Live music in St. Augustine, FL

James Taylor performs live at The St. Augustine Amphitheatre. Doors open in advance of the concert for entry.

Ancient City Rock brings a high-energy classic rock show to Trade Winds Tropical Lounge. The St. Augustine group features both male and female lead singers, tight harmonies, and a full band on guitar, bass, and drums. Their set spans favorites from the Beatles, the Rolling Stones, and Tom Petty, Southern rock staples from Lynyrd Skynyrd and the Allman Brothers, and powerhouse hits from Led Zeppelin.

Experience James Taylor at The St. Augustine Amphitheatre.

There is a hidden side to St. Augustine, where a tucked-away speakeasy setting becomes the stage for The Velvet Underground Show. This immersive cabaret experience blends top-tier live music, powerhouse vocals, glittering dance numbers, high-flying aerial work, and specialty performances that aim to surprise and captivate from beginning to end. Handcrafted cocktails and tasty bites accompany the spectacle, and the action unfolds in and around the audience for a fully enveloping night out. Suitable for a romantic evening or a celebration with friends, it stands out among nightlife and live entertainment options across Northeast Florida. Presented as a limited engagement with a small number of performances and seats, it is a highly sought-after ticket in downtown St. Augustine.

Set sail aboard the Great Blue Heron for an evening of Yacht Rock on the water. DJ Willie spins soft-rock favorites from the late 70s and 80s as the cruise takes in the scenery around St. Augustine. Each ticket includes the first beverage and complimentary snacks, and specialty themed cocktails are available for purchase throughout the evening. Bring a crew, relax on board, and sing along to nostalgic tunes while soaking up sunset views and the coastal breeze. Tickets are $49 per person.

AEG Presents hosts a concert at The St. Augustine Amphitheatre featuring flipturn with Winyah. From early house shows at the University of Florida to sold-out venues across the country, flipturn has grown into an international indie rock act with standout sets at Bonnaroo, Lollapalooza, and Governors Ball, plus performances alongside Two Door Cinema Club, The Revivalists, Mt. Joy, and Rainbow Kitten Surprise. After the 2022 debut album Shadowglow, the band created Burnout Days by writing in a North Carolina mountain cabin and recording in the South Texas borderlands with producer Chad Copelin. The new material blends airy atmospheres with driving grooves and was built to come alive onstage. Songs like Juno, sparked by an accidental synth sound, Rodeo Clown with its alt-pop pulse, Sunlight rising to a gritty climax, and Tides inspired by Jacksonville’s waterways, reflect themes of ambition, fatigue, vulnerability, and perseverance. The lineup includes Dillon Basse, Tristan Duncan, Mitch Fountain, Madeline Jarman, and Devon VonBalson, with Winyah also on the bill.

Rise Against brings Ricochet 2026 to The St. Augustine Amphitheatre alongside Alkaline Trio and Teen Mortgage. The Chicago band channels real-world anxieties into cathartic rock, building on its ninth, chart-topping release Nowhere Generation with the five-song follow-up Nowhere Generation II that blends urgent reflection with high-voltage momentum. Recent tracks including Talking To Ourselves, Last Man Standing, Pain Mgmt, and Holding Patterns showcase the group’s mix of grit and hope, propelled by roaring guitars, pounding drums, and big, sing-along hooks.

VIBES, the Vinyl Lounge Party, celebrates its first anniversary with a lineup of weekly guest DJs at a new spot in town.