Watersound Porchfest October 12 | 3pm
Watersound Origins Porchfest returns to the Watersound Origins community!
Musical performances from Casi Joy, Nate Kelly, Sammi Accola, and Gage Cowart Band will be featured on the front porches and lawns of the neighborhood. The 30A Songwriters Festival Stage will showcase Songwriters Fest favorite: The Caitlin Cannon Band.
Bring a lawn chair and friends and be ready for an afternoon of good music, good people, and good neighbors.
Event is FREE AND OPEN TO THE PUBLIC
The Watersound Origins community is located along US 98 in South Walton - look for the white bridge (530 Pathways Drive, Inlet Beach, FL 32461)

30A Songwriters Fest Stage 5PM
After strolling the Watersound Origins paths listening to local live music, end the day back at Village Commons. The 30A Songwriters Festival will be hosting their own stage featuring, The Caitlin Cannon Band.
Caitlin Cannon’s songwriting expertly walks the tightrope between humor and heartbreak, satire and sincerity. With razor-wit lyrics delivered with a wink, she disarms listeners before pulling them into raw explorations of loss, love, and addiction. Her 2024 EP Beggar showcased this emotional dexterity, from the sardonic twang of Amarillo and Little Rock to Waiting—a devastating, biographical track about her brother’s incarceration that earned an honorable mention for Song of the Year at Saving Country Music.
Think ‘Cosmicana’—a sonic landscape as deep as Cannon’s storytelling on her 2025 LP Love Addict, produced by Misa Arriaga (Kacey Musgraves, Willie Nelson) where dreamy Americana meets classic country. The genre bend makes sense given Cannon’s broad influences from early ’90s country icons like Pam Tillis—who also makes a cameo in the Love Addict music video—to songwriting legend Lucinda Williams, who has publicly praised Cannon’s work.
Beyond music, Cannon is a force of creative energy. From her comedic debut on Kill Tony to teaching songwriting to inmates through Beyond Bars—a collaboration with the Cultural Arts Alliance—she defies easy categorization. Her work bridging art and social impact has earned her a first-place finish at Songwriters Serenade, third place at the Telluride Troubadour Contest, and a finalist spot in the American Songwriter Song Contest. Still, Cannon’s performances remain as funny as they are important, a balance critics have noticed. Saving Country Music described her as “a hilarious person on stage who could have a second career as a comedian… one of those country artists that slides so criminally under the radar; it angers the blood.”
Check out the Video from 2024's Porchfest!
Click the Learn More button to watch the recap!
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