Whether you are looking for a race adventure or you are a music, wine, or film enthusiast, South Walton has year-round events tailored to you.There is something fun to check out all the time and before long they’ll become your not-to-be missed traditions.

Sandestin Triathlon

Early September

In its 33rd year, this long-running triathlon hosts over 700 participants in a half mile Gulf of Mexico swim, 20 mile bike ride, and 4 mile run through Sandestin’s beach and bayside communities.

Rags to Riches Regatta

Late June/Early July

This annual South Walton tradition benefits SWARA (the South Walton Artificial Reef
Association) as teams of two race on 16’ Hobie Catamarans from Grayton Beach to
Seagrove Beach.

30A Songwriters Festival

Mid January

For a decade, each January, the Cultural Arts Alliance of Walton County has featured a three day music festival with performances by more than 175 singer-songwriters. Both well-known headliners and burgeoning songwriters perform in a variety of venues along 30-A with a love and appreciation for the musical arts.

Telluride Mountain Film Festival

Early November

Held in WaterColor the first weekend of November, the Mountain Film Festival should not be missed. Watching thought-provoking and inspiring films outdoors under our starry skies is an outstanding experience. Food and beverages are available for purchase but guests bring their own chairs and blankets.

Digital Graffiti

Late May

This annual art festival is like none other. Using projection to display artwork on the white surfaces of Alys Beach’s structures, Digital Graffiti engages artists from all over the world to showcase their creativity and ingenuity. The results are must-see displays and installations.

Seaside Neighborhood School Half Marathon

Early March

This weekend-long event benefits The Seaside School. Runners travel worldwide to experience the beauty of scenic 30-A during Sunday’s early morning race. Once the race is over, the party goes on with live music, plenty of local beer, and goody bags.

Seeing Red Wine Festival

Early November

Over three days time this popular festival showcases premiere wines from exclusive wineries and vintners and culinary pairings from Seaside’s most beloved chefs and restaurants. Guests are also given the opportunity to purchase bottles of wine on site.

Flutterby Arts Festival

Late October

The Flutterby Arts Festival s a two day weekend event produced by the Cultural Arts Alliance and held in Watersound Origins. It celebrates the annual migration of the
monarch butterfly to our area with art exhibits and activities, live music, and dance performances.