Scarecrow Stroll
Family-friendly seasonal event where handmade scarecrows created by local businesses adorn storefronts on Siesta Key. Come out to the Key to stroll, dine, or shop while enjoying the scarecrow displays, October 1-31, 2025.
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Business Card Exchange
Come on out for after-hours networking with members and guests of the Siesta Key Chamber of Commerce on Thursday- October 16, 2025 at Siesta Key Palms Resort.
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Crystal Classic
Siesta Key Crystal Classic International Sand Sculpting Festival is a four-day event held November 14-17, 2025 on the sand at Siesta Beach.
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Holiday Parade
Siesta Key Holiday Parade Saturday, November 29, 2025. The Parade starts at Avenida del Mare and Beach Road at 5:30pm traveling north on Beach Road onto Ocean Boulevard into Siesta Village.
Annual Awards Dinner
Siesta Key Chamber of Commerce Annual Awards Dinner at Sarasota Art Museum January 29, 2026.
Easter Egg Hunt
The Siesta Key Chamber and Siesta Key Chapel invite your little ones to the annual Siesta Key Easter Egg Hunt Saturday, April 4, 2026. The Egg Hunt will be held on the Chapels shade-covered grounds. Take photos with the Easter Bunny. Enjoy children's games and activities, live animals and more!
