Opened in 1826, the Union Oyster House brags that it’s “America’s oldest restaurant in continuous service.” Right on the Freedom Trail, it attracts legions of tourists (and when he was a senator, John F. Kennedy was a regular). But I’ve stopped being surprised when locals want to meet me here—it’s a classic for a reason. Simple food, well prepared, is the not-so-secret formula: super-fresh oysters shucked while you watch, clam chowder, broiled or fried seafood, gingerbread or Boston cream pie, done! Now get back on the Freedom Trail.