A street food crawl in San Juan is mostly an Old San Juan walking tour that stops at small spots for bites of Puerto Rican classics like alcapurrias, empanadas, mofongo, and fresh seafood. Expect a casual, slightly touristy experience with groups of 8-15 people; you'll stand at counters or sit on stools rather than formal meals. It's fun if you like trying several things without committing to one restaurant, but it's not authentic local street eating—most stops are established places catering to visitors. The evening tours work best because the historic streets feel lively after dark and the heat drops.
Best time is December to April when weather is drier and milder. Expect to pay around $80–$130 per person including several tastings and a couple of drinks; it's not cheap but covers what would otherwise be multiple separate orders. One solid tip: always pick the fried fritters and anything with plantain—they're hard to mess up and taste best hot. Skip the overly sweetened cocktails if you're doing more than one stop; they get cloying fast and fill you up. Go hungry, wear comfortable shoes, and don't be afraid to ask for substitutions if something is too heavy.
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