I would say that the historic district of St. Augustine is about as close as you'll ever get to visiting a "Europeanesque" town here in the States. I regularly run into Spaniards, Brits, French, and Eastern Eurpoean visitors. They're always asking for the best parking and best hometown restaraunts/eateries.
IMO, a "fakecation" to St. Augustine, assuming you stay in the historic district and play tourist, is a great idea and you're sure to meet many interesting people, eat some good food, and hear some good live music.