
National Historic Landmark La Fortaleza (The Fortress) was built in the mid-1500s for military defense. Where to stay in Old San Juan: Old San Juan Guest House, El Colonial Adults Only, Casa Sol Bed and Breakfast, Fortel Hostel La Fortaleza On this picturesque boardwalk, you’ll find street vendors, art exhibits and shops, restaurants, bars, and even live music. Paseo de la Princesa is a beautiful promenade lined with fountains, lamp posts, and trees- all accompanied with stunning views of the San Juan Bay.

Photo: R9 Studios FL, licensed under CC BY 2.0 After walking all the way down to the Umbrella Street, I then made my way clockwise to the listed destinations.

I began this tour in the interior section as I took an Uber to Plaza Colon. If you want to hit all the locations listed on this free Old San Juan walking tour, I recommend breaking down your route into the two sections like I did and doing one after the other (in any order).įor those arriving from the cruise ship port, it may make more sense to walk around the exterior first and then end the day perusing the downtown streets. The interior streets (marked in burgundy on the map)- Where most of the photo spots, restaurants, and shops are found.The coastal perimeter (marked in black on the map)- Where most of the historical landmarks are located.Self-Guided Walking Tour Suggested RoutesĪ self-guided tour through Old San Juan can be broken down into two main sections:


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