The starting point is Salimbeni Palace, the oldest bank in the world in continuous operation. The 14th-century fortress-like elements, characteristic of Sienese medieval palaces due to constant conflicts, on its 19th-century Neo-Gothic façade offer a glimpse into Siena’s turbulent past.

Next, stop by the serene Sanctuary House of Saint Catherine, the birthplace of an exceptional laywoman who influenced the history of the Roman Catholic Church. The former residence gives you an idea of life in Siena in medieval times and a perfect viewpoint to marvel at the imposing Basilica San Domenico, perching on a higher part nearby.

Just a stone’s throw away is the beautiful pristine Gothic Fontebranda, Siena’s largest and oldest fountain. The sophisticated 11th-century hydraulic system that reused “clean sewage” for dyeing fabric and by the mills outside the city walls is a testimony to the ingenuity of Sienese in the face of the arid climate.

Continue to marvel at the Gothic gem of Siena Cathedral. Its magnificent façade made from white and greenish-black marble, Siena’s symbolic colors, was the work of the great medieval architect Giovanni Pisano. To its right, you can find Facciatone, the large incomplete façade of a new cathedral that was never finished due to a devastating 14th-century plague.

Next, pass by Siena’s symbol of trading, the Loggia of Merchandise. Located at the bustling junction of the three main streets, the main trading venue of the medieval city is also the most outstanding example of the Sienese architectural transition from Medieval to Renaissance, boasting exquisite ceiling frescoes and intricately carved columns.

Proceed to visit the charming Camp Square. The magnificent square has earned the title of “One of Europe's greatest medieval squares” with its significant historic monuments, such as the emblematic Tower of Eater, the Square Chapel, and the Joyous Fountain, and the famous twice-a-year horse race, Palio di Siena.

What also stands out is the one-of-a-kind shape of the square: It is divided into 9 sections, creating a shell-like appearance pointing directly to the Public Palace, the seat of the City Council and also the Civic Museum. Sneaking into its beautiful Italian Gothic courtyard, you can examine ornate coats of arms of families who served on the Council of Nine, the founders of the 13th-century palace. From here, you can finish the tour on your way by either admiring numerous world-class frescoes and paintings in the museum, conquering the Tower of Eater of the palace for splendid views over the city, or just simply going back to the square and enjoying its delicious gelato.