September 2025 Events in Destin with Sterling Sands Vacation Rentals

Destin Seafood Festival — September 26–28, 2025

One of Destin’s most beloved traditions, the Destin Seafood Festival takes over the Harbor Boardwalk with three days of fresh seafood, live music, local vendors, and family fun. Admission is free for general access, and VIP tickets offer exclusive tasting areas, craft beer, and local chef experiences. This event also kicks off the month-long Destin Fishing Rodeo in October.
destinseafoodfest.com

Sandestin Triathlon — September 23, 2025

Held in nearby Sandestin, this annual event draws hundreds of athletes to complete a half-mile Gulf swim, 20-mile bike ride along scenic roads, and a 4-mile run through resort landscapes. A rewarding challenge in a breathtaking setting.
raceentry.com/sandestin-triathlon/race-information

Emerald Coast Home & Boat Show — September 20–21, 2025

Located at the Destin–Fort Walton Beach Convention Center, this expo features over 100 vendors offering everything from boats and fishing gear to home improvement, health screenings, and local services. Free admission makes this an easy outing for families or couples.
destinfwb.com

Burgers, Bourbon & Beer Festival — September 21, 2025

This flavorful event along Destin Harbor includes gourmet burger tastings, curated bourbons, craft beers, and live music. Proceeds benefit the Boys & Girls Clubs of the Emerald Coast. A favorite for foodies and casual visitors alike.
emeraldcoastbgc.org/burgers-bourbon-beer-festival-destin-fl/

Toast on the Coast — September 27–28, 2025

Held at Henderson Beach Resort, Toast on the Coast combines fine wine, upscale small plates, live DJ entertainment, silent auctions, and local artist experiences for a refined evening on the Gulf.
jlec.org/events/toastonthecoast2025/

Local Markets and Community Events

Each weekend in September, explore the Farmers Markets at Grand Boulevard and Baytowne Wharf. Enjoy locally grown produce, handmade crafts, and seasonal goods. Community events like sip-and-shop promotions, cornhole tournaments, and neighborhood cookouts offer a laid-back local vibe.
business.destinchamber.com

Why Stay with Sterling Sands?

• Central Location: Minutes from all major September events—HarborWalk Village, Destin Commons, Sandestin, and more
• Spacious Rentals: Gulf-front condos with full kitchens, private balconies, and family-friendly amenities
• Local Expertise: Let us help you find tickets, plan your day trips, and discover the best restaurants and hidden gems around Destin

Travel Tips for September Visitors

• Book event tickets (especially VIP access) in advance for popular festivals.
• Arrive early for festivals and expos to secure nearby parking.
• Dress in light layers for warm afternoons and cooler waterfront evenings.
• Check event websites for updates on entertainment schedules and food vendors.

September in Destin is a perfect blend of festivals, fitness, and flavor—without the summer crowds. Whether you’re planning a weekend escape or a weeklong vacation, Sterling Sands Vacation Rentals puts you close to it all. Contact us today to book your stay and get local recommendations tailored to your interests.