If you’re planning a trip to Florence and have a soft spot for good wine, this Chianti afternoon wine tour might just be a highlight of your trip. We haven’t done this tour ourselves, but based on the glowing reviews and detailed descriptions, it looks like a thoughtfully curated experience that combines scenic beauty, authentic wine tastings, and cultural insights into Tuscany’s renowned wine country.
What we love about this tour is how it promises an escape from the city’s bustle into the rolling hills of Chianti, along with the opportunity to taste wines directly from the source. Plus, the inclusion of regional delicacies like extra virgin olive oil and balsamic vinegar adds a tasty local touch. One thing to consider, though, is that this is a group tour with transportation organized based on the number of participants—so if you’re after a private experience or have specific timing needs, that might be a point to keep in mind. This tour seems ideal for wine enthusiasts and those wanting a relaxed, scenic afternoon outside Florence.
Key Points

- Authentic wine tasting directly at well-regarded wineries in Chianti
- Beautiful vistas with guaranteed panoramic viewpoints for photos
- In-depth insights into traditional wine-making processes from guides
- Regional food pairings enhance the tasting experience
- Comfortable transportation with air conditioning, group size limited for intimacy
- Free cancellation up to 24 hours in advance
The Heart of the Tuscany Experience: What to Expect

This special Chianti afternoon wine tour offers more than just tastings; it’s an immersive day that combines natural beauty, local culture, and the art of winemaking. Starting from Piazzale Montelungo in Florence at 2:30 pm, you’ll leave the city behind and head into Tuscany’s famed landscapes, where vineyards stretch over hills and ancient villages dot the horizon. The journey itself is part of the charm, with scenic stops at medieval villages and ancient churches that showcase the timeless appeal of the region.
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As You Travel
The group travels by GT coach or minivan, with the vehicle selected based on the number of participants. This flexible approach helps keep the ride comfortable and climate-controlled, which matters especially in warmer months. Expect a group size capped at 22 travelers, fostering a friendly, laid-back atmosphere where you can chat easily with guides and fellow travelers.
The Village Stop: Castellina in Chianti
One of the first highlights is a stop at Castellina in Chianti, a charming medieval town where you can stroll through narrow streets, browse local shops, and soak in the Tuscan charm. According to reviews, this stop offers a good balance of free time and sightseeing—perfect for taking photos, grabbing a quick gelato, or just enjoying the slow pace of village life.
The Vineyards and Wineries
The core of the experience is the visit to at least two wineries in the Chianti region. Here’s where it gets interesting: you’ll get to see how wine is made from start to finish, from grape harvesting to bottling, in a setting that feels authentic and unpretentious. The guided cellar tours are appreciated for their in-depth explanations, giving you a better understanding of traditional wine-making methods.
Tasting and Food Pairings
After touring the wineries, it’s time to taste. You’ll sample 3-4 different wines at each estate, totaling around 7 wines, including whites, reds, and rosatos. The reviews highlight the quality and variety, noting that the wines are served in reasonable-sized glasses, making for an enjoyable tasting without overwhelming your palate.
The wines are thoughtfully paired with local delicacies like cured meats, bruschetta, and regional products. Some reviewers mention that the staff at the wineries is fantastic, which adds to the overall positive experience. The tastings are designed to be both educational and pleasurable, making it easy to appreciate the nuances of each wine.
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Other Tasty Highlights
Along With wine, you’ll get to sample extra virgin olive oil and balsamic vinegar, giving you a deeper sense of the region’s culinary traditions. These regional products help bring the flavors of Tuscany alive and provide a perfect accompaniment to the wines.
The Experience from the Traveler’s Perspective
Reviewers consistently describe this tour as “amazing” and “the best day ever”. One said, “We learned the traditional ways of making wine,” and appreciated the chance to spend free time at the wineries to explore and relax. The views are often called “incredible,” and many mention how the experience feels both peaceful and authentic.
Another reviewer highlights the knowledgeability of the guides and the quality of the wines, noting that the servings are generous and the staff at each estate is professional. These touches make the experience feel well-organized and worthwhile.
A key point is that this tour offers a balance of structured visits and free moments, which means you’re not just sitting through a presentation, but also having time to absorb the atmosphere and enjoy the scenery. If you’re into learning about wine but also want some leisurely exploration, this tour hits the right note.
Practical Details and Value

At $108.33 per person, this tour offers a solid value considering the multiple winery visits, tastings, regional food, and guided commentary. The inclusions—visiting two wineries, tasting 7 wines, sampling regional products, and enjoying panoramic viewpoints—are generous for the price. The round-trip transportation makes it convenient, especially since you won’t need to worry about navigating rural roads or finding parking in busy villages.
The duration of about 5 hours and 30 minutes strikes a good balance—long enough to explore and taste without feeling rushed. The tour is suitable for most travelers, with most being able to participate, but note that minor travelers will be served non-alcoholic drinks, indicating some flexibility for families or younger guests.
Cancellation Policy
The best part is the free cancellation policy up to 24 hours before the tour, giving you peace of mind to change plans if needed.
Who Should Consider This Tour?

If you’re a wine lover eager to see real vineyards and taste authentic Chianti wines, this tour is a great pick. It’s also suitable for travelers who want a scenic, relaxed afternoon immersed in Tuscan countryside without the complexity of a full-day or private tour. The group size remains small enough to feel personalized, while still being cost-effective.
Those interested in learning about the traditional wine-making process and regional cuisine will find it especially rewarding. However, if you’re after a private experience or have specific dietary or timing needs, you might want to explore other options.
Special Chianti Afternoon Wine Tour from Florence
“The tour was amazing. We learned the traditional ways of making wine. We were able to spend some free time at both wineries. The views are incredib…”
FAQ About the Chianti Afternoon Wine Tour

Is this a private tour?
No, this is a group tour with a maximum of 22 travelers, which helps keep the atmosphere lively and friendly.
What’s included in the price?
You get visits to at least two wineries, tastings of 7 wines, regional products like olive oil and balsamic vinegar, and a guided tour with a multilingual expert.
Are there any extra costs?
Tips and gratuities are not included, so consider tipping guides or winery staff if you’re pleased with the service.
Where does the tour start and end?
It begins at Piazzale Montelungo in Florence at 2:30 pm and returns there after the tour concludes.
Is the transportation comfortable?
Yes, the journey is in a climate-controlled vehicle, with the mode chosen based on the number of participants, ensuring a comfortable ride.
Can children participate?
Most travelers can join, and minors will be served non-alcoholic drinks, making it suitable for families with kids interested in regional culture.
How long does the tour last?
Approximately 5 hours and 30 minutes, providing a relaxed afternoon experience.
What’s the best time of year to take this tour?
While not explicitly stated, the comfort of air conditioning suggests it’s suitable for warmer months, and the scenic views are beautiful year-round.
What if I need to cancel?
You can cancel up to 24 hours beforehand for a full refund, giving flexibility if your plans change.
This Chianti afternoon wine tour from Florence offers a well-rounded taste of Tuscany’s iconic wine country. With expert guides, scenic stops, and ample tastings, it’s a fantastic way for wine enthusiasts and curious travelers to enjoy an authentic slice of Italy’s countryside without the commitment of a full-day tour. The balance of guided insights and free time at the wineries makes it both educational and leisurely, perfect for those who want to relax and soak up the Tuscan atmosphere.
While it’s not a private experience, the group size remains intimate enough to feel personalized. The price reflects the comprehensive nature of the tour, from scenic drives to regional food pairings, making it a worthwhile addition to your Florence itinerary if you’re after a flavorful, scenic, and authentic Tuscan experience.
If you’re looking for a way to combine beautiful views, quality wines, and local customs—all in one relaxed afternoon—this tour could be just the ticket.
Happy travels, and enjoy tasting Tuscany’s best!
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