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.
Networking Breakfast
Siesta Key Chamber of Commerce networking breakfast and tour at Discover Sarasota Tours, Wednesday - October 1, 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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15th Anniversary Party
Siesta Key Sports & Physical Therapy 15th Anniversary Party, November 6, 2025, 4:30-6:30pm. Bring your friends, family and neighbors to tour new location, enjoy refreshments, and celebrate 15 years of Moving You to Better Health. Free.
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.
