Explore Old San Juan’s history and flavors with a guided tour of San Cristobal Castle and a delicious empanada tasting.
Explore Old San Juan’s history and flavors with a guided tour of San Cristobal Castle and a delicious empanada tasting.
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Plaza Colon - Known as the welcoming plaza of Old San Juan, Plaza Colon is the perfect spot to meet the certified tour guide. The guide will be positioned in front of the large white monument at the plaza’s center, wearing a blue shirt and red cap.
The plaza is conveniently located a few blocks north of the cruise port and the town’s main parking…
- Plaza Colon - Known as the welcoming plaza of Old San Juan, Plaza Colon is the perfect spot to meet the certified tour guide. The guide will be positioned in front of the large white monument at the plaza’s center, wearing a blue shirt and red cap.
The plaza is conveniently located a few blocks north of the cruise port and the town’s main parking garages. Ubers and taxis can drop you off directly at the plaza.
At this plaza, you will discover the colonial history of Puerto Rico and the former defensive structures that once stood just steps away.
- Castillo de San Cristobal - This World Heritage Site is the largest fortification constructed by Spain in the Americas! The tour includes exploring the castle’s interior, offering some of the most breathtaking views of Puerto Rico’s main island, San Juan Bay, and the Atlantic Ocean. The tour also features an underground tunnel, former dungeons, and barracks.
- Catedral Basilica Menor de San Juan Bautista - With a history spanning over 500 years, this cathedral is one of Puerto Rico’s most significant Catholic churches. It is regarded as the second oldest church in the Americas. Visitors will have the chance to explore the church’s interior, including its sacred altar, the mausoleum of Juan Ponce de Leon, and the cathedral’s oldest structure from the 16th century.
- La Fortaleza - Palacio de Santa Catalina - La Fortaleza has served as the residence of Puerto Rico’s Governors from the 1500s to the present day. Participants will have the opportunity to view its front facade and enjoy the exhibition displayed over the “umbrella street.”
- Capilla del Santo Cristo de la Salud - This small chapel is locally renowned for a miracle that occurred at its location centuries ago! Here, you will learn about this urban legend and its relevance today.
- La Casa Estrecha - The narrowest house in North America is located in Old San Juan. It is included in this tour!
- Antiguo Palacio de la Real Intendencia - This is one of Old San Juan’s most magnificent historic buildings. Originally built to house the island’s treasury, it now serves as the Department of State of Puerto Rico.
- Plaza de Armas - Plaza de Armas is the town’s main square. Here, you will see the City Hall and the former Palace of the Treasury of Puerto Rico. Additionally, you will enjoy beautiful sculptures representing the four seasons and the statue of the legendary music composer Tite Curret Alonso.

- Bottled water
- Choice of beverage: bottled water, soda, or local canned beer
- Entry tickets to San Cristobal Castle ($10 value)
- Bottled water
- Choice of beverage: bottled water, soda, or local canned beer
- Entry tickets to San Cristobal Castle ($10 value)
- Comfortable Walking Footwear
- Sun Protection (shades, sunscreen, hats or caps, etc)
- Hotel Pick-Up (all participants must meet at Plaza Colon)
- Gratuities
- Comfortable Walking Footwear
- Sun Protection (shades, sunscreen, hats or caps, etc)
- Hotel Pick-Up (all participants must meet at Plaza Colon)
- Gratuities
This is the sole walking tour in Old San Juan that features an exploration of the interior of San Cristobal Castle.
Stroll along cobblestone streets adorned with vibrant facades, while your guide narrates stories of conquest and resilience that span over 500 years of colonial history.
Your experience includes entry to the magnificent San Cristobal…
This is the sole walking tour in Old San Juan that features an exploration of the interior of San Cristobal Castle.
Stroll along cobblestone streets adorned with vibrant facades, while your guide narrates stories of conquest and resilience that span over 500 years of colonial history.
Your experience includes entry to the magnificent San Cristobal Castle, which provides sweeping views of Puerto Rico’s landscape and insights into its military heritage.
The journey also covers other historically significant sites such as the Governor’s Mansion, the Cathedral of San Juan, and the City Hall located at the town’s main square.
Join this tour to uncover why Old San Juan is the most visited destination in Puerto Rico!
- Not recommended for travellers with walking limitations
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.