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Discover the authentic charm of Chianti Rufina with a guided wine tasting in Florence. Explore vineyards, ancient cellars, and sample fine wines for just $24.20.
This wine tasting tour in Chianti Rufina offers a glimpse into the centuries-old tradition of winemaking from one of Italy’s most esteemed regions. Held just outside Florence, this experience combines history, stunning scenery, and a taste of authentic Tuscan wines — all in about an hour. From the moment you arrive, you’ll be surrounded by rolling vineyards and views that could make even the most serious wine lover smile.
What really makes this experience stand out is the opportunity to visit the Bossi Estate, a family-owned vineyard that has been producing wine for 25 generations. Guided by passionate staff and knowledgeable guides, you’ll learn about the traditional process of winemaking and the family’s deep-rooted connection to the land. Plus, at only around $24, it offers an impressive value considering the setting, the quality of wines, and the personal touch.
One thing to keep in mind: this is a small-group experience with a maximum of 12 travelers, which means you’ll enjoy a more intimate, personalized tasting. However, it’s worth noting that transportation isn’t included, so you’ll need to plan your own way to the meeting point in Pontassieve. This tour appeals most to those interested in authentic Tuscan wines, scenic landscapes, and a touch of history — perfect for wine novices eager to learn or seasoned enthusiasts wanting a quick regional highlight.


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The tour begins at Via dello Stracchino, 32, Pontassieve, a charming village just outside Florence. The location is accessible via public transportation, making it convenient for visitors staying in Florence or nearby. Since transportation isn’t provided, you’ll want to plan your arrival — but the proximity to Florence means a short trip, especially if you’re already exploring the Tuscan countryside.
From the moment you step onto the estate, the stunning panoramic views of Tuscany take center stage. Reviewers frequently mention the “spectacular” location, with one highlighting the “true panorama of Tuscany” that unfolds as soon as you arrive. Sitting in the estate’s garden, guests can soak in the peaceful countryside while enjoying a welcome drink before the tour begins.
The owners and staff are praised for their professionalism and friendliness. One reviewer notes that they felt welcomed immediately, being made to sit in the estate’s garden and then taken on a thorough, anecdote-rich tour of the ancient cellar. The cellar, where the family’s first Reserve of Chianti Rufina was produced, offers a tangible sense of history and tradition. Expect explanations about the winemaking process, from grape to glass, and an insight into the family’s legacy.
During the tasting, you’ll sample wines made from grapes grown nearby — a real plus for those seeking authenticity. The range includes the freshness of a Tuscan white, the power of Chianti Rufina’s red, and the complex character of a Super Tuscan. Several reviews highlight the quality of the wines, with one reviewer calling the Vinsanto 2010 “simply exceptional.”
Snacks are included, which complement the wines and enhance the tasting experience. Although the experience is brief — around one hour — the focus on quality and storytelling makes it memorable. You’ll likely appreciate the personal attention and the chance to ask questions, given the small group size.
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A standout aspect of this experience is the deep family connection. The Gondi family’s 25-generation history is woven into the tour, making it more than just a tasting. It’s a journey into Tuscan tradition, with anecdotes and stories that add depth to each glass poured.
One reviewer fondly mentions “history and passion with a breathtaking backdrop,” emphasizing how the estate’s location enhances the experience. Another points out that the professional and well-thought-out cellar tour makes the visit particularly engaging.
At just over $24 per person, this experience offers exceptional value. Considering the scenic setting, expert guidance, and a variety of wines, it’s an accessible way to enjoy a slice of Tuscany’s wine culture without breaking the bank. It’s perfect for those new to wine tasting who want a guided, educational experience, or seasoned wine lovers looking for a quick regional fix.
The main thing to be mindful of is the lack of included transportation. If you’re staying in Florence, you’ll need to organize your own way to Pontassieve. The tour’s hour-long duration makes it a quick stop rather than an all-day affair, which is ideal if your schedule is tight. Since the maximum group size is 12, you’ll enjoy an intimate experience, but booking well in advance is recommended, especially during peak seasons.

This activity is ideal for wine enthusiasts interested in authentic Tuscan wines and history, first-timers who want a guided, friendly introduction, or travelers seeking a scenic, cultural experience near Florence. It’s also perfect for those who appreciate small groups and personal attention. If you’re after a full-fledged winery tour with transport or a longer tasting session, you might consider other options, but for a quick, meaningful taste of Chianti Rufina, this tour hits the mark.
This wine tasting at Chianti Rufina offers a beautiful combination of scenery, tradition, and high-quality wine at a very reasonable price. The estate’s stunning views and welcoming atmosphere create a memorable backdrop for learning about Tuscan wine-making heritage. The guided tour’s intimate size ensures you’ll get plenty of opportunity to ask questions and connect with the family’s story.
While you’ll need to arrange your own transportation, the experience’s authenticity, combined with the chance to taste some truly delightful wines, makes it well worth the effort. Whether you’re a casual sipper or a dedicated oenophile, this activity offers a genuine slice of Tuscany — perfect for a quick escape from Florence that leaves lasting impressions.

Is transportation included in this tour?
No, transportation isn’t provided. You will need to make your own way to the meeting point in Pontassieve, which is accessible by public transportation.
How long does the experience last?
The tasting experience lasts approximately one hour, making it a quick yet engaging activity.
What wines can I expect to taste?
You will sample a range of wines: a fresh Tuscan white, a robust Chianti Rufina red, and a complex Super Tuscan red. The estate is also known for its vinsanto, which many reviewers praise.
Are snacks included?
Yes, snacks are part of the experience, designed to complement the wines and enhance the tasting.
What is the maximum group size?
The tour is limited to 12 travelers, ensuring personalized attention and a relaxed atmosphere.
Can I cancel if my plans change?
Yes, cancellations are free up to 24 hours in advance for a full refund. Cancellations less than 24 hours prior are not refunded.
Is this suitable for children or minors?
No, alcoholic beverages are only suitable for those aged 18 and up.
Is the tour suitable for beginners?
Absolutely. It’s designed to be enjoyable for both newcomers and seasoned wine lovers, with plenty of stories and explanations.
To sum it up, this Chianti Rufina wine tasting tour offers a memorable, scenic, and educational experience for those eager to explore Tuscan wine traditions without a lengthy commitment. Perfect for small groups, it balances authenticity with affordability, making it a worthwhile addition to any Florence itinerary.