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siesta key & area - monthly events

Looking for something fun to do while you’re in paradise? 🌴🎶

We love keeping guests in the loop with local events in and around Siesta Key — from beach festivals and live music to theater performances and seasonal celebrations.

Throughout the year, you’ll find:
✨ Outdoor concerts and live bands
🎭 Theater shows and performances
🎨 Art walks and local festivals
🍤 Food and seafood events
🎆 Holiday celebrations and special events

Many events take place right in Siesta Key Village, while others are just a short drive into Sarasota for even more options — including performances at venues like Van Wezel Performing Arts Hall.

We regularly share highlights on our site and social pages so you don’t miss what’s happening during your stay.

Staying with us soon? Let us know your travel dates and we’ll point you toward the best events that week! 🌊✨

things to do in April

Tropical Beach Scene
Parrots & Palms Tropical Rock - legendary tropical songs

parrots & Palms: tropical rock
sarasota orchestra
at ed smith stadium

legendary tropic songs
of jimmy buffet, bob Marley, beach boys and more
April 10th & 11th


 

things to do in may

Paintbrushes And Colors
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sarasota fine art show 
by hotworks

sarasota art museum
may 30th & 31st

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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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