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Entertainment

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  • Annual Cathedral Festival

    41st Annual Cathedral Festival

    Featured Recurring
    Mission Nombre de Dios 27 Ocean Avenue, St. Augustine, FL, United States

    41st Annual Cathedral Festival Mark your calendars for the 41st Annual Cathedral Festival ... February 20-22, 2026!  This St. Augustine tradition - held on the grounds of the Mission Nombre de Dios - has something for everyone! Carnival Midway with Rides * Live, Local Music/Entertainment * Food & Beverage Vendors * Fireworks Saturday Night @ [...]

    Prices Vary
  • 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
  • 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
  • Movie in the Park

    Movie in the Park

    Veterans Park 1332 Veterans Pkwy, St. Johns, FL, United States

    Join SJC Parks & Rec for Movie in the Park ... A Minecraft Movie. Enjoy this journey into a cubic world of imagination and crafting with Steve ... based on the hit video game. Perfect for all ages! Bring your blankets and chairs. Don't forget the snacks! When: Saturday, February 21, 2026 -- 6:00pm-8:00pm Where:  Veterans [...]

    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
  • Amy Grant at PV Concert Hall

    Amy Grant at PV Concert Hall

    Ponte Vedra Concert Hall 1050 A1A North, Ponte Vedra Beach, FL, United States

    Amy Grant is performing at the Ponte Vedra Concert Hall on Saturday, February 21, 2026.  Her career spans more than 40 years and stretches from her roots in gospel into becoming an iconic pop star, songwriter, television personality, and philanthropist.  That's along with being dubbed by some as 'The Queen Of Christmas' with her millions [...]

    Prices Vary
  • 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