Medieval streets and legendary piazzas anchor this private journey through two of Tuscany’s most celebrated hill towns. The day begins in Siena, where brick buildings and winding lanes define a historic center recognized by UNESCO. Time is set aside to explore highlights such as Piazza Salimbeni, home to Europe’s oldest operating bank, and the striking Siena Cathedral. The experience continues in Piazza del Campo, widely regarded as one of Europe’s finest medieval squares and famed as the setting for the Palio horse race held each summer.

A relaxed lunch follows, enjoyed either at a local restaurant or at a winery in the surrounding countryside. The route then winds through rolling hills and vineyard-dotted landscapes en route to San Gimignano. Known for its skyline of medieval towers, the hilltop town offers sweeping views and a beautifully preserved historic center. Guests can wander stone streets, pause at scenic viewpoints, and soak in the atmosphere before returning by private vehicle.

Duration:
Approximately 4 hours

Start time:
To be confirmed at time of booking

Inclusions:
Private transportation, English-speaking driver, local guide in Siena for 2-hours, lunch and water on board

Exclusions:
Gratuities, anything does not mention in the inclusions

Meeting point:
Hotel lobby

Ending point:
Hotel lobby

Important information:
Please inform of any food allergies in advance.
Comfortable shoes are highly recommended. 
Bring a raincoat or umbrella depending on the weather.