Old San JuanConsistently the top recommendation for visitors, and worth allowing a half day rather than squeezing it between other stops.
Local culture beyond the checklistEl Yunque National Forest and nearby Culebra and Flamenco Beach are where San Juan feels least like a tourist itinerary and most like the actual city.
A well-known second stop: Condado BeachRounds out a first visit nicely alongside the bigger-name sights.
Easy onward travelSan Juan's transport connections make it simple to extend the trip into the rest of Puerto Rico if you have the time.