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San Juan is the capital and most populous city in Puerto Rico. The capital of Puerto Rico is the oldest city under U. Augustine, Florida, founded in is the oldest city in the continental United States. The history of San Juan begins a long time before its official foundation, in , during his second voyage, Christopher Columbus landed in Puerto Rico. He founded the original settlement in Caparra, now known as Pueblo Viejo, behind the almost land-locked harbor just to the west of the present metropolitan area and the city quickly became Spain's most important military outpost in the Caribbean.

A year later, the original settlement was relocated to a nearby coastal islet to the site of what is now called Old San Juan and named Puerto Rico Rich Port. Sometime during the s, confusion over the names led to a switch, the island took the name of Puerto Rico and the town became San Juan.

Today, San Juan is known as La Ciudad Amurallada the walled city and is one of the biggest and best natural harbors in the Caribbean and is the second oldest European-founded city in theAmericas after Santo Domingo, which was officially founded on August 5, During the early 16th century, San Juan was the point of departure of Spanish expeditions to charter or settle unknown parts of the New World. Its fortifications repulsed the English navigator Sir Francis Drake in , as well as later attacks.

San Juan is the largest processing center of the island, the metropolitan area has facilities for petroleum and sugar refining, brewing and distilling and produces cement, pharmaceuticals, metal products clothing, and tobacco.