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Puerta de San Juan
Puerta de San Juan (Paseo de la Princesa, Old San Juan) – Dating back to 1520, this was one of the five original entrances to the city and is the only one still in its original state. The massive gate, painted a brilliant shade of red, gave access from the port. It resembles a tunnel because it passes through La Muralla, the 20-foot-thick city walls.