The St. Augustine Songwriters Festival presents Anthony Smith & Jeffery Steele at Colonial Oak Music Park in St. Augustine on Saturday, September 26, 2026. 8:40 PM to 10:00 PM. Free admission. Part of the St. Augustine Songwriters Festival and the Sing Out Loud Festival 2026 Week 4.

Head to Jack Rabbits in Jacksonville (San Marco) for Donefor on Sunday, October 18, 2026. Show starts at 8:00 PM.

Head to FIVE, a powerhouse live music venue in Downtown Jax, in Downtown Jacksonville for Sunn O))) on Friday, October 16, 2026. Music starts at 8:00 PM. Live music, good vibes, no cover (unless noted).

Your Sunday night lineup includes The Heavy Heavy at FIVE, a powerhouse live music venue in Downtown Jax, in the heart of Downtown Jax. Music starts at 8:00 PM. One of the top live music picks near Jacksonville this week.

Enjoy live music with Live Music at Dick’s Wings – Fernandina in Fernandina Beach on Friday, October 23, 2026.

Head to Cafe Eleven, a beloved St. Augustine music venue and bar, in St. Augustine’s vibrant music scene for Ultimate Santana Tribute Band on Saturday, September 26, 2026. Music starts at 8:00 PM. Live music, good vibes, no cover (unless noted).

This Saturday, September 26th at 7 pm, treat your ears to Lozzie Alexander at The Blue Parrot Bar and Lounge. While there, enjoy great cocktails, cigar lounge … and soul music.

Rather than smoothing over life’s rough edges, Morgan Wade leans directly into them. Never one to mince words or play coy, the celebrated singer-songwriter has built her career around undeniable honesty and vulnerable storytelling, turning life’s hardest moments into songs that feel both deeply personal and universally understood.

The St. Augustine Songwriters Festival presents Dave Brainard, Brian Davis & Murphy Elmore at Boat Drinks in St. Augustine on Sunday, September 27, 2026. 12:30 PM to 3:00 PM. Free admission. Part of the St. Augustine Songwriters Festival and the Sing Out Loud Festival 2026 Week 4.