Discover two iconic sides of Tuscany in one beautifully balanced private day!
The rolling vineyards of Chianti Classico and the medieval charm of San Gimignano.

Your day begins with a scenic drive through the Chianti countryside, where vineyards, olive groves and historic estates create some of Tuscany’s most recognizable landscapes. Depending on your itinerary, you may explore San Gimignano in the morning or later in the day, allowing the experience to be naturally adapted to your plans.

Known as the Town of Towers, San Gimignano is one of Tuscany’s most distinctive medieval towns. Take your time to wander through its ancient stone streets, admire its historic towers and enjoy the beautiful views over the surrounding countryside. You will have the freedom to explore the historic centre at your own pace, perhaps stopping in a local shop or discovering some of the town’s traditional specialties and its famous Vernaccia di San Gimignano.

The wine experience continues in the Chianti Classico countryside, where we visit carefully selected, family-run wineries and discover the people, traditions and passion behind their wines.

At one of the estates, your visit includes a cellar experience followed by a traditional Tuscan lunch paired with the winery’s wines and local products. Enjoy authentic flavours such as extra virgin olive oil, cheeses and seasonal specialties in the relaxed atmosphere of the estate. Here, lunch is much more than a meal: it is an integral part of the winery experience and a chance to taste Tuscany through the products of the land.

The day continues with a second winery visit and tasting, offering the opportunity to discover a different expression of Chianti Classico and learn more about the families and estates that have shaped this renowned wine region.

A private experience bringing together wine, food, medieval history and unforgettable Tuscan landscapes, with the freedom to enjoy each place at your own pace.

Every private experience is fully customized around your needs, interests and
preferred pace.
Please note that the tour duration and pricing may vary slightly depending on your
pick-up and drop-off location, as well as any additional requests or customizations.

Ready to create your perfect day in Tuscany?
Simply complete the request form below and
our team will carefully review your enquiry and get back to you with the best options for your
private experience.

WE BELIEVE THE BEST RECOMMENDATION COMES FROM OUR GUESTS

We could tell you how wonderful our experiences are and why you should travel with us.

But we prefer to let our guests speak for us.

We place great importance on creating the best possible day for every individual guest, with personal attention, flexibility and genuine care.

For us, a successful tour is not simply about visiting beautiful places. It is about creating memories that our guests will want to share with their family and friends.

Their stories and recommendations mean more to us than any words we could write ourselves.