Highlights
Explore the 500 year history of Old San Juan on this small group walking tour led by a PhD historian. Walk through the colorful streets of the historic city while discovering the stories behind its plazas, churches, and massive fortifications. This experience offers a deeper understanding of Puerto Rico’s role in the Spanish Empire and the Atlantic world. Through engaging storytelling and expert historical interpretation, guests will gain insights into the people, events, and cultural traditions that shaped the island. With a limited group size, this tour provides a more personal and interactive experience ideal for travelers interested in history, culture, and heritage.
About This Deal
Departure Point
- Meeting point is at the front gate of Capilla del Santo Cristo de la Salud, at the end of Calle del Cristo in Old San Juan. Your guide will be wearing a shirt with the company logo and carrying a black backpack. Please arrive 10 minutes before the tour start time.
Duration
2 hours
Languages Available
- Human tour guide - English
- Human tour guide - Spanish
Points of Interest
Stop At: Capilla del Santo Cristo de la Salud
1 Calle Del Cristo, San Juan
This small but iconic chapel stands at the edge of Old San Juan’s historic walls and is associated with one of the city’s most famous legends. Guests learn how faith, tradition, and local storytelling became part of the cultural identity of San Juan.
Duration: 15 minutes
Stop At: La Fortaleza - Palacio de Santa Catalina
63 C. de la Fortaleza, San Juan
The oldest executive mansion still in use in the Americas, La Fortaleza has served as the residence of Puerto Rico’s governors since the 16th century. Guests learn about Spanish colonial administration and how political power shaped the development of the island.
Duration: 10 minutes
Stop At: Catedral Basilica Menor de San Juan Bautista
Calle del Cristo 151-153, San Juan
One of the oldest cathedrals in the Americas, the Cathedral of San Juan reflects the central role of religion in colonial society. Visitors learn about the life of Juan Ponce de León and the importance of the Catholic Church in the early Caribbean colonies.
Duration: 15 minutes
Stop At: La Puerta de San Juan
Cll Caleta De San Juan, San Juan
Once the main ceremonial entrance to the walled city, the San Juan Gate welcomed governors, bishops, and visiting dignitaries arriving by sea. Here guests learn about the strategic importance of the port and its role in Atlantic trade.
Duration: 10 minutes
Stop At: La Rogativa
5-11 Caleta de Las Monjas, Up on Hill Past San Juan Gate on the Paseo Del Morro Side, San Juan
This dramatic bronze sculpture commemorates a famous event in which a religious procession is said to have helped protect the city from a British attack in 1797. The monument highlights the intersection of faith, legend, and historical memory.
Duration: 10 minutes
Stop At: Casa Blanca Museum
1 Calle San Sebastian, Old San Juan, San Juan
Built in the early 16th century for the family of Juan Ponce de León, Casa Blanca is one of the oldest residences in Puerto Rico. Guests learn about the life of the early Spanish settlers and the beginnings of colonial society on the island
Duration: Not Available
Stop At: Castillo San Felipe del Morro
501 Calle Norzagaray, San Juan
The tour explores the surroundings of El Morro, one of the most important Spanish fortifications in the Americas. Visitors learn how this massive fortress protected San Juan from pirates and rival European powers for centuries. This tour includes historical interpretation of Castillo San Felipe del Morro from the exterior surroundings. Admission to enter the fort is not required as part of the guided experience. Guests who wish to explore the interior of the fort may do so independently after the tour. Any admission fee would be paid separately by the traveler.
Duration: 10 minutes
Stop At: Cuartel de Ballaja
Calle Norzagaray, Corner Calle del Morro, San Juan
Originally built in the 19th century to house Spanish troops, the Cuartel de Ballajá was one of the largest military barracks in the Caribbean. Today it stands as an important cultural center reflecting Puerto Rico’s colonial military history.
Duration: 15 minutes
Stop At: Plaza del Quinto Centenario
Calle del Cristo 1, Old San Juan, San Juan
This monumental plaza commemorates the 500th anniversary of the European encounter with the Americas. The site offers impressive views of the Atlantic Ocean and the fortifications that once protected the city.
Duration: 10 minutes
Additional Information
- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Guided walking tour of Old San Juan led by a PhD historian
- Visits to major historic landmarks and viewpoints throughout Old San Juan
- Historical interpretation covering over 500 years of Puerto Rican history
- Small-group experience for a more personalized and interactive tour
Exclusions
- Food and beverages
- Gratuities for the guide (optional but appreciated)
Voucher Info
Mobile or paper ticket accepted
The tour identified in this promotion is made available through Viator. LivingSocial is not affiliated with or sponsored by the exPeRience Puerto Rico in connection with this deal. Please contact LivingSocial customer service for all inquiries related to this offer. Inquiries placed to Viator will be directed back to LivingSocial.
This offer is not eligible for promo codes.
Fine Print
For a full refund, cancel at least 24 hours in advance of the start date of the experience.
Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services. Offer is not eligible for our promo codes or other discounts. Learn about Strike-Through Pricing and Savings