Florence, Chianti Wine Tasting & Tour, Medici Villa

If you’re dreaming of wandering through Tuscany’s rolling hills, exploring historic villas, and tasting some of Italy’s best wines, this tour could be a lovely choice. It’s a chance to step away from Florence’s busy streets and get a taste of the Chianti countryside—without the hassle of organizing everything yourself.

What we really like about this experience is its intimate vibe—limited to just 7 participants—and the chance to see a Medici Villa, which adds a splash of history to the lush scenery. Plus, the guided tasting of three organic wines offers genuine insight into the region’s wine-making traditions.

On the flip side, it’s a short, 2-hour tour, so if you’re looking for a more comprehensive wine day or full-day experience, you might find this a bit light. It’s also worth noting that it involves some walking and possibly a hilly walk back to the town, which could be a consideration if you prefer flat terrain or have mobility concerns.

This tour appeals most to those who want a personal, relaxed introduction to Chianti’s wines and scenery—perfect if you’re in Florence and craving a quick, authentic escape.

Key Points

• Limited Group Size: Small group means more personalized attention and a relaxed atmosphere.
• Historic Setting: Explore the Medici Villa, its gardens, and centuries-old cellars.
• Wine Tasting: Sample three carefully selected organic wines, paired with local bruschetta.
• Expert Guides: Knowledgeable guides lead the way, enhancing your understanding of Tuscany’s wine culture.
• Flexible Booking: Reserve now, pay later, with free cancellation up to 24 hours before.
• Great for Short Visits: Ideal for travelers with limited time who still want a genuine experience.

You can check availability for your dates here:

What to Expect from the Tour

This experience kicks off at the Medici Villa of Lilliano, a stunning estate with a history that adds depth to your visit. Once there, your guide will take you on a guided tour of the outdoor spaces, including the courtyard, the Medici terrace, and the Renaissance garden. These spaces aren’t just beautiful—they’re also a window into the villa’s storied past and its connection to Tuscany’s noble families.

After soaking in the views and history, you’ll move inside to explore the historic wine cellars and the 17th-century Orciaia, where the wine and olive oil were traditionally stored. Walking through these centuries-old spaces offers a tangible sense of the vineyard’s heritage—an experience that’s both atmospheric and educational.

The highlight is the guided tasting of three of the winery’s most representative wines. The reviews make it clear that the wines are well-loved, with many visitors remarking on their quality and the chance to sample organic varieties. One guest even commented they’d have bought ten bottles of the white wine if they could! Alongside the wines, you’ll enjoy some bruschetta topped with extra virgin olive oil—a simple but delicious pairing that showcases local flavors.

The Itinerary Breakdown

Starting Point: The Villa

The tour begins at the Villa Medicea di Lilliano, where your guide will meet you at the wine shop. This meeting point is convenient and straightforward, especially if you’re already in Florence. The small size of the group ensures a friendly atmosphere and plenty of opportunities for questions.

Guided Tour & Wine Tasting

Once inside, you’ll explore the outdoor spaces, then venture into the cellars and olive oil storage areas. Walking through the centuries-old cellars is like stepping back in time, with stone walls and aged barrels creating an evocative setting. After the tour, you’ll settle in for the wine tasting, which lasts roughly an hour.

The tasting features three of the winery’s most renowned wines, all organic—something many travelers appreciate given the emphasis on natural, quality production. The wines are thoughtfully paired with crispy bruschetta, allowing you to savor the flavors and appreciate the craftsmanship involved.

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Ending the Tour

The tour concludes back at the initial meeting point, making it easy to continue exploring Florence or heading to your next destination. If you choose to walk back to town, the reviews note that the route is a bit hilly and takes about 20 minutes, but it’s said to be worth the effort for the views and the experience.

The Experience from a Traveler’s Perspective

From the reviews, it’s clear this tour hits many sweet spots. One traveler shared how their guide Monica was extremely knowledgeable, turning what could be a simple tasting into a lively, educational experience. Others appreciated the breathtaking views from the villa’s terrace—perfect for photos or just soaking in the scenery.

The quality of the wines gets high praise. Many visitors mention how much they enjoyed the tasting, with one reviewer noting they’d have loved to bring home multiple bottles. The pairing with olive oil is also a hit, giving you a taste of local culinary traditions.

While the tour is relatively brief at 2 hours, the intimate setting and personal attention make it feel substantial. The small group size means you’re not just a number, and the guides can tailor the experience a bit, answering questions and sharing stories that bring the place to life.

Who Is This Tour Best For?

If you’re someone who loves learning about wine and wants to see a historic estate, this tour is a real treat. It’s especially suitable if you prefer small, personal groups over large crowds and are interested in organic wines.

Travelers with limited time in Florence will find this a perfect quick escape into Tuscany’s countryside, without the hassle of full-day excursions. It’s also a good pick for those who enjoy guided walks through picturesque gardens and historical cellars.

Practical Details

• Price: About $45.55 per person, which offers good value given the guided tour, wine tasting, and olive oil pairing.
• Duration: 2 hours—ideal for fitting into a busy sightseeing day.
• Availability: Check start times and availability, as they vary.
• Transportation: The tour starts at the Villa’s wine shop; some reviewers mention arranging taxis or walking back from town.
• Group Size: Limited to 7 participants, ensuring a relaxed and engaging experience.
• Booking: Flexible, with options to reserve now and pay later, plus free cancellation up to 24 hours in advance.

Frequently Asked Questions (FAQs)

Is this tour suitable for children?
While the tour is mainly about wine and history, it’s generally aimed at adults interested in wine tasting. Children might not find it as engaging, but there’s no specific restriction.

Do I need to bring anything?
Just your curiosity and maybe a camera. The tour provides the guide, the tastings, and the olive oil pairing.

Can I visit the villa on my own?
This tour is guided, and you’ll visit the cellars and gardens as part of the experience. For independent visits, check if the villa offers any self-guided options.

What should I wear?
Comfortable shoes for walking and outdoor exploration are recommended, especially if you plan to walk back to Florence afterward.

Is there parking available?
The information doesn’t specify, but since the tour begins at the villa’s wine shop, it’s likely accessible by car or taxi.

How far in advance should I book?
Since availability can vary, it’s best to reserve as early as possible, especially during peak tourist season.

Are the wines organic?
Yes, the wines tasted are described as organic, which appeals to those seeking natural wine options.

Can I pay on the day of the tour?
Booking policies typically allow for reservation now and payment later, but check the specific platform to confirm.

Is this a good value for the price?
Definitely. The inclusion of a guided tour, tasting of three wines, and olive oil pairing makes it a well-rounded, affordable experience.

What if I cancel last minute?
You can cancel up to 24 hours in advance for a full refund, giving you flexibility if plans change.

This Florence Chianti wine tour offers a nice blend of history, scenery, and wine in a cozy, small-group setting. It’s particularly well-suited for travelers looking for a short, authentic experience outside the city, with knowledgeable guides and memorable views. The quality of the wines and the personalized atmosphere seem to be major highlights, supported by glowing reviews.

If you’re curious about Tuscany’s wine heritage or simply seeking a peaceful break from Florence’s hustle, this tour could be just what you need. It’s a solid choice for those who appreciate good value, expert guidance, and a touch of history in their tasting adventures.

Whether you’re a wine novice or a connoisseur, this experience offers a genuine slice of Tuscan charm—without overdoing it.

Happy wine tasting and exploring!

You can check availability for your dates here: