Old San Juan Historical Walk, Shopping, and Dining w/ Transport
4.7 / 5 · 515 traveler reviews




Embrace the unhurried rhythm of the Caribbean with our 4-Hour Cobblestones & Culture Tour in Old San Juan. This relaxed experience pairs a 2-hour guided historical walk through a vibrant 1521 neighborhood with 2 hours of leisure time to dine and shop along iconic Calle de la Fortaleza. Part 1: Guided Historical Walk Wander pastel streets and historic cobblestones at a gentle pace. Highlights include: • Paseo de la Princesa: A romantic 1853 promenade hugging the 40-foot stone city walls. • San Juan Gate: The massive 1635 wooden entrance to the walled city. • Catedral de San Juan Bautista: The second-oldest church in the Western Hemisphere, housing Ponce de León’s tomb. • Castillo San Felipe del Morro: A dramatic 16th-century oceanfront citadel. Part 2: Leisure, Shopping & Dining End outside the historic La Fortaleza palace for 2 hours of exploration. Savor local mofongo or a Piña Colada, shop for artisanal goods, and photograph the street's famous overhead art installations.
Your experience
Stop 1
Pass through the original gate to the city of Old San Juan.
Stop 2
Take a casual walking tour through the magnificent Old San Juan. Passing inside and outside the walls of the city, feel the culture of old and new radiating through the narrow streets. Guides will narrate tales of years long ago and stop at historically significant landmarks along the way!
Stop 3
A chance to get amazing views and pictures looking out to the bay of San Juan.
Stop 4
A 16th century mansion also known as the Governor's Mansion
Stop 5
The home of Ponce de Leon built in the 1520's.
Stop 6
Historic 16th century church.
Stop 7
Historic 1540 Cathedral. 2nd oldest in the Americas and home to the tomb of Ponce de Leon.
Stop 8
Take a casual walking tour through the magnificent Old San Juan. Passing inside and outside the walls of the city, feel the culture of old and new radiating through the narrow streets. Guides will narrate tales of years long ago and stop at historically significant landmarks along the way!
What’s included
- Local guide
- Air-conditioned vehicle
Not included
- Lunch- The cost of food and drinks is not included in this tour.
- Souvenirs- The cost of souvenirs and local artwork is not included in this tour.
Meeting and pickup
For those wishing to meet us at a meeting point, please meet us 9 am at Plaza Colon in Old San Juan. **PLEASE USE GOOGLE MAPS WHEN NAVIGATING AS THE OTHER APPS CAN BE A LITTLE OFF**
Before you go
- Public transportation options are available nearby
- Infants are required to sit on an adult’s lap
- Not recommended for travelers with spinal injuries
- Not recommended for pregnant travelers
- Not recommended for travelers with poor cardiovascular health
- Suitable for all physical fitness levels
Cancellation policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Check the policy for your selected date and option before booking.
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