Happenings in St. Augustine

Check for up to date happenings in St. Augustine.  We’ve highlighted a few of them for you.

Happenings in St. Augustine

There are so many happenings in St. Augustine and St. Johns County throughout the year.  From musical events to 5Ks to art shows to kids events and more.  We’ve selected a few of them we thought might be of interest and made note of them below.  You’ll find a complete listing of events on our Calendar Page.

Check ahead before attending an event as it may be affected by the weather.

January Events

Jan 24, 2026 — Matanzas 5000 — 8:00am
This 46th annual event begins and ends near Francis Field, winding through downtown St. Augustine and historic neighborhoods.

Jan 24, 2026 — Matanzas Fun Run – Superhero Dash — 9:00am
This event is for ages 13 and under and encourages participants to dress as their favorite Superhero … and show off their super speed.

Jan 24, 2026 — Romanza’s Collage Concert Series — 7:30pm-9:30pm
Held at The Waterworks, this concert features The River City Rhythm Kings … North Florida’s favorite Dixieland jazz band featuring sounds from the 1920’s–1940’s.

February Events

Feb 5, 2026 — EMMA Words & Music Series Concert — 1:00pm-2:00pm
Enjoy the performance of multi-talented artist Yael ZaZa Flamenca. She captures the audience’s attention with her voice and charisma.

Feb 6 & 7, 13-15, 2026 — Fort Mose Jazz & Blues Series — 7:00pm
Vibrant sounds of jazz and blues with the rich history of Fort Mose! The lineup features … Gary Clark Jr., Don Was and the Pan-Detroit Ensemble, Samara Joy, Robert Cray Band and Ruthie Foster, and Ledisi.

Feb 7, 2026 — Character Counts! 6K/3K Run/Walk 2026 — 9:00am
This annual event takes place at Palencia Elementary School. Professionally timed and scored by Hasselmania Productions. Awards given in several categories for both 6K and 3K runners.

Feb 7, 2026 — Spring Tea & Crafts — 10:00am-2:00pm
Ladies wear your best “fancy hat” and stop by Shores United Methodist Church to enjoy fancy tea goodies and crafts and a raffle.

Feb 7, 2026 — Hastings Boulevard Car Show — 10:00am-3:00pm
This 9th annual event features vintage cars/trucks along with music, food from the food court, crafts, games, and more!

Feb 7 & 8, 2026 — Creekside Music & Arts Festival — 10:00am-4:00pm
Rescheduled from last year, this event is celebrating its’ 20th year. Live Music, Arts & Craft vendors, Comedy Stunt Show from the Soccer Collie’s, Kids Zone, Historic Demonstrations and more … under the majestic oaks at Princess Place Preserve!