October 2–3, 2026
Cars of 30A
Alys Beach • Friday 5:00 PM–8:00 PM; Saturday 1:00 PM–4:00 PM
This nearby automotive showcase brings more than 150 rare and high-performance cars to Alys Beach, with live music, food, art, and coastal architecture as a backdrop. It is an easy regional outing for Santa Rosa Groves residents who enjoy design, photography, luxury cars, or an energetic family-friendly afternoon.
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October 3, 2026
Nighttime Neighbors
E.O. Wilson Biophilia Center • 4:00 PM–8:00 PM
Families can explore nocturnal wildlife through trail activities, a bat flight, and nature-focused programming at the Biophilia Center. The optional Camp Longleaf add-on includes s’mores, cocoa, coffee, and a bounce house, making this a particularly appealing fall evening activity for residents with children.
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October 15–18, 2026
Harvest Wine & Food Festival
WaterColor, 45 Watercolor Boulevard W, Santa Rosa Beach • Multiple events; Saturday Grand Tasting 1:00 PM–4:00 PM
WaterColor hosts four days of wine dinners, tastings, cocktails, and brunch only a short drive from Santa Rosa Groves. Residents can choose between a single Saturday tasting and premium ticketed experiences while supporting Northwest Florida children’s charities, making this a standout local culinary weekend.
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October 17, 2026
Adult Cards
Coastal Branch Library, 437 Greenway Trail, Santa Rosa Beach • 1:00 PM–4:00 PM
This relaxed library program offers local adults a free way to play card games, meet neighbors, and build community without traveling far from Santa Rosa Groves. Participants can bring their own cards, invite friends, and enjoy a casual Saturday afternoon in a welcoming, low-cost setting.
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October 21, 2026
Sounds of Seaside
Seaside Amphitheater, Central Square • 5:00 PM–7:00 PM
This free outdoor concert gives Santa Rosa Beach residents an easy midweek evening of local live music in Seaside. Bring blankets or lawn chairs, enjoy the walkable town center, and make a relaxed family outing of dinner, sunset atmosphere, and a community performance close to home.
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October 24, 2026
Halloweener Derby & Oktoberfest
Seaside Amphitheater • 10:00 AM–2:00 PM
This playful Seaside tradition combines dachshund races, an all-breeds pet costume contest, Oktoberfest food, and drinks. It is especially convenient for Santa Rosa Groves households looking for a free, highly local fall event where children can enjoy the costumes and residents can bring their dogs.
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