Best of Chianti Wine Tour with Siena, San Gimignano & Lunch

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Discover Tuscany’s charm on a full-day tour from Florence. Visit Siena, enjoy truffle lasagna with a 5-wine tasting, and explore San Gimignano.

Highlights

  • Explore the stunning medieval city of Siena at your own pace
  • Indulge in a 5-wine tasting at a traditional Chianti estate
  • Savor an authentic Tuscan lunch with truffle lasagna
  • Discover the charm of San Gimignano, a UNESCO-listed hill town

Description

Depart Florence aboard a comfortable, air-conditioned coach and soak in the panoramic views of the rolling Tuscan hills as your expert tour leader introduces the region’s history, culture, and traditions. Your first destination is Siena, one of Tuscany’s most beloved cities, known for its warm-toned brick architecture, Gothic churches, and vibrant atmosphere. Upon arrival, enjoy free time to explore the city's cobblestone streets and soak in the atmosphere at your own pace. Don’t miss Piazza del Campo, where the famous Palio horse race takes place twice a year, and admire the exterior of the Duomo di Siena, a masterpiece of Italian Gothic design. Before leaving, stop at the scenic Fortezza Medicea for sweeping views over the rooftops and countryside—a perfect photo opportunity and a quiet break from the city center. Next, head into the heart of the Chianti wine region, where a family-owned winery awaits you with a warm Tuscan welcome. Settle in for a relaxing lunch that highlights the richness of regional cuisine. The centerpiece of your meal will be a generous plate of truffle lasagna, accompanied by traditional cold cuts, pecorino cheese, Tuscan crostini, and a sweet dessert. During lunch, you'll take part in a guided wine tasting of 5 distinctive local wines, including Chianti Classico, Super Tuscan blends, and more. Your host will explain the characteristics of each wine and how they pair with the food—an immersive sensory journey into Tuscan flavors. In the afternoon, continue to San Gimignano, a UNESCO World Heritage Site often referred to as the 'Medieval Manhattan' for its striking skyline of ancient towers. Enjoy free time to stroll along the stone streets, browse local shops selling saffron, ceramics, and Vernaccia wine, or simply sit in the square with a gelato from the world-famous Gelateria Dondoli. Every corner of San Gimignano offers a postcard view and timeless charm. As the sun begins to set over the Tuscan countryside, return comfortably to Florence with a heart full of memories and a palate still tingling from the wines of Chianti.

Includes

Roundtrip transportation on private air-conditioned bus Traditional Tuscan lunch with truffle lasagna Lunch with wine tasting at a Chianti winery Unlimited high-speed WIFI on bus Agency coordinator at the meeting point Daily full assistance and remote support Licensed tour leader (English, Spanish, or Italian speaking, depending on option selected) Translator for Portuguese and Chinese-speaking guests (min. 4 participants required)

Important Information

  • The tour may be conducted in multiple languages at the same time, depending on group composition Itinerary may vary slightly due to seasonal or unforeseen circumstances, but all stops will be visited Portuguese-speaking, and Chinese-speaking translator available with minimum 4 participants; otherwise, the tour will be conducted in English Infant seats unavailable

Easy cancellation

Cancel up to 24 hours in advance for a full refund

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