On 20th August 1535, after three long days of navigation, Charles V, emperor of the Holy Roman Empire, landed in Trapani. This was the beginning of the trip that would have taken him, as it will take us, on a voyage to the inner of Sicily. The city of Trapani counted around 15,000 inhabitants and was known as the key of The kingdom. The port was full of people, businesses and commercial and military exchanges. Walking in dock area, we can still hear the noise of a port at its full power and the soul of a rich and vital city, which take its profits from the sea. The emperor stayed for few days and that’s how long we are going to stay for too: 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.