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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  • Recurring

    Improv Comedy Night

    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
  • 3 Blind Dates – Unscripted Romantic Comedy

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

    Join us at Third Space Improv on Valentine's Day for 3 Blind Dates - an Unscripted Romantic Comedy ... inspired by Your dating stories.  Friday, February 14, 2025 -- 8:30pm-10:00pm. 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 [...]

    $20.00 – $60.00
  • Love Bites – Unfiltered and Unscripted Look at Dating

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

    Head to Third Space Improv for Love Bites - an Unfiltered and Unscripted Look at Dating ... Saturday, February 15, 2025 -- 7:30pm-9:30pm. Forget the fairy tales ... modern romance is messy, mean, and mostly a hot mess.  In this fully improvised comedy show, we dive headfirst into the highs, lows, and cringe-worthy moments of [...]

    $20.00 – $60.00
  • Recurring

    Willie Nelson & Family at The Amp

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

    Willie Nelson & Family will be performing at the St. Augustine Amphitheatre on Wednesday & Thursday, February 19 & 20, 2025 ... with special guest Randall King. With a seven-decade career, Willie has earned every conceivable award as a musician. And, he's amassed reputable credentials as an author, actor, and activist. He continues to thrive [...]

    Prices Vary
  • Drag Queen-a-Palooza

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

    Drag Queen-a-Palooza is back by popular demand ... after a standing room only New Year's Eve appearance. Step into a world where glamour meets glitter! Welcome to Drag Queen-a-Palooza—where fantasy becomes reality and every act brings love, laughter, and a reminder to live your truth.  Dare to be dazzled by the most fabulous extravaganza in [...]

    $25.00 – $30.00
  • Recurring

    Sans Script Saturdays

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

    Sans Script Saturdays is St. Augustine’s premiere improv comedy show where every performance is a brand-new adventure. With no scripts, no planning, and plenty of laughs, our ensemble turns your crazy suggestions into games and scenes in real-time. It’s comedy on the spot, and anything can happen! Join us at Third Space Improv for a [...]

    $15.00 – $20.00
  • Stand Up Community Comedy Night

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

    Get ready to laugh until it hurts with Third Space Improv's Stand Up Community Comedy Night ... an Ancient City experience you don't want to miss!  Jax comedian, Sean Steele, hosts this "ha ha" extravaganza. When:  Friday, March 14, 2025 --  8:00pm-10:00pm What to expect: *A half dozen comedians from all over the First Coast [...]

    $15.00 – $20.00
  • The Laughing Leprechaun Night of Comedy

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

    Join us at Third Space Improv for The Laughing Leprechaun ... a Night of Comedy, craic, and a wee bit of madness!  Get ready for an evening of unscripted shenanigans as quick-witted improvisers bring you a hilarious, high-energy comedy show filled with unexpected twists, lucky lines, and plenty of Irish charm! When:  Saturday, March 15, 2025 [...]

    $20.00 – $60.00