Exploring the renowned Chianti wine region is a must for any visitor to Florence. This guided tour offers an immersive experience, taking you from the charming town of Greve to the UNESCO-protected medieval gem of San Gimignano. Along the way, you’ll indulge in winery tours, wine tastings, and a delightful light lunch at a family-run farm. Whether you’re a wine connoisseur or simply seeking to soak in the region’s cultural heritage, this tour promises an unforgettable journey through the heart of Tuscany.
Key Points
• This small group tour from Florence explores the renowned Chianti wine region, including a winery visit, tasting, and a stop in the UNESCO-listed town of San Gimignano.
• The tour includes a guided winery tour and tasting in Greve in Chianti, where visitors can learn about traditional winemaking methods and sample multiple Chianti wine varietals.
• Participants will have free time to explore the medieval streets and architecture of San Gimignano, a picturesque UNESCO World Heritage Site known for its iconic skyline of towering stone structures.
• The tour also features a light lunch with a wine tasting at a family-run farm in San Gimignano, providing an opportunity to savor the region’s culinary and viticulture traditions.
• The tour offers a comprehensive experience that blends cultural, culinary, and scenic highlights of the Chianti region, allowing visitors to enjoy the timeless allure of Tuscany.
You can check availability for your dates here:Tour Details

This tour spans approximately 6.5 to 7 hours and is offered as a small group experience.
Pickup from your accommodation is available as an optional service.
You’ll depart from Florence and visit the charming town of Greve in Chianti for a winery tour and tasting.
Then, you’ll explore the UNESCO-listed town of San Gimignano, where you’ll have free time to wander, sightsee, and shop.
A light lunch with wine tasting at a family-run farm in San Gimignano is also included.
The tour features air-conditioned transportation, an English-speaking driver, and all taxes and fees.
This is an excellent way to discover the highlights of the scenic Chianti region.
You can also read our reviews of more wine tours in Florence
Itinerary Overview

The tour begins with a departure from Florence, where guests will then venture to the charming town of Greve in Chianti for a winery tour and tasting.
Afterward, the group will travel to the UNESCO World Heritage Site of San Gimignano, allowing ample free time for sightseeing and shopping.
Finally, the day culminates with a light lunch accompanied by a wine tasting at a family-run farm within San Gimignano.
This carefully curated itinerary offers a well-rounded experience, blending the rich history and culture of the region with opportunities to savor its renowned Chianti wines and local cuisine.
Visiting Greve in Chianti

After departing from Florence, the tour group typically arrives in the charming town of Greve in Chianti, nestled in the heart of the renowned Chianti wine region.
At the winery, guests are treated to a guided tour and tasting, where they can sample the region’s renowned red wines. The winery visit offers a unique opportunity to learn about the winemaking process and the history of the Chianti region.
Key highlights of the Greve in Chianti experience include:
- Guided tour of the winery’s facilities and cellars
- Tasting of multiple Chianti wine varietals
- Insight into the traditional methods of wine production
- Appreciation for the terroir and microclimate that contribute to the region’s distinct flavors.
Exploring San Gimignano

Next, the tour group ventures to the remarkably well-preserved medieval town of San Gimignano, a UNESCO World Heritage Site renowned for its iconic skyline of towering stone structures.
Visitors are granted free time to explore the quaint streets, marvel at the architectural wonders, and indulge in some local shopping and sightseeing.
The town’s stunning medieval towers, which once numbered 72, have been preserved and offer panoramic views of the rolling Tuscan countryside.
Tourists can browse the charming boutiques, sample the region’s renowned saffron, and visit the Duomo, a Romanesque cathedral with intricate frescoes.
This picturesque town provides a glimpse into Italy’s storied past and allows travelers to enjoy the local culture.
More Great Tours NearbyLunch and Wine Tasting
Following their exploration of the charming streets and iconic towers of San Gimignano, the tour group then heads to a family-run farm in the region for a delightful lunch and wine tasting experience.
At the farm, they’re treated to a selection of local Tuscan dishes, showcasing the region’s renowned culinary traditions. The highlight of the experience, however, is the wine tasting, where they’ve the opportunity to sample the farm’s own vintages.
The tasting is led by knowledgeable staff, who provide insights into the winemaking process and the unique characteristics of the Chianti region’s terroir.
Key features of the lunch and wine tasting include:
- Authentic Tuscan cuisine
- Expert-led wine tasting
- Insight into local winemaking traditions
- Scenic farm setting
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Discovering the Chianti Region

The Chianti region, located in the heart of Tuscany, is a picturesque area renowned for its rolling hills, vineyards, and medieval villages.
Visitors on this tour have the opportunity to enjoy the rich history and vibrant culture of this renowned wine-producing area.
The tour begins with a visit to Greve in Chianti, a charming town known for its bustling market square and historic winery.
Here, guests will embark on a guided tour of a local winery, learning about the region’s winemaking traditions and sampling the renowned Chianti wines.
This immersive experience allows travelers to fully appreciate the essence of the Chianti region and its celebrated viticulture.
Booking and Cancellation Policy

Travelers can reserve their spots on the Chianti Villages, San Gimignano and Winery Tour with a flexible cancellation policy – they can cancel up to 24 hours in advance for a full refund.
The tour offers several convenient booking options, including:
- Option to pay now or later
- Easy online booking process
- Free cancellation up to 24 hours prior
- Instant confirmation upon booking
This stress-free booking experience ensures travelers can plan their Florence adventure with confidence. Whether they’re seeking a culturally immersive day in the Chianti region or a chance to explore the medieval charm of San Gimignano, this tour provides a seamless and enjoyable experience from start to finish.
Tour Highlights
Immersing oneself in the timeless allure of the Chianti countryside and the UNESCO-protected medieval town of San Gimignano is the essence of this captivating tour. Discover the Chianti region’s renowned vineyards, sample the area’s renowned wines, and savor a delightful light lunch paired with wine tasting at a family-run farm. Explore the well-preserved towers and charming alleyways of San Gimignano, a true gem that transports visitors back to the Middle Ages. This tour offers a seamless blend of culture, culinary delights, and scenic beauty, providing an unforgettable experience in the heart of Tuscany.
| Highlights | Details |
|---|---|
| Discover Chianti | Explore renowned vineyards and sample renowned wines |
| Explore San Gimignano | Wander through the UNESCO-protected medieval town |
| Savor Local Cuisine | Indulge in a light lunch with wine tasting at a family-run farm |
| Cultural Immersion | Step back in time and soak in the timeless allure of the region |
| Scenic Beauty | Enjoy the picturesque Tuscan countryside |
Frequently Asked Questions
Can I Customize the Tour to My Preferences?
Yes, you can customize the tour to your preferences. The tour operator offers flexibility to adjust the itinerary and activities based on your interests and needs. Simply discuss your preferences with the operator when booking the tour.
What Is the Minimum Group Size for the Tour?
The tour has a small group size, but the exact minimum is not specified. The details indicate it’s a "small group" tour, so the group size is likely between 2-8 participants. The specifics may vary based on availability.
Are There Any Dietary Restrictions Accommodated?
The tour offers dietary accommodations for vegetarians, vegans, and those with other dietary restrictions. Guests should notify the tour operator of any special dietary needs when booking the tour.
How Much Time Is Allocated for Free Time in San Gimignano?
The tour provides free time of approximately 1.5 to 2 hours in San Gimignano, allowing visitors to explore the UNESCO World Heritage site, wander the medieval streets, and shop at local stores at their own pace.
Is There an Option to Extend the Tour Duration?
The tour details do not mention an option to extend the duration. However, travelers could inquire with the tour provider about the possibility of adding more time in San Gimignano or other destinations on the itinerary for an additional cost.
Florence: Chianti Villages, San Gimignano and Winery Tour
Recap
This Chianti wine region tour offers an immersive experience, blending visits to historic villages, renowned vineyards, and a family-run farm.
From the charming town of Greve to the UNESCO-protected San Gimignano, you’ll discover the rich cultural heritage and exceptional wines that make this area so captivating.
The tour culminates in a delightful lunch and wine tasting, allowing you to savor the region’s culinary and viticulture traditions.

























