Traveling south along the coast, we reach the picturesque city of Ascoli Piceno, known as ‘the city of 100 towers’, rich in Roman and medieval monuments.Guided tour of the historic centre: the People’;s Palace (Palazzo del Popolo), the San Francesco Church, the Merchants’Loggia (Loggia dei Mercanti), and finally, Piazza del Popolo, considered one of the most beautiful in Italy, a true Renaissance salotto (drawing-room) with its historic Caffè Meletti. Free time to taste one of the city’s specialities, namely, stuffed olives and anisetta (anise liqueur). In the afternoon, guided tour of Macerata with the famous Sferisterio, a theatrical structure of unique architectural style. In the heart of the city is Piazza della Libertà, featuring the Merchants’Loggia, the Baroque S. Paolo Church, and the Rossi Theatre, one of the most beautiful in the Marche region. Return to the hotel, dinner, and overnight stay.