Make a Weekend of It
Things to Do
You're in the nation's oldest city — founded 1565, haunted since at least 1566. Come early, stay late, wander everywhere.
Our Tour
The Olde City
Tap the pins — we made you a little tour of our favorite corners of the Old City.
Get Out There
Things We Enjoy Doing
Our favorite ways to spend a day in the nation's oldest city — most of it walkable from the historic district.
Castillo de San Marcos
HistoryThe 1600s Spanish fort on the bayfront — coquina walls that swallowed cannonballs, ranger talks, and the best sunset view in town from the gun deck.
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St. George Street
HistoryThe pedestrian-only heart of the old city: shops, snacks, street musicians, and the fudge samples we never manage to walk past.
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Lightner Museum
HistoryGilded Age treasures inside Flagler's old Alcazar Hotel — the building alone is worth the ticket, and there are koi swimming where the indoor pool used to be.
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Bridge of Lions
OutdoorsWalk the drawbridge over the Matanzas at golden hour — lighthouse one way, Old City spires the other. Our favorite free thing in town.
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Anastasia State Park & Vilano Beach
OutdoorsQuiet Atlantic sand ten minutes from downtown — dunes and tidal marsh at the state park, a laid-back little beach town up at Vilano.
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St. Augustine Beach
OutdoorsWide, easy beach over the bridge with a fishing pier and a sunrise worth setting an alarm for.
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Ghosts & Gravestones Ghost Tour
SpookyAmerica's oldest city takes its hauntings seriously. The trolley leaves 27 San Marco at 8pm and stops inside the Old Jail — reliably the creepiest hour of your weekend.
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St. Augustine Alligator Farm
FamilyOpen since 1893 and home to every living crocodilian species, plus a boardwalk under a wild bird rookery and a zip line over the whole thing.
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Fountain of Youth Archaeological Park
HistoryPonce de León's legendary spring on a real archaeological site — peacocks wandering the lawn, cannon firings, and yes, you can drink the water.
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Old Town Trolley Tour
ToursHop-on hop-off loop with guides who know every story — the easiest way to see the whole city in an afternoon, and it beats hunting for parking.
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St. Augustine Lighthouse
Outdoors219 steps to the best view on the coast. You can see it from our venue — climb it and wave.
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San Sebastian Winery
ToursFree tour and tasting in an old Henry Flagler railroad building, then up to the rooftop bar for live music and something cold.
Visit siteCome Hungry
Places We Enjoy Eating
Kayden and Dan approved
Pizza Time
$Foldable New York slices on St. George Street — TripAdvisor once ranked it the second-best pizza in America.
cash only
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Prohibition Kitchen
$Live music every single night on St. George Street — grab the balcony rail and look down over the stage.
O.C. White's
$$Seafood in a 1790s coquina house right on the bayfront, with a courtyard and an upstairs deck.
South-A-Philly
$Hand-sliced ribeye, real Whiz, and bread shipped down from South Jersey. Not a bad replica of the real thing.
Conch House
$$Caribbean plates in thatched huts raised out over the water on Anastasia Island.
Casa Reina
$$$Mexican and coastal plates at the foot of the Bridge of Lions, with a big rooftop for cocktails.
St. Augustine Fish Camp
$$$Harborfront seafood with San Sebastian River views — oysters, whole fish, and a terrace at sunset. Reservations suggested.
The Drunken Horse
$$$A French bistro and wine bar tucked into a walled courtyard on Charlotte Street.
Saint
$$$Upscale Italian on the downtown waterfront with a rooftop. Dressy casual, reservations suggested.
Cheers
Places We Enjoy Drinking
Tini Martini Bar
$$Martinis on the porch of the Casablanca Inn with Matanzas Bay right there, and live jazz or blues on Friday and Saturday nights.
The Backyard at Meehan's
$$The open-air courtyard behind Meehan's — string lights, live music, and a bar you can happily stand at all evening.
Barley Republic
$$Irish public house on Spanish Street pouring craft beer and proper cocktails until 2am, with late-night food to soak it up.
Forgotten Tonic
$$$A tiny hideaway on Aviles Street where the cocktail menu is a whole book — one page per spirit. Reserve; it's small.
Ice Plant
$$$Hand-cut ice and house-made everything inside the restored 1917 ice plant it shares with the distillery. The best cocktail in town, full stop.
Dog Rose Brewing
$Lincolnville's neighborhood brewery — big taproom, local pours, and room to spread out with everyone.
Auggie's Draft Room
$On the food list too, because sometimes the wings are the point. Pour your own from the tap wall.