From Florence: San Gimignano, Siena, and Chianti Wine Tour

Start your day by discovering the historical wonders of Siena, one of Tuscany’s most celebrated cities. Famous for its medieval architecture and the renowned Palio horse race, Siena offers plenty to explore, including the iconic Piazza del Campo, the impressive Cathedral of Santa Maria Assunta, and its winding, cobblestone streets full of charm.
Next, you'll be able to walk into the scenic Chianti region to visit a traditional winery. Here, you can enjoy an exclusive guided tour of the vineyard and cellars, followed by a tasting of five types of local wines. Paired with artisanal olive oils, including extra virgin, truffle, and spicy pepper, along with a rich Gold Seal balsamic vinegar, to complement your wine experience.
For lunch, indulge in a traditional Tuscan meal that highlights the region’s finest flavors. Start with an array of appetizers featuring Tuscan cheese, cured meats, bruschetta, and a fresh salad. Savor the first course of Lasagne al Tartufo (truffle lasagna) and the comforting Ribollita, a traditional Tuscan vegetable soup. For dessert, enjoy cantucci cookies paired with Ildebrando Vin Santo, a sweet dessert wine that pairs perfectly with the cookies.
After lunch, head to San Gimignano, a stunning medieval town renowned for its unique skyline of towering medieval structures. As you wander through its UNESCO World Heritage-listed historic center, you can shop for handmade goods in local artisan boutiques and take in breathtaking views of the surrounding countryside.
This full-day Tuscany tour offers a perfect combination of culture, history, delicious wine, and traditional Tuscan cuisine. It’s a truly memorable way to experience the best of Tuscany’s natural beauty, wines, and culinary traditions.
Take your free time to stroll through the town on your own and see its beautiful squares, architecture, churches, and side streets.