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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  • Dark Star Orchestra at The Amp

    St. Augustine Amphitheatre 1340C A1A South, St. Augustine, FL, United States

    Calling all "Dead Head" fans ... Dark Star Orchestra is performing at the St. Augustine Amphitheatre on Wednesday, December 3, 2025.  For nearly 30 years and over 3300 shows, Dark Star Orchestra continues the Grateful Dead live concert experience. They offer much more than just the sound of the Grateful Dead ... they truly encapsulate [...]

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  • Talib Kweli at PV Concert Hall

    Ponte Vedra Concert Hall 1050 A1A North, Ponte Vedra Beach, FL, United States

    Brooklyn-based MC, Talib Kweli is at the Ponte Vedra Concert Hall on Wednesday, December 3, 2025. He's earned his stripes as one of the most lyrically-gifted, socially aware, and politically insightful rappers to emerge in the last 20 years. Talib stands as one of the world’s most talented and most accomplished Hip Hop artists.  Whether he's [...]

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  • 5th Annual Magic at Markland

    Markland House 102 King Street, St. Augustine, FL, United States

    5th Annual Magic at Markland Magic at Markland is one of the signature fundraiser events hosted by the Women of Vision Advisory Board. This magical holiday celebration includes: Live Music * Wine & Spirits * Culinary Bites * Silent Auction * Festive Photo Opportunities When: Thursday, December 4, 2025 | 6:00pm-9:00pm Where: the historic Markland [...]

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  • Recurring

    Music at Colonial Oak Music Park

    Colonial Oak Music Park 33 St George St., St. Augustine, FL, United States

    While you're in downtown St. Augustine in December, stop in and listen to the Music at Colonial Oak Music Park.  You'll hear anything from country to blues to funk to folk to rock 'n roll. Free Admission for most events — with the exception of ticketed events. Family-friendly. 7:00pm-10:00pm — Thursday, Friday, and Saturday nights [...]

    Most are Free
  • The Dip Performing at PV Concert Hall

    Ponte Vedra Concert Hall 1050 A1A North, Ponte Vedra Beach, FL, United States

    Seattle-based Rhythm and Blues band, The Dip is performing at the Ponte Vedra Concert Hall on Thursday, December 4, 2025.  The band is known for its' poignant songwriting, detailed arrangements, and vintage sound. Featuring a three-piece horn section, the group’s music harkens back to earlier soul and funk influences while hinting at the jazz foundations that [...]

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  • Recurring

    Performances of Annie at Limelight

    Limelight Theatre 11 Old Mission Avenue, St. Augustine, FL, United States

    Performances of the beloved musical Annie are at Limelight Theatre December 5-21, 2025. About Annie Book by Thomas Meehan Music by Charles Strouse Lyrics by Martin Charnin Original Broadway Production by Martin Charnin Directed by Jonny O'Leary The musical is about Annie - an optimistic orphan who captures hearts (and maybe even saves a billionaire). [...]

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  • Recurring

    Music at Colonial Oak Music Park

    Colonial Oak Music Park 33 St George St., St. Augustine, FL, United States

    While you're in downtown St. Augustine in December, stop in and listen to the Music at Colonial Oak Music Park.  You'll hear anything from country to blues to funk to folk to rock 'n roll. Free Admission for most events — with the exception of ticketed events. Family-friendly. 7:00pm-10:00pm — Thursday, Friday, and Saturday nights [...]

    Most are Free