September brings a fresh kind of energy to Florida’s Emerald Coast. Labor Day weekend offers one last big celebration of summer, while the weeks that follow invite visitors to enjoy warm Gulf waters, beautiful beaches, live entertainment, and some of the season’s most memorable coastal experiences.
From the sugar-white shores of Miramar Beach to the vibrant energy and rich coastal character of Pensacola, there are plenty of reasons to plan a September getaway. Spend Labor Day soaking up the sun with family and friends, catch a live performance, explore local events, or simply make the most of a relaxing day by the water.
If you are looking for things to do in Miramar Beach or Pensacola this September, these upcoming events are a great place to start. You might even find the perfect excuse to turn a day out into a memorable Florida beach getaway.
Sept 4-7, 2026
Miramar Beach, FL

Celebrate Labor Day Weekend at Baytowne Wharf with regional art, live music, and an open-air gallery. Enjoy three festive evenings culminating in a spectacular fireworks display over the lagoon, creating a colorful finale to the holiday weekend.
Sep 5 & 7, 2026
Seaside, FL

Celebrate Labor Day Weekend along Scenic 30A with live music, local vendors, complimentary tastings, and plenty of coastal flavor. The festivities continue with a Gulf-side Beach Bash featuring barbecue, tequila tastings, and a full day of fun.
Sep 6, 2026
Pensacola, FL

Race or watch as two-person teams take on the annual Bathtub Races on Santa Rosa Sound behind Bamboo Willie’s Beachside Bar, with proceeds benefiting Pensacola Beach Elementary School. Teams can register to compete, and the day also features live music and fireworks at 8 PM.
Sept 10, 2026
Miramar, FL

Experience the inspiring true story of Come From Away, following 7,000 stranded airline passengers and the Newfoundland community that welcomed them with extraordinary kindness, resilience, and connection in the aftermath of 9/11.
Sept 19-20, 2026
Pensacola, FL

Bring the whole family to the Lego Brick Convention, a creative weekend of colorful brick-building fun, imaginative displays, and hands-on experiences at the Pensacola Interstate Fairgrounds.
Sept 25-27, 2026
Pensacola, FL

Savor the flavors of the Gulf at Pensacola Seafood Festival, a free three-day celebration featuring fresh seafood, live music, and over 150 arts and crafts vendors across historic downtown parks.
September is made for slowing down and enjoying the coast at your own pace. Start the month with a Labor Day beach escape, then keep the getaway going with warm days by the water, local events, and plenty of time to unwind along Florida’s beautiful Gulf Coast.
At Anna Belle Lodging, finding the right place to stay can make your coastal getaway even better. Wake up to unforgettable views in one of our oceanfront stays, gather family and friends in a spacious large group stay, or enjoy a little extra relaxation in one of our private pool retreats. For a getaway with something a little more special, explore our signature stays.
Plan your September getaway around a Labor Day celebration, a favorite event, or a few relaxing days by the Gulf. Anna Belle Lodging makes it easy to enjoy the experiences you love along the coast.