Old San Juan from the beginning Walking Tour Come and join us for a walk through time! This tour is a walk through the 500 year history of Old San Juan. We will walk through the blue cobblestone streets of Old San Juan and discover how a small islet gave birth to this impressive walled city in the middle of the Caribbean. We'll visit landmarks, and hidden spots only visible to truly knowers of the city as we discuss architecture, religion, and island identity. As we walk, you will hear stories about the Spanish conquest, colonial fortresses, foreign invasions and evolution of the city to the present day. Every corner has a story and every structure holds a secret waiting for you!