San Juan de Puerto Rico (PRI)
The island where it is located, which was given the name of San Juan Bautista, was one of the first places discovered by Columbus. It was founded between 1519 and 1521 after it was decided to relocate the town of Caparra, founded by Juan Ponce de Leon, to the islet of the bay, changing its name to Puerto Rico. It was soon fortified, becoming a strategic military location for defense of the territory against the attacks of foreign powers in the campaign for the conquest of the Caribbean, with outstanding fortifications such as San Felipe del Morro and San Cristóbal, which still stand today.
Another point worth mentioning is that it was in this port that Francis Drake was defeated in his last battle against the Spanish crown.