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.
Join us for the 2026 Pin Up Paws (PUP) Calendar Party where "The Gilded Paw" calendar is revealed! Find out whose pet "won" the 'Grand Masterpiece' cover and whose is a celebrated portrait of the month. When: Thursday, October 23, 2025 -- 6:00pm-9:30pm Where: The White Room Enjoy a delicious dinner, complimentary wine, cash bar, [...]
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 [...]
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, [...]
You are invited to the Rooted in Excellence Fall Harvest Dinner. This signature dinner series is in partnership with the Friends of James Beard Foundation and benefits Pie in the Sky Community Alliance. Rooted in Excellence brings together acclaimed chefs, local farmers, and passionate supporters to celebrate our region's culinary spirit while providing fresh, healthy [...]
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 [...]
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 [...]
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, [...]
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 [...]
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, [...]
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 [...]