On the 20th August 1535, after three long days of navigation, Charles V, emperor of the Holy Roman Empire, landed at Trapani. This was the beginning of the trip that would take him, as it will take us, on a voyage to the interior of Sicily. The city of Trapani had around 15,000 inhabitants and was known as the key to the kingdom. The port was full of people, businesses and commercial and military exchanges. Walking in the zone, we can still hear the noise of a port in full swing and the soul of a rich and vital city. The emperor remained for many days and left many marks of his stay. Let’s visit the Pepoli Palace, the place where our protagonist stayed, and the Cathedral, where the confirmation of privileges to the community of Trapani, and to single individuals, took place.