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Day Tour from Florence: Chianti Wine Tour with Two Wineries, Tastings & San Gimignano Visit (Small Group)

★5.0·5 reviews

190,00 €

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  • Description

Description

Discover the flavors and landscapes of Tuscany on a small-group wine tour from Florence, combining visits to two wineries, wine tastings, and free time in the famous medieval town of San Gimignano.

After meeting your tour leader in Florence, you’ll travel through the rolling hills of the Chianti countryside, surrounded by vineyards, olive groves, and scenic Tuscan landscapes. Along the way, your guide will introduce you to local traditions, wine culture, and the history of the region.

The first stop is a Chianti winery, where you’ll taste a selection of wines including Chianti Classico, Brunello di Montalcino, and Super Tuscan varieties, accompanied by tastings of extra virgin olive oil, aged balsamic vinegar, and traditional Tuscan snacks. You’ll learn how to recognize aromas and flavors while discovering the winemaking process directly from local producers.

The experience continues at a second winery near San Gimignano, an area renowned for Vernaccia DOCG white wine. Here, you’ll enjoy a guided visit of the vineyards and cellar followed by additional wine tastings, while taking in views of San Gimignano’s iconic towers.

The day concludes with free time in San Gimignano, one of Tuscany’s most beautiful medieval villages and a UNESCO World Heritage Site. Explore its historic streets, artisan shops, and panoramic viewpoints before returning comfortably to Florence in the afternoon.

This Tuscany wine tasting tour from Florence is ideal for travelers who want to experience authentic wineries, meet other wine lovers, and enjoy the Tuscan countryside in a relaxed and social atmosphere.

EXPERIENCE ORGANIZED BY:

Authentic Italy Adventure

  • 7 Hours

  • Offer in Italian and English

WHAT’S INCLUDED 

  • Round-trip transportation from Florence with Local expert tour leader

  • Visits to two local wineries in Chianti & San Gimignano area

  • Tasting of up to 8 wines

  • Extra virgin olive oil & balsamic vinegar tastings

  • Tuscan snacks included

  • Free time in San Gimignano

  • Free time in San Gimignano

MEETING POINT

Florence: Parking Oltrarno, Piazza della Calza 1, right in front Porta Romana at the blue P (parking) sign, 50125 Firenze, IT

 

BOOKING METHOD AND CANCELLATION TERMS

  • Online Booking
  • We will charge a cancellation fee of 100% if booking is cancelled 1 day or less before the event
  • We will charge a cancellation fee of 0% if booking is cancelled 1000 days or less before the event

 

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What guests say about this experience

Verified guests only
★5.0·5 reviews
Eduardo
December 2025
★★★★★

Tour was sensational, we really wanted to combine a day trip between the wineries and San Giminiano and was perfect: itinerary, time to walk, wineries, tasting, transport and guide!
The two tastings are excellent, both with cold and other accompaniments for harmonization and for this we do not miss the lunch.
One of the wineries has a beautiful view of San Giminiano and it was too much to visit.
Valentina who was our guide was very kind, lively and communicative, bringing relevant information and tips, with great energy.
As for the smaller group, it makes the ride more reserved, with the transport van air-conditioned, comfortable and in excellent condition. The period of mid-morning and mid-afternoon is essential, for those who enjoy enjoying comfort without a 12-hour ride on the road.
If you are in Florence, it is worth taking the day for this tour. We would repeat!

Tori
October 2025
★★★★★

We had the best time at this tour! Both wineries were so fun and unique experiences. The small group was also really such a benefit of the whole day, it made it feel not so touristy. Francesca was also amazing! Informative, helpful, and you could tell she had good relationships with the winery tour guides which I’m sure also helped lead to an even better experience!

Jaylee
October 2025
★★★★★

Our wine tours with Alessandro were a dream! We visited two beautiful wineries and explored the medieval town of San Gimignano, learning about the region’s history and winemaking, the first winery was beautiful and the second felt very homey with amazing views of the town. Alessandro was the perfect guide—knowledgeable, friendly, and kind. We shared great laughs, made new friends, enjoyed delicious bites, and even had the option to ship our favorite wines home. A truly perfect day in Tuscany— everything I pictured!

Mark
September 2025
★★★★★

This tour was GREAT! The two vineyards were a great balance of one more commercial and the other more small operation. They gave us a ton of wine and the VIEWS! Incredible! The experience at the 2 vineyards were very different - one more high end, lots of options, great food, entertaining host, GREAT options for shipping. and the other was more home town small operation feel, incredible view, gave us a tour of the facility, view of SG, and just a great experience and delicious wine! It was perfect to have the two types of experiences. After that, we had about an hour in San Gimignano, enough time to walk up the hill, get gelato, go in a few shops, check out the church, and hit a few view spots! I really enjoyed it! My guide Luigi was absolutely wonderful. He shared great knowledge on the way, was very engaging, got us all visiting with each other, and provided great insights. I saw him the next day leading another tour in the city and he was so kind and just as excited to see me. He’s clearly very knowledgeable and made the experience special!

Shalini
August 2025
★★★★★

Best Tuscany Wine Tour! This was a 360degrees wine and medivial experience of Tuscany we could have asked for and this tour has a LOT of wine. Definitely recommend.

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CategoryDay Trip from Florence, Wine tasting Florence Countryside

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