If you’re planning a trip to Florence and craving a taste of Tuscany’s famous wine country, the Special Chianti Afternoon Wine Tour might just be the perfect fit. While we haven’t personally taken this exact journey, the glowing reviews and detailed itinerary give us plenty of reasons to recommend it for wine lovers and curious travelers alike.
What we love about this experience? First, the stunning scenery of rolling vineyards and cypress-lined hills makes it a visual feast. Second, the authentic wine tastings at renowned wineries promise a genuine taste of Chianti’s best offerings paired with regional snacks. And third, the knowledgeable guides bring Tuscan culture and winemaking traditions to life with friendly, expert commentary.
The only possible consideration? Since it’s a group tour, those seeking complete privacy or a more personalized experience might prefer a private option. But for most, the social atmosphere and shared discoveries add to the charm. This tour suits travelers who want to combine scenic beauty, cultural insights, and excellent wine in a manageable half-day escape from Florence.
Good To Know

- Beautiful scenery and authentic Tuscan landscapes are front and center.
- Expert guidance helps you appreciate the winemaking process and regional traditions.
- Wine tastings include 7 different wines, with local delicacies like cured meats and olive oil.
- Convenient group format with a max of 22 participants offers a lively yet intimate experience.
- Affordable price point offers good value compared to private tours.
- Stops at medieval villages like Castellina in Chianti enrich the journey with local charm.
What This Tour Offers: An In-Depth Look

This 5.5-hour experience kicks off from Florence’s Piazzale Montelungo at 2:30 pm, an easy meeting point near public transit. From there, you’ll hop onto a comfortable coach or minivan designed to seat up to 22 travelers — a size that balances social interaction with a relaxed, intimate vibe.
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Scenic Drive and Village Visits
The drive itself is part of the charm. As you leave Florence behind, you’ll notice the landscape transform into classic Tuscan hills, dotted with cypress trees, olive groves, and medieval villages. The journey is a visual treat, especially when the coach stops at a panoramic viewpoint to snap photos.
One of the highlights is a visit to Castellina in Chianti—a quintessential Tuscan village that feels frozen in time. Here, you can stroll through narrow streets, browse local shops selling regional products, or settle in a cafe for a quick gelato or espresso. Reviewers praise the village’s charm: “The views are incredible,” one noted, emphasizing how much these stops add to the overall experience.
Visiting the Wineries
The core of the tour is the visit to at least two wineries in the Chianti region. These are not just tourist spots but working estates, meaning you’ll gain insights into traditional wine-making processes—from grape harvest to bottling. Guests have appreciated the detailed explanations, with one reviewer remarking that they learned about the traditional ways of making wine during their visit.
The wineries serve 7 wines in total, including white, red, and rosato, allowing you to taste a range of flavor profiles. The tasting sessions are thoughtfully paired with local delicacies like cured meats, bruschetta, and regional oils, elevating the experience beyond just sipping wine. An added bonus is sampling extra virgin olive oil, balsamic vinegar, and other local products—an authentic touch that enhances your appreciation of Tuscan gastronomy.
Why the Wine Tasting Is Special
Guests consistently highlight the quality and variety of wines. One reviewer describes the wines as “beautiful” with reasonable-sized serves, making the experience both generous and enjoyable. The guide’s expertise ensures that even newcomers can grasp the nuances of each wine, from grape varieties to tasting notes.
The Guide and Atmosphere
Having a multilingual, knowledgeable guide makes a big difference. Reviewers note that guides like “very knowledgeable” and “fantastic staff at wineries” help foster a relaxed, friendly environment. This makes learning about wine feel more like a shared discovery rather than a lecture.
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Additional Perks
The tour doesn’t just stop at wine. You’ll visit hidden corners of Tuscany and enjoy a stop at a panoramic viewpoint for memorable photos. These small touches add to the overall value, making it a well-rounded experience for both leisure and photo opportunities.
Transportation and Group Size
The coach or minivan is equipped with air conditioning, ensuring comfort regardless of the weather. Group size is capped at 22, striking a good balance between social interaction and personal space. Reviewers find this size manageable, with some calling it “a very nice group” that still fosters conversation.
Duration and Timing
Starting at 2:30 pm, the tour wraps up back at the meeting point with plenty of time left in the afternoon. This timing allows you to continue exploring Florence or enjoy an evening meal afterward without feeling rushed.
Cost and Value
Priced at $108.33 per person, this tour offers solid value. It includes visits to multiple wineries, wine tastings, regional food pairings, transportation, and expert guidance. Compared to private tours, it’s an affordable way to indulge in Tuscan wines while meeting fellow travelers.
Who Will Enjoy This Tour?

This experience is ideal for wine enthusiasts eager to learn about traditional Chianti wines, scenery lovers wanting stunning landscape views, and foodies interested in regional delicacies. It’s suitable for most travelers, including those without prior wine knowledge. Families with minor children will find non-alcoholic options available, ensuring the whole family can enjoy part of the experience.
Since it’s a group activity, it’s best suited for travelers comfortable with sharing space and engaging with others. The tour’s relaxed pace and manageable size make it a good choice for first-timers to Tuscany or seasoned travelers seeking a taste of local life away from the crowds.
Practical Tips for Travelers

- Arrive early at Piazzale Montelungo to ensure smooth check-in.
- Wear comfortable shoes for walking around villages and vineyards.
- Bring your camera for the panoramic viewpoints and picturesque villages.
- Participate actively in wine tastings — guides encourage questions and curiosity.
- Plan for an evening in Florence afterward; the tour ends back at the starting point.
- Check the weather forecast — good weather enhances the scenic views and photo opportunities.
- Consider dietary restrictions — minor travelers will be served non-alcoholic drinks, but inform your guide if needed.
FAQ

Is the tour suitable for non-drinkers?
Yes, non-alcoholic options are available, especially for minors. While the main focus is on wine tasting, the tour includes regional products and scenic stops that everyone can enjoy.
How long does the tour last?
The experience runs for approximately 5 hours and 30 minutes, from 2:30 pm start to return to the meeting point.
What is included in the price?
Your ticket covers visits to two wineries, wine tastings (7 wines total), regional food pairings, a scenic coach ride, and a guide. Tips and gratuities are not included.
Is transportation comfortable?
Yes, the transportation is in a coach or minivan equipped with air conditioning, suitable for the group’s size.
Are the wineries busy?
While specific crowd data isn’t provided, reviews suggest the wineries are welcoming, and the group size is capped at 22 to maintain a comfortable experience.
Can I visit other attractions after the tour?
Absolutely. The tour ends back in Florence, giving you the rest of the afternoon and evening to explore more or dine locally.
What happens if I need to cancel?
You can cancel up to 24 hours in advance for a full refund, making this a flexible option if your plans change.
Is this a private tour?
No, it’s a group experience. The mode of transport and group size are based on the number of participants, offering a lively but organized atmosphere.
Do I need to be experienced in wine tasting?
Not at all. The guides are knowledgeable and friendly, making it perfect for beginners and seasoned wine lovers alike.
The Special Chianti Afternoon Wine Tour from Florence offers a well-rounded taste of Tuscany’s famed wine country. With stunning views, engaging guides, and authentic tastings, it’s perfect for those wanting a manageable, informative, and delicious escape from the city. Its affordability and inclusion of regional delicacies add to its appeal, making it a worthwhile addition to your Florence itinerary.
Whether you’re a wine novice or a seasoned sipper, this tour promises memorable moments in one of Italy’s most scenic regions, with plenty of opportunities to relax, learn, and indulge. For anyone interested in savoring Tuscany’s best, this experience hits all the right notes—beautiful landscapes, expert insight, and fantastic wines.
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