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Didn’t have kids with me yet but went to SJ PR in March 2022. Lots of kids flying kites at Castillo San Felipe del Morro and lots of kids at the beach resorts at Condado.
Streets in downtown SJ are hilly and cobblestone so keep that in mind
We walked around old San Juan. The kids loved the castle but it's definitely tricky in some spots ha. Not that much OSHA going on there.
I’ve been to San Juan a decent number of times for work. Old San Juan is great, but like others have said it is hilly and has cobble stones. The fort is great. Beach is a must. Cueva Ventana is about an hour outside of San Juan, it’s a guided tour of a few caves and some rain forest with awesome views.