See all St. Augustine, Florida has to offer. Visit the Nation’s Oldest City.

St. Augustine, the nation’s oldest city, also holds the distinction of being one of the nation’s most charming. Whether you’re a longtime resident or visiting the area for the first time, we’ve gathered all the resources you need to find where to stay, what to do and other community information about our unique little village.

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2025 Pin Up Paws Auction

Online

2025 Pin Up Paws Auction The St. Augustine Humane Society is kicking off its' 15th Annual Pin Up Paws Auction.  This community fundraiser supports pets and families in Northeast Florida! Online, the auction begins on September 29 and runs through November 1, 2025.  It features local dining, entertainment, travel experiences, and unique gift packages. The [...]

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Jail Break 5K 2025

Old Jail 167 San Marco Avenue, St. Augustine

Jail Break 5K 2025 & Halloween Costume Contest All runners and walkers are welcome to participate in the annual Jail Break 5K - Saturday, October 25, 2025 -- 8:00am.   During the race, the traditional Jail Break 5K Halloween Costume Contest will take place.  Run/walk in costume to win one of the cash prizes. Course Info [...]

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St. Benedict the Moor Blues Fest 2025

St. Benedict the Moor Catholic Church 86 Martin Luther King Jr. Avenue, St. Augustine

St. Benedict the Moor Blues Fest 2025 October brings us the annual St. Benedict the Moor Blues Fest 2025!  Nestled in the heart of the historic district of Lincolnville. If you enjoy the blues and good food, then St Benedict the Moor Blues Festival is for you!  This popular, annual event features Rockin' Blues music, [...]

$7.00