Live Music
When: Monday, September 15
7:30 pm to 10:30 pm
Where: Hotel Effie Sandestin | 1 Grand Sandestin Boulevard, Miramar Beach, Florida, 32550
EVENT DESCRIPTION:
Guests can enjoy hand-crafted cocktails while a local artist performs live music. The event is open to the public, with complimentary validated parking provided with any food or beverage purchase.
“Paint the Bay” with The Traveling Painter
When: Tuesday, September 16
5:30 pm
Where: L.J. Schooners Dockside Restaurant | 290 Yacht Club Dr, Niceville, Florida, 32578
EVENT DESCRIPTION:
The Traveling Painter hosts a fun paint session on Tuesday, September 16 at 5:30 PM. Guests will join Emily and the team to create a custom cutting board design.
Sounds of Seaside: Roman Street
When: Wednesday, September 17
6:00 pm
Where: Seaside Amphitheater | P.O. Box 4730, County Road 30A, Seaside, FL, 32459
EVENT DESCRIPTION:
The Seaside Amphitheater hosts free live music this September. Guests are invited to bring blankets and chairs and enjoy performances by local favorites:
Sept 3: Fred Domulot
Sept 10: Boukou Groove
Sept 17: Roman Street
Sept 24: MECO
Grayton Beach Wine Walk
When: Thursday, September 18
5:00 pm - 7:00 pm
Where: Shacks Art | 14 Clayton Lane
Grayton Beach, FL 32459
EVENT DESCRIPTION:
The Grayton Beach Wine Walk takes place every third Thursday from 5–7 pm, starting at Shacks Art. Guests can explore six local merchants while enjoying wine and hors d’oeuvres, then return to Shacks deck for dessert, more wine, and live music. The evening ends with the Dancing Raffle at 7 pm, offering prizes from artists, merchants, and local favorites.
Fall Lawn Games
When: Friday, September 19
5:00 pm - 8:00 pm
Where: Grand Boulevard | 600 Grand Blvd., Miramar Beach, FL, 32550
EVENT DESCRIPTION:
Fall Lawn Games return to Grand Park every Friday and Saturday from 5–8 PM, August 15 through October 25. Families and friends can enjoy classics like cornhole, giant chess, checkers, and more. With dining options just steps away, it’s the perfect way to spend an autumn evening together.
DJ Dance Party
When: Friday, September 19
6:00 pm - 9:30 pm
Where: The Big Chill | 24 Hub Lane,, Watersound Beach, FL, 32461
EVENT DESCRIPTION:
The ultimate family dance party kicks off with DJ Dan Davis spinning favorite hits from 6–9:30 PM. Families can hit the floor for a night of nonstop energy, fun, and dancing that keeps the crowd moving.
Seaside Fall Musical Review
When: Saturday, September 20
1:00 pm to 2:00 pm
Where: Seaside Amphitheater | 25 Central Square, Seaside, FL 32459
EVENT DESCRIPTION:
The Seaside Amphitheater hosts the Fall Musical Review on Saturday, September 20, from 1–2 PM. Enjoy an afternoon of popular hits, timeless classics, and surprises that set the perfect soundtrack for a day in Seaside. Guests are encouraged to bring blankets or chairs and enjoy this complimentary performance with family and friends.
30Avenue Oktoberfest
When: Saturday, September 20
4:00 pm to 7:00 pm
Where: 30Avenue | 12805 US Hwy 98 East, Inlet Beach, FL, 32461
EVENT DESCRIPTION:
30Avenue brings Oktoberfest to the beach on Saturday, September 20, from 4–7 PM. Enjoy Bavarian charm with coastal flair, featuring live music, a yodel-off, prizes for best dressed, and more. Free and open to all—guests are encouraged to bring blankets or low-back chairs.
The Artisan Market
When: Sunday, September 21
8:00 am
Where: The Stalls on 30A | 2260 W Hwy 30A, Santa Rosa Beach, Florida, 32459
EVENT DESCRIPTION:
On Sunday, September 21, more than 30 makers, artisans, and vendors from across the Southeast showcase jewelry, clothing, art, décor, home goods, baked treats, and more. Shop both inside and outside The Stalls, and enjoy food and drinks from Cowgirl Kitchen Market and Boxcar Annie all day long.
Groove Theory: Open Jazz Session
When: Sunday, September 21
6:00 pm
Where: SOWAL House | 82 South Barrett Square, Rosemary Beach, Florida, 32461
EVENT DESCRIPTION:
Sunday’s Groove Theory closes the weekend with an open jazz session full of collaboration and creativity. Musicians improvise together, blending smooth grooves with spontaneous energy. Guests can relax and enjoy the laid-back atmosphere while the music flows.