Old San Juan
Just got back from a Caribbean cruise. If you're ever in Old San Juan (Puerto Rico), definitely eat at Deaverdura (get the pork, fish and fried chicken). Also plan to stop by La Factoria for a few drinks (a couple blocks away; short walk; listed as one of the world's top 50 bars). They filmed "Despacito" at the bar. Super cool place.
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Just some musings from an old guy...