El Morro citadel dates back to the foundation of San Juan and is the oldest part of the city's fortifications. Underneath, a warren of dank and battle-scarred tunnels provide respite from the tropical sun. The fort's sun-baked upper levels, on the other hand, are a great spot for scenic views of San Juan, its palm-lined bay, and the Atlantic.
What to do there: Climb up the crumbling stairs to the top and peer out over 500 years of Puerto Rican history
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Conor O'Rourke is a freelance writer and translator living in Berlin. He likes traveling, bikes, rap music, and tacos. His work has been published on Matador Network, Serious Eats, Sprudge, and others. Find more of his work at ConorORourke.com.