Experience the rich history and flavors of Old San Juan on this exclusive walking tour—the only one that includes a guided visit inside the majestic San Cristobal Castle and a delicious local empanada tasting. Wander through cobblestone streets lined with colorful facades as your certified guide shares tales of conquest and resilience spanning over 500 years of colonial history.

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Your journey includes admission to San Cristobal Castle, offering panoramic views of Puerto Rico's landscape and a glimpse into its military past. The adventure continues at a local bar near Plaza de Armas, where you'll savor an authentic empanada paired with a refreshing beverage, celebrating the gastronomic heritage of the island.

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Please note: This tour may be unsuitable for individuals with limited mobility or those who find walking long distances challenging. Strollers and wheelchairs are welcome, though some navigation over curbs and narrow sidewalks will be required. Lightweight electric scooters are highly recommended for going uphill.

What’s Included

• Professional local guide
• One baked empanada
• Water, Soda, or Beer
• Admission ticket to the San Cristobal Castle

What’s Not Included

• Hotel Pick-Up (all participants must meet at Plaza Colón)

• Comfortable walking shoes
• Lightweight, breathable clothing
• Sun protection (shades, sunscreen, hats or caps, etc.)
• Rain jacket or umbrella (weather dependent)

1. Plaza Colón, San Juan, Puerto Rico

Meet your guide and check in to discover colonial history and answer key questions about Puerto Rico's past at Plaza Colón, which has sights including the Columbus Monument and the Tapia Theater.

Duration: 15 minutes‍

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2. Castillo De San Cristóbal

Immerse yourself in the biggest Spanish fortification in the New World. Here, you will get magnificent views of the city of San Juan, the bay, and the Atlantic Ocean. Inside the fort, you will see its dungeon, tunnels, and WWII bunker.

Duration: 60 minutes - Admission included

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3. La Perla community (from outside)

Get to know the history of this marginal oceanfront community that is world-renowned for the music videos filmed there. 

Duration: 10 minutes

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4. Catedral Basilica Menor de San Juan Bautista, San Juan, Puerto Rico

Visit one of America's oldest churches cathedrals, home to the tombs of Juan Ponce de Leon and Bishop Alonso Manso. The visit includes a chapel built in the 16th Century with original Gothic ceilings considered historic architectural gems.

Duration: 20 minutes

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5. La Fortaleza - Palacio de Santa Catalina, San Juan, Puerto Rico

Get to see the Governor's Mansion, a World Heritage Site and the governmental heart of Puerto Rico, visited by U.S. Presidents and Spanish royalty. Discover the Governor's Mansion, a World Heritage Site, and the famous colorful umbrellas overhead.

Duration: 10 minutes

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6. Capilla del Santo Cristo de la Salud, San Juan, Puerto Rico

This historic chapel from the 18th century was built at the site of a miraculous event.

Duration: 10 minutes

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7. La Casa Estrecha, San Juan, Puerto Rico

Get to see North America’s narrowest building in the heart of Old San Juan.

Duration: 10 minutes

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8. Antiguo Palacio de la Real Intendencia, San Juan, Puerto Rico

Marvel at one of Old San Juan’s most spectacular historic buildings, originally the island's treasury and now the Department of State, featuring a preserved courtyard and original vault.

Duration: 15 minutes

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9. Plaza de Armas, San Juan, Puerto Rico

Visit San Juan's main square to see the gorgeous City Hall, the fountain of the four seasons, and a statue of music composer Tite Curet Alonso.

Duration: 10 minutes

Meeting Point: Plaza Colón (Click Here)
End Point: Plaza de Armas (Click Here)

* The guide will wear a blue shirt and a red hat.

• Wheelchair Accessible
• Stroller Accessible
• Service Animals Allowed
• Near Public Transportation
• Note: While the tour is wheelchair accessible, some areas within San Cristobal Castle may have limited accessibility due to historic architecture. Please contact us for specific accommodations.

• Confirmation: Will be received at time of booking.
• Health Requirements: Not recommended for travelers with back problems, pregnant travelers, or those with heart conditions or serious medical issues.
• Fitness Level: Moderate physical fitness required.
• Walking Distance: Not recommended for travelers who cannot walk more than a mile or have walking limitations.
• Group Size Limit: Maximum of 20 travelers.
• Minimum Travelers: This experience requires a minimum number of travelers. If canceled due to the minimum not being met, you will be offered a different date or a full refund.
• Dress Code: Comfortable clothing recommended. Please note that sleeveless shirts and short shorts may not be permitted inside the cathedral.

• Cancel up to 24 hours in advance of the start time for a full refund. 
• No refunds if you cancel less than 24 hours before the start time unless you purchase our Booking Protection Plan. 
• Changes made less than 24 hours before the start time may be subject to fees unless you purchase our Booking Protection Plan. 
• This tour operates “rain or shine”. We recommend coming prepared for our tropical weather conditions.
• The tour gets canceled in advance only if there is a storm or a flooding warning issued by the National Weather Service. If canceled due to poor weather, you will be offered the option to choose a new date or get a full refund.
• If canceled because the minimum number of travelers isn't met, you will be offered the option to choose a new date or get a full refund.

If you have any additional questions or problems booking this tour, we'd be more than happy to help. Contact us.