



Shared Small Group Tour up to 8 people - YUMMY TUSCANY! Food & Wine Tour In Chianti Landscape (Tuscany)
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Enjoy tasting a variety of local wines at the first boutique winery in Chianti
Discover the medieval streets, towers, and artisan shops of San Gimignano
Learn about the unique characteristics of different wines in Tuscany
Explore scenic rolling hills and olive groves surrounding the Chianti region
Tuscany’s Timeless Beauty: A Journey Through Chianti Vineyards and San Gimignano
A Scenic Escape from Florence into the Tuscan Countryside
Travelers can experience the breathtaking landscapes and authentic traditions of Tuscany on a full-day tour departing from Piazza di Verzaia in Florence. Guided by a friendly driver, the journey leads into the famous Chianti wine region, where rolling hills, olive groves, and picturesque vineyards create the perfect backdrop for a day of exploration. The tour offers a unique combination of natural beauty, cultural discovery, and the flavors that define the heart of Tuscany.
Discovering Chianti’s Wine Heritage
The first part of the journey focuses on two boutique wineries, where visitors step into the world of traditional Tuscan winemaking. Guests can explore the vineyards, learn about the techniques passed down through generations, and discover the story behind each bottle. Wine tastings showcase a variety of local selections, allowing travelers to appreciate the unique aromas and flavors shaped by Chianti’s landscape and climate.
San Gimignano: The Medieval Jewel of Tuscany
The adventure continues in San Gimignano, known as the Pearl of Tuscany, where history comes alive through its medieval streets and historic architecture. Visitors can wander through charming lanes, admire the famous towers, explore artisan shops, and enjoy panoramic views of the surrounding countryside. The town’s lively squares and local delicacies offer a glimpse into the traditions and culture that have made San Gimignano one of Tuscany’s most captivating destinations.
A Memorable Day of Culture, Wine, and Tradition
As the journey comes to an end, travelers return to Florence with unforgettable memories of Tuscany’s landscapes, flavors, and heritage. From the vineyards of Chianti to the medieval charm of San Gimignano, the experience captures the essence of the region’s beauty and traditions. This full-day escape showcases the perfect harmony between Italian history, local cuisine, and the timeless elegance of the Tuscan countryside.
Tuscany’s Timeless Beauty: A Journey Through Chianti Vineyards and San Gimignano
A Scenic Escape from Florence into the Tuscan Countryside
Travelers can experience the breathtaking landscapes and authentic traditions of Tuscany on a full-day tour departing from Piazza di Verzaia in Florence. Guided by a friendly driver, the journey leads into the famous Chianti wine region, where rolling hills, olive groves, and picturesque vineyards create the perfect backdrop for a day of exploration. The tour offers a unique combination of natural beauty, cultural discovery, and the flavors that define the heart of Tuscany.
Discovering Chianti’s Wine Heritage
The first part of the journey focuses on two boutique wineries, where visitors step into the world of traditional Tuscan winemaking. Guests can explore the vineyards, learn about the techniques passed down through generations, and discover the story behind each bottle. Wine tastings showcase a variety of local selections, allowing travelers to appreciate the unique aromas and flavors shaped by Chianti’s landscape and climate.
San Gimignano: The Medieval Jewel of Tuscany
The adventure continues in San Gimignano, known as the Pearl of Tuscany, where history comes alive through its medieval streets and historic architecture. Visitors can wander through charming lanes, admire the famous towers, explore artisan shops, and enjoy panoramic views of the surrounding countryside. The town’s lively squares and local delicacies offer a glimpse into the traditions and culture that have made San Gimignano one of Tuscany’s most captivating destinations.
A Memorable Day of Culture, Wine, and Tradition
As the journey comes to an end, travelers return to Florence with unforgettable memories of Tuscany’s landscapes, flavors, and heritage. From the vineyards of Chianti to the medieval charm of San Gimignano, the experience captures the essence of the region’s beauty and traditions. This full-day escape showcases the perfect harmony between Italian history, local cuisine, and the timeless elegance of the Tuscan countryside.
- Chianti Wine Region
- Two different winery with lunch and tasting
- San Gimignano
- Gratuities
$ 212.48
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Activity Provider: Under The Tuscan Sun Tours
Customer Reviews

Our tour hosted by Francesca was excellent, both boutique wineries offered a wonderful but different experience. The Tuscan countryside is beautiful. We would definitely recommend this experience to others.

We researched several Tuscany wine tours and are so glad we chose Tuscany Wine Tours with Angie. From start to finish, the experience was thoughtful, seamless, and truly special. If you can, ask for Filippo — he was gracious, fun, and incredibly knowledgeable. Beyond the wine (which was fantastic), he brought Tuscany to life with history and context along the drive, pointing out sites like the Florence American Cemetery, sharing stories about the region, and even noting movies filmed along the way. It added so much depth to the day. The wineries were beautiful, unpretentious, and welcoming — exactly what we were hoping for. This tour struck the perfect balance of wine, scenery, learning, and pure enjoyment. Highly recommend for anyone looking for an authentic, memorable Tuscany experience.

Filippo was our tour guide through 3 amazing boutique wineries. Incredibly knowledgeable and gracious, he made the tour a genuine and delightful experience. At each winery not only did we taste delicious wine and food, but it felt like we were visiting the homes of friends. The winery owners were all passionate about their wines and took great care with every step of the process. Wonderful authentic, intimate experience I would recommend highly. Just a magical day!


