SCARECROW STROLL 2026

Organized by the Siesta Key Chamber of Commerce, the Scarecrow Stroll turns the island's commercial village into a pedestrian gallery of autumn displays. Participating business owners design and build custom scarecrows, lining the storefronts and sidewalks along the district's main corridors. Rather than a single-day festival, the installation remains up throughout the month, encouraging residents to walk the village, browse the shops and cast ballots for their favorite creations. The annual district-wide contest serves as a festive seasonal overlay for the local retail environment.