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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First Coast Opera Fundraiser

Private Home St. Augustine

Sips & Serenades - First Coast Opera Fundraiser Join us for an exclusive Valentine's concert and reception with fellow opera lovers.  This intimate and elegant event is in support of the First Coast Opera.  And, it's at the stunning home of Faith Tiberio Dougherty and Daniel F. Dougherty ... overlooking the picturesque Matanzas River. When:  [...]

$100.00

Fort Mose Jazz & Blues Series 2026

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Fort Mose Historic State Park 15 Fort Mose Trail, St. Augustine

Fort Mose Jazz & Blues Series 2026  Be sure to get your tickets!  It's time once again for the Fort Mose Jazz & Blues Series 2026 ... February 6-7 and 13-15!  Honoring History and Community through Music! This is more than a concert series. The event blends the vibrant sounds of jazz and blues with [...]

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Music at Colonial Oak Music Park

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Colonial Oak Music Park 33 St George St., St. Augustine

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 Country Night usually on Thursday 6:00pm-10:00pm  -- [...]

Free to Attend

The Rockin’ Romance Valentine’s Day Bash

VFW Post 2391 6184 US 1, St. Augustine

The Rockin' Romance Valentine's Day Bash 💕  Are you ready to have a Rockin' Valentine's Day Bash with BedRock?  Since Valentine's Day falls on a Saturday, BedRock is doing it up BIG! When: Saturday, February 14, 2026 Where:  VFW Post 2391 Valentine's Day isn't just a holiday for couples. Yes, it's a day of Love [...]

$55.00

I Love You, You’re Perfect, Now Change

Recurring
Limelight Theatre 11 Old Mission Avenue, St. Augustine

Join us at Limelight Theatre for performances of I Love You, You're Perfect, Now Change. January 29 - February 15, 2026. About I Love You, You're Perfect, Now Change Book and Lyrics by Joe DePietro Music by Jimmy Roberts Directed by Daniel Starling A witty, fast-paced musical revue that takes a humorous and heartfelt look [...]

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Romanza’s Collage Concert Series

Featured Recurring
The Waterworks 184 San Marco Avenue, St.Augustine

Romanza's Collage Concert Series The Romanza's Collage Concert Series, fundraisers for the Romanza Festivale, return for their 3rd season at The Waterworks.  For this collage series, Romanza collaborated with professors from the University of North Florida to highlight the many talents that contribute to the UNF jazz studies program. Collage Concert Schedule / Information Saturday, [...]

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3 Blind Dates – Unscripted Romantic Comedy

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

Join us at Third Space Improv on Valentine's Day for 3 Blind Dates - an Unscripted Romantic Comedy ... inspired by Your dating stories.  Saturday, February 14, 2026 -- 8:00pm-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 [...]

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