At first glance you'd say "really, this place?" Trust me, it's the wildest, best surprise on this list.

Taproom, bodega, coffee bar, and vintage shop all in one. Uptown's most unclassifiable hangout.

Scratch-made vegetarian and vegan breakfast and lunch. I usually hate vegetarian places, this one changed my mind.

Tucked-away cocktail bar on historic Aviles Street. My pick for a classy date night downtown.

Craft beer brewed on site, plus wine, sparkling wine, and kombucha, with free arcade games and vinyl spinning all day on Anastasia Island. Order a flight, rack the pool table.

Beachfront rooftop across from the pier, with daily live music and a margarita with my name on it. My go to happy hour spot.

The best tacos in St. Augustine, hands down. Order the San Diego, grab a beer next door, thank me later.

Live music, tropical drinks, and turtles in the marina. A reminder that I live on vacation.