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St. Augustine Events

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  • Chocolate & Beyond 2026

    Chocolate & Beyond 2026

    Featured
    First Coast Technical College 2980 Collins Avenue, St. Augustine, FL, United States

    Chocolate & Beyond 2026 Attention all chocolate lovers! You're invited to the 32nd annual Chocolate & Beyond event!  Join us for this celebration of chocolate, desserts, and other delectable culinary treats! This year at a new venue. Where: First Coast Technical College When: Saturday, February 21, 2026 | 2:00pm-4:00pm Food * Silent Auction * 50/50 [...]

    $10.00 – $30.00
  • Spanish Food & Wine Festival

    Spanish Food & Wine Festival 2026

    Featured Recurring

    Spanish Food & Wine Festival 2026 Be sure to mark your calendars!  It's time for the annual St. Augustine Spanish Food & Wine Festival ... February 19-21, 2026! The festival is all about Spanish Wine, Cuisine, and Culture and to connect St. Augustine to the city's Spanish heritage / history.  It's a Showcase of St. [...]

    Prices Vary
  • St. Augustine Cruisers Car Club Cruise-In

    Car Club Cruise-In

    Featured Recurring
    Classic Car Museum of St. Augustine 4730 Dixie Hwy., St Augustine, United States

    Come check out the vehicles at the monthly St. Augustine Car Club Cruise-In.  Open to the public and all local car clubs!   Show your "collector" vehicle.   All makes, models, and years of cars and trucks are welcome.  Or, just stop by and enjoy the vehicles and music. Where: Classic Car Museum of St. Augustine When: [...]

    Free
  • Vilano Beach Artisan Market

    Vilano Beach Artisan Market

    Recurring
    Vilano Beach Main Street 101 Vilano Road, St. Augustine, FL, United States

    Join us on the 3rd Saturday of the month for the Vilano Beach Artisan Market ... 4:00pm-8:00pm! Celebrate local artisans and entrepreneurs! The Artisan Market is set up at 101 Vilano Road making the market more spacious for everyone. Check out the crafts, goods and services offered by local entrepreneurs.  Find some of the most [...]

    Free to Attend
  • Tale Tellers of St. Augustine Presentation

    Tale Tellers of St. Augustine Presentation

    Unitarian-Universalist Fellowship 2487 A1A South, St. Augustine, United States

    Join the Tale Tellers of St. Augustine for the presentation of "Meet Sigsbee L. Scruggs, Esq.: A Florida Legend".  Hear (and meet) the amazing oratory of David Fussell in his first-person interpretation of the man who was special counsel for Marjorie Kinnan Rawlings during her invasion of privacy trial. When: Saturday, February 21, 2026 | [...]

    $15.00
  • Group of reenactors dressed in historic 1700s attire.

    Historic Timeline Saunter

    Featured Recurring
    St. George Street St. George Street, St Augustine, FL, United States

    Historic Timeline Saunter Join members of the Historic Florida Militia for a Historic Timeline Saunter.  It's a perfect opportunity to learn about St. Augustine's history and to pose for pictures. Historically clad re-enactors "saunter" down St. George Street and the historic area in St. Augustine to Aviles Street.  Along the way, they speak with visitors [...]

    Free
  • Gamble Rogers Concert Series

    Gamble Rogers Concert Series

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

    Live from The Waterworks - Gamble Rogers Concert Series 2025-2026 These monthly concerts at The Waterworks celebrate the legendary recording artist Gamble Rogers, whose balladry and storytelling shaped American folk music.  They feature a variety of talented musicians from across the country (regional or national headliners) as well as a rising YoungFolk opener. Performance Schedule [...]

    Prices Vary
  • Music at Colonial Oak Music Park

    Music at Colonial Oak Music Park

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

    Free to Attend
  • Dan Navarro at Cafe Eleven

    Dan Navarro at Cafe Eleven

    Cafe Eleven 501 A1A Beach Boulevard, St. Augustine

    Dan Navarro is performing at Cafe Eleven on Saturday, February 21, 2026 from 8:00pm-10:00pm (Doors open 7:00pm).  Navarro has enjoyed an eclectic 40 year career as a songwriter, recording artists, singer and voice actor, and activist ... spread over 19 acclaimed albums and thousands of concerts. That's along with singing in TV (Family Guy, Invincible) and [...]

    Prices Vary
  • Spill the Tea: Fresh-Brewed Comedy

    Spill the Tea: Fresh-Brewed Comedy

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

    Head to Third Space Improv for Spill the Tea: Fresh-Brewed Comedy ... true confessions with fresh-brewed comedy. Come for the drama, stay for the laughs. A special guest joins us to share real-life stories, juicy secrets, or wild memories ... nothing is off the table. Then, our cast of improvisers takes those truths and spins [...]

    $20.00 – $25.00