florence.
“We took a wonderfully deep dive into what are known as Super Tuscans with a knowledgeable expert. With a tour of three lovely wineries in the outsk…”
Is the tour suitable for children or teens?
No, because Italy’s law does not permit the sale of alcohol to those under 18. Children or teens under 18 must be accompanied by an adult and will be served non-alcoholic beverages.
What is included in the tour price?
The tour includes transportation in a luxury Mercedes minivan, an English-speaking wine expert guide, visits and tastings at three wineries, olive oil and local product tastings, and a gourmet Tuscan lunch.
Can I cancel the tour if my plans change?
Yes, the tour offers free cancellation if canceled at least 24 hours in advance. Cancellations made less than 24 hours before the start are not eligible for a refund.
What makes this tour different from larger wine tours?
Its small-group size of up to 8 participants ensures a more personalized and educational experience, with ample opportunities to ask questions and engage closely with the guide.
How should I prepare for the day?
Wear comfortable clothing and shoes suitable for walking. Bring your curiosity about wine and Tuscany, and be ready for a full day of tasting, learning, and enjoying the scenic countryside.