About this experience

If you’re dreaming of a peaceful escape into the Tuscan countryside, this private day trip to San Gimignano, Siena, and the Chianti region is the perfect choice. Whether you're traveling as a couple, with friends, or family, this is your chance to experience Tuscany at a relaxed, local pace. With your own English-speaking driver (please note: no guide is included), you’ll travel in comfort through picturesque hills and vineyards, making stops at panoramic viewpoints, charming villages, and historic town centers. In San Gimignano, you'll have time to explore this UNESCO-listed town famous for its medieval towers and cobblestone alleys. Later, in Siena, you can stroll through its stunning historic center, admire the Duomo, and relax in the iconic Piazza del Campo, where the famous Palio horse race takes place. For lunch, your driver will take you to a characteristic winery in the Chianti region, renowned for its rolling vineyards and world-class wines. You’ll have time to enjoy a traditional Tuscan meal (not included in the price), paired—if you wish—with a wine tasting experience featuring local labels like Chianti Classico or Super Tuscans. All the places we visit have been carefully selected by our team and carry the My Exclusive Italy seal of authenticity and quality. This is a full day of scenic beauty, culture, and relaxed discovery—designed just the way locals like it.