Planning a trip to Florence and craving an authentic taste of Tuscany’s famed wine region? This Exclusive Winery Tour with Tasting and Dinner in Chianti offers a relaxed way to experience the beautiful countryside, sample top-notch wines, and enjoy a delicious Tuscan meal—all in one well-organized package.
We don’t get to do these tours ourselves, but after reviewing the details, it’s clear this experience hits several high points: professional guides, stunning vineyard views, and excellent value for money. What we love most is how it combines private visits to two different wineries with a charming stop in Greve in Chianti, plus an evening dinner right in the vineyards.
That said, a potential downside is the dinner’s timing, which some have found a bit rushed or chaotic—so if you prefer a relaxed pace, keep that in mind. This tour is best suited for travelers who want a well-rounded, intimate experience with wine, scenery, and good food, especially if you’re into learning about wine production and savoring local flavors.
- Key Points
- What to Expect from This Wine Tour
- Visiting the Wineries
- Stroll Through Greve in Chianti
- The Evening Vineyard Dinner
- Return to Florence
- What We Think Works Well
- Areas That Could Be Improved
- Who Will Love This Tour?
- Frequently Asked Questions
- Exclusive Winery Tour with Tasting and Dinner in Chianti vineyard
- Final Thoughts
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Key Points

- Small Group Size: Capped at 25 people, ensuring a more personalized experience.
- Comprehensive Itinerary: Includes visits to two vineyards, a charming village stop, and an elegant vineyard dinner.
- Transport Included: Round-trip transfers make the logistics hassle-free.
- Expert Guides: Knowledgeable hosts contribute to a more engaging and informative day.
- Value for Money: Around $113, with most reviews highlighting the quality of wine, food, and scenery.
- Weather Flexibility: Dinner moves indoors if the weather isn’t cooperating.
What to Expect from This Wine Tour

This tour begins in Florence, with a meet-up at Piazzale Montelungo around 3:00 pm. From there, it’s about a 15-minute bus ride to the Chianti countryside, where the real fun starts. The entire experience lasts about 6.5 hours, making it a full but manageable day for those eager to explore Tuscany’s wine heartland without the hassle of self-driving.
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Visiting the Wineries
The first stop is at a vineyard along the Strada Statale 222 Chiantigiana, famous for producing some of the finest Chianti wines. Here, you’ll get a behind-the-scenes look at how wine is made—from grape harvest to fermentation and aging. The highlight is the tasting session, paired with local Tuscan snacks, which many reviewers say is both educational and delicious. One guest mentioned, “Both vineyards showed off wonderful wines and views of the countryside,” highlighting how scenic these visits are.
The second winery is similarly special but offers a different vibe, which travelers find refreshing. Guests have enjoyed the diversity in wine styles and the engaging hosts. One reviewer noted, “The guide was humorous and knowledgeable, both wineries were different but still interesting,” emphasizing the variety on the tour.
Stroll Through Greve in Chianti
Before the evening dinner, there’s a brief hour in Greve in Chianti, a small medieval town with boutique shops, artisan workshops, and cozy restaurants. This stop is often praised for its charming, peaceful atmosphere—some describe it as a “quaint village with a very pleasant vibe.” Travelers get a chance to walk around, maybe pick up a souvenir or two, and soak in the local ambiance.
The Evening Vineyard Dinner
As sunset approaches, it’s time for a highlight: dinner among the vines at the second winery. The setting is often described as authentic and picturesque, with the golden light of dusk making the vineyard views even more special. The meal features a Tuscan menu crafted from seasonal ingredients, and most reviews underline the quality of the food and wine pairing. It’s a chance to relax, chat with new friends, and truly absorb the essence of Tuscany.
Reviewers mention that the dinner is more than just a meal—it’s an experience. One said, “The dinner in the vineyard was so nice and the tour was so much fun.” The focus on local flavors and wine pairing makes this a memorable part of the day.
Return to Florence
After dinner, the bus takes you back to Florence, comfortably seated and likely reminiscing about the day’s highlights. The return trip is about 15 minutes, making the overall experience a convenient escape from the city’s hustle.
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What We Think Works Well
The guide’s expertise and friendliness are a recurring theme in reviews. Guests appreciated hosts who are not just knowledgeable but also engaging, making the experience informative yet fun. According to one review, “Our guide Gennora was the absolute best,” which is a good sign that the tour leaders make a difference.
The variety of stops—from vineyards to a charming village—adds dimension to the experience. Instead of just tasting wine, you get a full picture of Tuscan life: how wine is made, the local culture, and scenic views.
The intimate group size makes conversations easier and allows for more personalized attention. Plus, the options to ship wine home are helpful for those worried about baggage or shipping logistics.
Value for the cost—around $113—is generally seen as a fair price given the inclusions: two winery visits, tastings, dinner, and transportation. Many reviews mention overflowing with good food and wine, suggesting you get your money’s worth.
Weather considerations are practical; if rain clouds gather, the dinner moves indoors without losing the essence of the experience.
Areas That Could Be Improved

Some guests have found the dinner timing a bit rushed or chaotic, with multiple glasses and courses served quickly. If you prefer a slow, leisurely meal, you might find this aspect less ideal. Also, the bus ride, while comfortable, has been described as having not-so-great suspension—something to consider if you’re sensitive to bumps.
Finally, the duration is quite packed, so if you’re after a very relaxed day, this might feel slightly hurried, especially during the dinner.
Who Will Love This Tour?

This experience is perfect for those who want a comprehensive, upscale wine experience without the hassle of self-driving or arranging multiple visits. It’s well-suited for couples, friends, or small groups who enjoy good food, wine, and scenic landscapes.
Travelers interested in learning about wine production but still wanting a relaxed social vibe will appreciate this tour. If you prefer a laid-back, unstructured day, or are looking for a longer, more leisurely meal, you might want to explore other options.
This tour is also a good choice for first-timers to Chianti, as it combines highlights with personal touches and expert guidance, making it both educational and enjoyable.
Frequently Asked Questions

Is transportation included?
Yes, round-trip transfers from Florence are part of the package, making it easy to relax and enjoy the scenery.
How many people are in the group?
The group is limited to 25 travelers, which helps keep the experience intimate and personalized.
Can I ship wine home?
Absolutely. The tour offers the convenience of arranging to ship wine directly to your home, avoiding the hassle of baggage restrictions.
What is the meal like?
The dinner features a typical Tuscan menu made with seasonal ingredients and paired with Chianti wines. Vegetarians and vegans can request special menus.
What if the weather is bad?
If rain or bad weather occurs, the dinner will be moved inside the winery, so your experience remains comfortable.
Are children allowed on this tour?
Children are welcome; soft drinks are offered during wine tastings, and the experience is generally suitable for families with kids.
How long does the tour last?
It’s approximately 6 hours and 30 minutes, covering transfers, visits, tastings, and dinner.
Do I need to be a wine expert?
Not at all. The guides are knowledgeable and friendly, explaining the wine-making process and helping you enjoy and understand the tastings.
Exclusive Winery Tour with Tasting and Dinner in Chianti vineyard
“Excellent tour to Chianti. Lucy, our tour guide was knowledgeable and social. Both vineyards showed off wonderful wines and views of the countrys…”
Final Thoughts

This Exclusive Winery Tour with Tasting and Dinner in Chianti offers a well-rounded glimpse of Tuscany’s wine and countryside. It balances education, scenic beauty, and delicious food, making it an appealing choice for those seeking a manageable yet immersive day out.
If you love wine, enjoy good company, and want a taste of authentic Tuscany—this tour delivers on those fronts. The small-group format and expert guides ensure you won’t feel rushed or lost in the crowd. Plus, the option to ship wines home is a thoughtful perk for those wanting to savor their favorites back home.
While the dinner’s timing might not be perfect for everyone, the overall experience receives consistent praise for its value and memorable moments. Whether you’re a wine novice or a seasoned enthusiast, this tour can add a special flavor to your Florence trip.
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