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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    Improv Comedy Night at the Oak

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

    Join First Coast Comedy veteran professionals for Improv Comedy Night!   They have no plan and willingly dive headfirst into almost any challenge the audience throws at them.  This often results in unforgettably hilarious moments. Where: Outdoors at The Colonial Oak Music Park When:  Wednesdays from 7:30pm-9:00pm Bring the entire family...the show is for everyone. [...]

    Pay What You Will
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    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, 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.  Family-friendly. 7:00pm-10:00pm  -- Thursday, Friday, and Saturday nights - with Thursday being Country Night 6:00pm-10:00pm  -- Sunday [...]

    Free Admission
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    Performances of Hairspray at Limelight

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

    Join us for performanes of Hairspray at the Limelight Theatre - July 18 through August 10, 2025. About Hairspray Lyrics by Scott Wittman and Marc Shaiman Book by Mark O"Donnell and Thomas Meehan Directed by Jonny O'Leary Big hair and big hope! It’s 1962 in Baltimore and quirky, plus-sized, teenage Tracy Turnblad has one dream: [...]

    Prices Vary
  • 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, 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.  Family-friendly. 7:00pm-10:00pm  -- Thursday, Friday, and Saturday nights - with Thursday being Country Night 6:00pm-10:00pm  -- Sunday [...]

    Free Admission
  • Recurring

    Performances of Hairspray at Limelight

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

    Join us for performanes of Hairspray at the Limelight Theatre - July 18 through August 10, 2025. About Hairspray Lyrics by Scott Wittman and Marc Shaiman Book by Mark O"Donnell and Thomas Meehan Directed by Jonny O'Leary Big hair and big hope! It’s 1962 in Baltimore and quirky, plus-sized, teenage Tracy Turnblad has one dream: [...]

    Prices Vary
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    Apex Theatre Presents The 39 Steps

    The Waterworks 184 San Marco Avenue, St.Augustine

    Join us at The Waterworks when Apex Theatre presents The 39 Steps - a hilarious rollercoaster ride of mystery and comedy.  This fast-paced whodunit combines a film masterpiece by Alfred Hitchcock with a juicy spy novel and adds a large splash of Monty Python humor.  Four versatile actors portray a minimum of 139 roles. When: [...]

    $15.00
  • Unscripted Romantic Comedy

    Third Space Improv 200 Malaga Street, #7, St. Augustine, FL, United States

    Summer Lovin' with 3 Blind Dates - an Unscripted Romantic Comedy This unscripted, live rom com is inspired by Summer Love and Your dating stories.  3 Blind Dates follows 3 single ladies through a round of speed dating and the dates that occur as a result.  The twist?  The audience selects which speed dater goes [...]

    $20.00 – $25.00