Plaza del Quinto Centenario, commonly known as Plaza del Totem, was constructed in 1992 to commemorate the 500th anniversary of Christopher Columbus' arrival in the New World. Standing in the heart of Old San Juan, the plaza is said to hold echoes of the island's complex and often turbulent history, with whispers of the past lingering around the towering totem that dominates the square.

The Cuartel de Ballajá, a massive 19th-century military barracks in San Juan, Puerto Rico, once housed Spanish troops and their families. Now a cultural center, the building is said to be haunted by the restless spirits of soldiers and civilians who experienced the harsh realities of war, their presence felt in the echoes of footsteps and mysterious cold spots throughout the halls.

The Museo de las Américas showcases the rich cultural heritage of the Americas. However, beneath its vibrant displays, visitors have reported eerie occurrences, with the lingering spirits of the past occasionally making their presence known through unexplained noises and sudden chills in the museum’s dimly lit corridors.

Casa Blanca, built nearly 500 years ago, stands as one of San Juan's oldest and most historic structures, originally intended as a fortress and residence for the explorer Juan Ponce de León. Visitors to this ancient mansion often report ghostly encounters, with the eerie feeling of being watched by the spirits of its former inhabitants as they explore its shadowy halls and hidden chambers.

Hotel El Convento, originally a private residence for a Spanish noblewoman, has since transformed into a luxurious hotel with a storied past. Guests often report peculiar occurrences, such as unexplained cold spots and the sound of soft footsteps in the corridors, believed to be the lingering presence of its former residents.

Calle del Cristo is a historic cobblestone street that has witnessed centuries of life, death, and devotion. Legend has it that apparitions of monks and shadowy figures can be seen near the ancient churches that line the street, their presence a haunting reminder of the street's sacred and storied past.

Plaza de San José, a picturesque square surrounded by historic buildings, has long been a site of both reverent gatherings and eerie encounters. The plaza's tranquility is occasionally disrupted by spectral sightings and ghostly whispers, believed to be remnants of its turbulent past during the Spanish colonial era.