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

Unscripted Community Comedy Night

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

Be a part of Unscripted Community Comedy Night, a celebration of creativity and connection in our community!  This is more than just a show—it's a shared experience where you inspire the stories, laughter, and unexpected moments that unfold on stage. Why This Show is Special: *Community-Focused Fun: Our performers weave your suggestions into unique scenes, [...]

$12.00 – $17.00
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
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
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

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
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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
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
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
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