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siesta key & area - monthly events

Discover the best Siesta Key events, live music, festivals, food events, and Sarasota entertainment during your stay. From Siesta Key Village nightlife and beach concerts to theater performances, holiday celebrations, and local art festivals, there’s always something happening near Siesta Key Beach. Check our latest local event guides and seasonal happenings before your vacation. 🌴🎶

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Staying with us soon? contact us and we’ll point you toward

the best events that week! 🌊✨

things to do in June

Wine Bottles
Michael's on East Wine Cellar Social Club

Michael's Wine Cellar
June 10th 5-7pm! 

discover 6 incredible wines    (and 1 champagne)

things to do in august

Trapeze Performer Spotlight
Summer Circus Spectacular

historic asolo theater
June 12th - august 8th
Show times:
Tuesday - Friday
@ 11:00 AM & 2:00 PM,  
Saturdays @ 2:00 PM and 5:00 PM

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Terms & Disclaimer. The information provided on this website is for general information purposes only. While we strive to keep information accurate and up to date, rental availability, pricing, local events, and business operations are subject to change without notice. Take a Siesta Key is not responsible for changes, cancellations, service disruptions, or experiences related to third-party businesses, events, attractions, transportation providers, restaurants, or activity operators mentioned on this site. Any recommendations are provided for convenience only and do not constitute endorsement or guarantee of services. Guests are responsible for verifying current details directly with booking platforms, service providers, and local authorities where applicable. Participation in recreational activities (including but not limited to fishing, beach activities, boating, sporting events, and local attractions) involves inherent risk. Guests assume full responsibility for their participation. We encourage all visitors to conduct their own due diligence before making travel or activity decisions. Third-Party & Featured Partners: We are proud to connect our guests with local businesses that offer exclusive discounts to Take A Siesta Key visitors. Each business is independently owned and operated. While we enjoy sharing these resources, all services, availability, and experiences are managed directly by the provider. Welcome amenities: Complimentary welcome items, including food and personal care products, may be provided as a courtesy to guests. Guests are responsible for reviewing ingredient labels and using discretion based on individual allergies or sensitivities. Take a Siesta Key is not responsible for reactions, dietary restrictions, or misuse of provided items.

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