Experience the magic of Old San Juan on a guided walking tour. Discover the city’s rich history, hear captivating tales, and explore its beautiful streets and architecture.
Experience the magic of Old San Juan on a guided walking tour. Discover the city’s rich history, hear captivating tales, and explore its beautiful streets and architecture.
- Paseo de la Princesa - Recognized as one of the world’s most picturesque walkways, Paseo de la Princesa is notable for its significant historical sites and statues along the path.
- La Fortaleza - Palacio de Santa Catalina - La Fortaleza, also known as The Fortress, serves as the official residence of Puerto Rico’s governors. It was the first…
- Paseo de la Princesa - Recognized as one of the world’s most picturesque walkways, Paseo de la Princesa is notable for its significant historical sites and statues along the path.
- La Fortaleza - Palacio de Santa Catalina - La Fortaleza, also known as The Fortress, serves as the official residence of Puerto Rico’s governors. It was the first fortification constructed in San Juan harbor. The original tower, now referred to as Torre del Homenaje or “tower of homage,” remains standing. Its name comes from a local tradition where the resident governor ascends the tower to make a solemn vow of loyalty and bravery during perilous times.
- Catedral Basilica Menor de San Juan Bautista - This cathedral is among the oldest structures in San Juan and is the oldest cathedral in the United States, as well as the second oldest in the Americas. The construction of the San Juan Cathedral was integral to the establishment and spread of Catholicism on the island. It houses the tomb of the Spanish explorer and settlement founder Juan Ponce de León.
- La Puerta de San Juan - Known as the Old Entrance of San Juan, this gate was constructed in 1635 and served as the main entry into the walled city during the Spanish colonial period. Standing 16 feet tall and 20 feet thick, it leads to the charming Paseo La Princesa.
- La Rogativa - La Rogativa is a stunning bronze sculpture located in Old San Juan’s plaza. “Rogativa” translates to “The Procession,” and it depicts the legend of a Catholic Bishop and his companions who, during a British invasion in 1797, held a procession of faith with crosses, torches, and chants.
- Casa Blanca Museum - Built in 1521, this was the residence of Juan Ponce de León and his family. It now functions as a museum.
- El Bastion - Constructed adjacent to Castillo San Felipe del Morro, The Bastion was intended as additional defense for the fort. In the 1800s, it served as barracks for soldiers.
- Cuartel de Ballaja - Erected in 1854 and utilized by the Spaniards until 1898, the Cuartel was designed as barracks for the Spanish Infantry, accommodating 1000 soldiers and their families. Following the 1898 US Army invasion, the US infantry occupied the Cuartel de Ballajá until 1936. During World War II, it was converted into a hospital.

- Bilingual tour
- Bilingual tour
- Gratuity
- Gratuity
Each journey to this enchanting city is unique, as Old San Juan brims with historic narratives and legends. We weave in historical facts from scholarly texts as well as stories relayed from one generation to the next. The combination of these tales and histories transports you back in time.
Dive into the traditions, history, and exceptional locations of…
Each journey to this enchanting city is unique, as Old San Juan brims with historic narratives and legends. We weave in historical facts from scholarly texts as well as stories relayed from one generation to the next. The combination of these tales and histories transports you back in time.
Dive into the traditions, history, and exceptional locations of Puerto Rico with our accompanied walk through the charming lanes of Old San Juan. This accommodating 2.5-hour walk is fit for families and uncovers the city’s mystical nooks and splendid architecture.
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.