Tuscan Day Trip: Medieval Villages, Cooking Class & Wine Tasting

Embark on a captivating journey through Tuscany, where history, culture, and breathtaking landscapes await you.

Your adventure begins in Siena, a city renowned for the Palio horse race, held twice a year during the summer. This thrilling event brings the city’s historic Piazza del Campo to life, and you’ll have the chance to explore its medieval streets that are steeped in tradition. Wander through the city center, where the vibrant atmosphere and stunning architecture create a memorable experience. At the heart of Siena, admire the magnificent Cathedral of Santa Maria Assunta, an iconic symbol of the city’s rich religious heritage and architectural brilliance.

Next, head to the Chianti area for a delightful wine tasting experience. Here, you’ll sample some of the region's finest wines, paired with locally produced food. As you savor the flavors, learn about the winery’s fascinating history, its unique wine making process, and the distinctive qualities that set its wines apart.

After the wine tasting, the tour continues with a visit to Monteriggioni Castle, a remarkably well preserved medieval fortress. This picturesque castle, with its imposing walls and towers, offers a glimpse into the region's past. Fans of the Assassin's Creed video game may also recognize this iconic location.

The final stop on your tour is the enchanting town of San Gimignano, perched atop a hill in the heart of Valdelsa. Famous for its unique skyline, San Gimignano boasts a collection of 14th century towers that were once symbols of power for the town's noble families. In its prime, the town had more than seventy towers, transforming from a rural settlement into a prestigious center. As you wander through its charming streets, you’ll be captivated by the beauty of the surrounding landscape and the historical significance of this stunning hilltop town.