A gluten-free bakery on San Marco Avenue whose baked goods are organic, dairy-free and naturally sweetened, with coffee, wellness lattes and toast alongside. Every purchase sends a donation to organizations fighting hunger in the city, and seating is a few tables, so plan on taking it with you.
St. Augustine's oldest Irish pub by its own count, open since 1992 in an 1878 family home by the Old City Gate. Owner Kelli Meacham spent 16 years as a county deputy before buying it, the porch is where the regulars people-watch, and it goes 21 and over after 7 p.m.
Go early. It turns into a late-night spot later in the evening.
Argentine live-fire cooking from husband and wife Nick and Christie Carrera, on the San Sebastian River where the shrimp boats dock, MICHELIN Recommended in 2026. This is the original room; a second Asado Life has since opened in Jacksonville.
A self-serve tap house and sports bar just south of the City Gate on St. George Street. Its Instagram bio says 13 TVs to watch your fav teams, and recent posts promote college football game days.
BellyUp! St. Augustine / Over 50
Over 50 St. Augustine
Nobody publishes the noise level, and it is the thing that decides the night.
Good places to eat and drink in St. Augustine, minus the nightclubs. When a spot gets loud later or draws a lot of kids, the card tells you.
17 spots
Named for Catherine Usina, whose oyster roast for Henry Flagler's party in 1900 started a family tradition on the Tolomato River. The Usinas opened Aunt Kate's under the live oaks in 2009, boaters can tie up at the floating dock, and the steamed oysters and pilau are the family recipes.
Live music some nights. Go before the band starts if you want to talk.
St. Augustine's only Irish gastropub by its own description, on Spanish Street since 2011 and open until 2 a.m. every night, with a late-night menu and a weekend brunch for late risers.
Go early. It turns into a late-night spot later in the evening.
A Caribbean fishing-lodge kitchen tied to Vaughn Cochran's fly-fishing art and the Blackfly Lodge in Abaco, with his paintings on every wall. After 13 years at 108 Anastasia Blvd it bought the old Mellow Mushroom building at 410 and moved there in early 2026, wine room of more than a thousand bottles included.
Lunch in the deep end of what was once the largest indoor swimming pool of Flagler's 1888 Alcazar Hotel, now the Lightner Museum. Classical guitar or piano plays from noon to three every day, museum admission is not required, and the cafe itself says reservations are highly recommended from October through March.
Live music some nights. Go before the band starts if you want to talk.
On the Tolomato River with a 100-foot dock for visiting boats, a big sunset deck, a tiki bar, an oyster bar and a wine list of more than 500 bottles. No standard reservations, just a live waitlist and free valet, and pet dogs stay home: service animals only, per its own site.
An outdoor amphitheater under what the park calls the city's second oldest live oak, just off the busiest block of St. George Street, with seating for more than 250. Shows are free unless noted and open to all ages, usually 7 to 10 p.m., and it is a Sing Out Loud Festival stage in September.
This is a music venue. It is loud when a show is on.
The St. Augustine branch of the Columbia, the family group whose Tampa original has served since 1905 and bills itself as Florida's oldest restaurant. This one opened on St. George Street in 1983, and the rooms are the draw: hundreds of hand-painted tiles, a Spanish-style fountain, and private dining for groups of 10 to 200.
The dining room of the Casa Monica, which opened in 1888, was bought and renamed the Cordova by Henry Flagler four months later, and spent years as the county courthouse before it became a hotel again in 2000. The old Costa Brava relaunched here as a chophouse in November 2023, with a wine list holding a 2026 Wine Spectator Award of Excellence.
Comfort food and shrub-based cocktails on Aviles Street, the narrow cobblestone lane it calls the oldest street in the USA, in the space that used to be Cellar 6. It adds an optional surcharge that funds health, dental and vision insurance, maternity leave and paid time off for its staff, and it says so on its own site.
A fast casual boater stop inside Cat's Paw Marina on the San Sebastian River, from the same family as The BoatHouse up the road. Half-pound baskets of local shrimp, grouper and mahi, and a place its own site pitches to kids and parents alike.
Three rooms in one building a block south of the fort: the Irish pub, Johnny's Oyster Bar upstairs with a deck over Matanzas Bay, and the Backyard's island bar. The house belonged to William Diskmuits, first president of First Florida National Bank, and the music runs daily.
Go early. It turns into a late-night spot later in the evening.
The St. Augustine member of the Jacksonville-area Mojo family, in the Old City since 2012, smoking across regional styles from Kansas City burnt ends to Carolina vinegar pork. Dogs are welcome on both patios, where the staff keeps water bowls ready, and plan on city parking because the lot is for staff.
A craft cocktail lounge and Southern Latin kitchen just over the Bridge of Lions, hiding a speakeasy, Charlotte 33, open Friday and Saturday for groups of two to six by reservation. Three private event spaces for 15 to 80 guests, and open until 2 a.m. on weekends.
Go early. It turns into a late-night spot later in the evening.
A Prohibition-era gastropub on the site of the old Genovar Theater, with live music every night and what it calls the longest bar in the city, built from 400-year-old heart pine reclaimed from the original colonial structure. Speakeasy booths downstairs, a balcony over the stage upstairs.
Go early. It turns into a late-night spot later in the evening.
The MacDonald family sailed from England on their own yacht in 1979, found this Victorian house on San Marco Avenue in 1980, and opened the Raintree in 1981. The founders' daughter and grandson still run it: dine in the Victorian rooms or the courtyard with its gazebos and koi fountain, and leave room for the dessert bar.
A flower-filled courtyard and upstairs bay views make Saint a tempting Italian dinner spot. Explore the menu and seating choices, then book the table you want.
From Ben and Liza Groshell of Marker 32, opened in 2020 on the San Sebastian River, where their own site says the water is just steps from your table. Oysters, shrimp, clams and octopus, with catering and private dining for up to 200.
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