Wear Comfortable Shoes
The charm is in the cobblestones—just be ready for them. Old San Juan was built in the 1500s, and it shows—in the best way.
The terrain is beautiful, historic, and sometimes steep. Forget heels or slick soles; go for sneakers, sandals with grip, or walking shoes. You'll want to climb to Castillo San Felipe del Morro, wander side streets filled with local artisan shops, or pause at viewpoints like La Rogativa. These gems are worth every step, but only if your feet can handle it. Consider breathable clothes and layers—there's often a refreshing breeze from the sea.