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Entertainment

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Annual Cathedral Festival

41st Annual Cathedral Festival

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Mission Nombre de Dios 27 Ocean Avenue, St. Augustine

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 @ [...]

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Chocolate & Beyond 2026

Chocolate & Beyond 2026

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First Coast Technical College 2980 Collins Avenue, St. Augustine

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

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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. [...]

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Tale Tellers of St. Augustine Presentation

Tale Tellers of St. Augustine Presentation

Unitarian-Universalist Fellowship 2487 A1A South, St. Augustine

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

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

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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 [...]

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Music at Colonial Oak Music Park

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

Amy Grant at PV Concert Hall

Amy Grant at PV Concert Hall

Ponte Vedra Concert Hall 1050 A1A North, Ponte Vedra Beach

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 [...]

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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

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

The Late Show!

The Late Show!

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

Join us at Third Space Improv for the Late Show!  Past your bedtime.  Worth the consequences. The Late Show brings fearless comics, unfiltered jokes, and laughs that definitely aren’t safe for brunch. Edgy, silly, surprising, and laugh-out-loud funny, this show is for night owls who like their comedy a little naughty. Adults only. Laughter guaranteed. [...]

$17.00 – $20.00