Cultural Arts Alliance of Walton County’s Fall/Winter 2025 Events

Celebrating Creativity

The Cultural Arts Alliance of Walton County (CAA) believes the Arts aren’t a luxury—they’re a vital part of a thriving community. For more than three decades, the CAA has fostered creativity through year-round programs, exhibitions, educational initiatives, and cultural events that connect people of all ages to the transformative power of the Arts. From supporting local artists and arts educators to producing beloved festivals and live performances, funds raised through memberships, donations, and event proceeds are reinvested directly into our Northwest Florida community.

Whether you’re passionate about music, visual arts, theatre, dance, or simply looking for a memorable way to spend time with family and friends, this calendar is full of opportunities to experience art in action. Mark your schedule, gather your crew, and join us in celebrating the people and places that make Walton County such a vibrant hub for creativity. 

We invite you to take your support one step further by joining CAA’s Circle of Champions—a community of donors dedicated to sustaining the Arts for generations to come. Together, we can ensure that creativity continues to thrive in Walton County.

Sept. (Date TBA) – UMA Deployment & Livestream

Grab your virtual front-row seat! Weather and Wi-Fi willing, you can watch the magic happen LIVE as the seventh installation of sculptures makes its way to their underwater home at the Underwater Museum of Art (UMA) off Grayton Beach State Park. Tune in to UMA’s social media for updates @umaflorida.

Sept. 5, Oct. 3 & Nov. 7 – First Friday Concert Series @ Watersound Town Center Pavilion

The CAA and St. Joe Community Foundation are turning up the volume at Watersound Town Center this fall! Join us for three nights of great tunes and good vibes from 6:00 to 8:00 p.m. Bring your crew, a chair, and your dancing shoes, because this free, family-friendly concert series is all about music, community, and fun.

Sept. 8–14 – National Arts in Education Week

Art changes lives—and we’re here to prove it! National Arts in Education Week is all about spotlighting the powerful role the Arts play in learning. The CAA will be celebrating by showcasing some of our community’s outstanding arts educators who inspire the next generation every day.

Sept. 18 – Anchored in Freeport Fundraiser @ Freeport Marina

Anchors away! Join us dockside at the Freeport Marina from 6:00 to 9:00 p.m. Enjoy live music by The Typos, Big Mike’s BBQ, an artist meet and greet, and a first look at completed anchors for the newest addition to the CAA’s Art in Public Spaces program. Free and family-friendly!

Oct. 12 – 30A Songwriters Festival Stage @ Porchfest, Watersound Origins

Stretch out on the lawn and enjoy live music from 3:00 to 6:00 p.m. in the heart of Watersound Origins. Porchfest is free, open to the public, and the perfect recipe for enjoying good music, good people, and good neighbors.

Oct. 23 – Clay for a Cause: Mugs for Jugs event @ Point Washington Medical Clinic

In honor of Breast Cancer Awareness Month, we invite you to join us for an evening where art meets heart from 5:00 to 7:00 p.m. at the Point Washington Medical Clinic. Browse a curated collection of beautiful, handmade mugs while helping raise funds and awareness for both the Point Washington Medical Clinic and the CAA Pottery Studio. It’s a one-of-a-kind blend of creativity, community, and compassion—and you won’t want to miss it.

Nov. 9 – 33rd Annual Flutterby Arts Festival @ Watersound Town Center

It’s a celebration of creativity, community, and the magical Monarch butterfly migration! From 10:00 a.m. to 4:00 p.m., enjoy hands-on art, live performances, student art exhibits, an artist market, the whimsical butterfly parade, and more at this beloved children’s arts festival. Free and family-friendly!

Nov. 12–16 – Alys Beach Crafted benefiting CAA

Five days of flavor, craft, and creativity! Crafted brings together master makers, culinary artists, and beverage pros for a weekend of tastings, demos, and conversation. From the Makers Market to the Spirited Soirée, it’s a feast for the senses—and it all benefits the Cultural Arts Alliance.

Nov. 27 – 30A 10K Thanksgiving Races benefiting CAA

Start your Turkey Day with a trot! Join us in downtown Rosemary Beach for the 10K, 5K, or 1-mile fun run. Whether you’re chasing a personal record or just having fun with the family, this scenic, flat course is the perfect holiday tradition.

Dec. 4 – CAA Winter Social

Let’s get festive! Celebrate the holidays—and you—at our annual Winter Social. Enjoy live music, light bites, a cash bar, and great company while we honor our Volunteers, Arts Educators, and Arts Partner of the Year. Cheers to more than three decades of fostering creativity!

Jan. 16–19, 2026 – 17th Annual 30A Songwriters Festival benefiting CAA

Four days. Over 125 artists. More than 30 intimate listening rooms. This unique event, co-produced by the Cultural Arts Alliance of Walton County and Russell Carter Artist Management, is the weekend for music lovers! From Americana and folk to blues, soul, and country, experience original music along scenic Highway 30A during one of the nation’s premier songwriter events. Tickets are on sale now at 30ASongwritersFestival.com.

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For more information, upcoming events, arts education offerings, and ways to get involved, visit CulturalArtsAlliance.com.