Events in may Events and Things to do in Cayo Siesta, FL

Palette of Possibilities: The Art of Planning - FPZA 2026 Annual Conference
Wednesday at 10:00 AM
Sarasota · The Ritz-Carlton, Sarasota
Palette of Possibilities: The Art of Planning - FPZA 2026 Annual Conference
Wednesday at 10:00 AM
Sarasota · The Ritz-Carlton, Sarasota
Almost full
Sunday Funday Tea-Dance at Mellow Mushroom
Tomorrow at 2:00 PM
Sarasota · Mellow Mushroom Sarasota
Almost full
Sunday Funday Tea-Dance at Mellow Mushroom
Tomorrow at 2:00 PM
Sarasota · Mellow Mushroom Sarasota
Sales end soon
Art on Film | Hieronymus Bosch: Touched by the Devil
Thursday at 2:00 PM
Sarasota · Sarasota Art Museum
Sales end soon
Art on Film | Hieronymus Bosch: Touched by the Devil
Thursday at 2:00 PM
Sarasota · Sarasota Art Museum
Almost full
Bulleit Bourbon Dinner (Featuring NEW Single Barrel Bourbon, Terri's Pick!)
Wednesday at 6:30 PM
Sarasota · Michael's Wine Cellar
Almost full
Bulleit Bourbon Dinner (Featuring NEW Single Barrel Bourbon, Terri's Pick!)
Wednesday at 6:30 PM
Sarasota · Michael's Wine Cellar
Going fast
Chart House - Duckhorn Wine Dinner - Longboat Key
Thursday at 7:00 PM
Longboat Key · Chart House
Going fast
Chart House - Duckhorn Wine Dinner - Longboat Key
Thursday at 7:00 PM
Longboat Key · Chart House
2026 SCHOLARSHIP AWARDS & CONCERT
Sun, May 31, 5:00 PM
Sarasota · Fogartyville Community Media and Arts Center
2026 SCHOLARSHIP AWARDS & CONCERT
Sun, May 31, 5:00 PM
Sarasota · Fogartyville Community Media and Arts Center
Sales end soon
Banned Book Club: "Dreaming in Cuban" by Cristina Garcia
Tuesday at 11:00 AM
Sarasota · Bookstore1Sarasota
Sales end soon
Banned Book Club: "Dreaming in Cuban" by Cristina Garcia
Tuesday at 11:00 AM
Sarasota · Bookstore1Sarasota
Almost full
Kava Social Club 6 Year Anniversary (80's Casino Night)
Sat, May 30, 8:00 PM
Bradenton · Kava Social Club
Almost full
Kava Social Club 6 Year Anniversary (80's Casino Night)
Sat, May 30, 8:00 PM
Bradenton · Kava Social Club
Sales end soon
CWC Cause Night May 2026
Tuesday at 5:30 PM
Lakewood Ranch · Ed's Tavern Lakewood Ranch
Sales end soon
CWC Cause Night May 2026
Tuesday at 5:30 PM
Lakewood Ranch · Ed's Tavern Lakewood Ranch
Sales end soon
Community Food Forest Tour
Tuesday at 9:00 AM
Sarasota · UF/IFAS Extension Sarasota County
Sales end soon
Community Food Forest Tour
Tuesday at 9:00 AM
Sarasota · UF/IFAS Extension Sarasota County
2026 Michael P. Fencil Annual Golf Tournament
Sun, May 31, 1:30 PM
Bradenton · IMG Academy Golf Club
2026 Michael P. Fencil Annual Golf Tournament
Sun, May 31, 1:30 PM
Bradenton · IMG Academy Golf Club
Florida-Friendly Landscaping™ Certified Professional (FFLCP) Field Module
Friday at 8:00 AM
Sarasota · UF/IFAS Extension Sarasota County
Florida-Friendly Landscaping™ Certified Professional (FFLCP) Field Module
Friday at 8:00 AM
Sarasota · UF/IFAS Extension Sarasota County
Sales end soon
Las Mejores Prácticas de Manejo por parte de Las Industrias Verdes
Wednesday at 8:00 AM
Sarasota · UF/IFAS Extension Sarasota County
Sales end soon
Las Mejores Prácticas de Manejo por parte de Las Industrias Verdes
Wednesday at 8:00 AM
Sarasota · UF/IFAS Extension Sarasota County
Morning In Connection: Play, Snuggle & Explore
Sat, May 30, 9:30 AM
Nokomis · 8323 Lightfoot Dr
Morning In Connection: Play, Snuggle & Explore
Sat, May 30, 9:30 AM
Nokomis · 8323 Lightfoot Dr
Sales end soon
Taste of Downtown Sarasota
Tuesday at 3:30 PM + 5 more
Sarasota · State Street Parking Garage
Sales end soon
Taste of Downtown Sarasota
Tuesday at 3:30 PM + 5 more
Sarasota · State Street Parking Garage
PMP Certification 4 Days Classroom Training in Sarasota, FL
Tuesday at 9:00 AM
Sarasota, FL · Sarasota, FL
PMP Certification 4 Days Classroom Training in Sarasota, FL
Tuesday at 9:00 AM
Sarasota, FL · Sarasota, FL
Sales end soon
PMP (Project Management) Certification Training in Sarasota, FL
Tuesday at 9:00 AM
Sarasota · Regus Business Center
Sales end soon
PMP (Project Management) Certification Training in Sarasota, FL
Tuesday at 9:00 AM
Sarasota · Regus Business Center
Memorial Day Weekend Pool Parties
Tomorrow at 12:00 PM + 2 more
Sarasota · Perspective Rooftop Pool Bar
Memorial Day Weekend Pool Parties
Tomorrow at 12:00 PM + 2 more
Sarasota · Perspective Rooftop Pool Bar
PAT BENATAR TRIBUTE - MIDNIGHT ANGEL & WOMEN WHO ROCK
Fri, May 29, 7:00 PM
Nokomis · Tuscany Nokomis
PAT BENATAR TRIBUTE - MIDNIGHT ANGEL & WOMEN WHO ROCK
Fri, May 29, 7:00 PM
Nokomis · Tuscany Nokomis

Trends in Cayo Siesta

Explore more trends

Palette of Possibilities: The Art of Planning - FPZA 2026 Annual Conference

Palette of Possibilities: The Art of Planning - FPZA 2026 Annual Conference

Sunday Funday Tea-Dance at Mellow Mushroom

Sunday Funday Tea-Dance at Mellow Mushroom

Art on Film | Hieronymus Bosch: Touched by the Devil

Art on Film | Hieronymus Bosch: Touched by the Devil

Bulleit Bourbon Dinner (Featuring NEW Single Barrel Bourbon, Terri's Pick!)

Bulleit Bourbon Dinner (Featuring NEW Single Barrel Bourbon, Terri's Pick!)

Chart House - Duckhorn Wine Dinner - Longboat Key

Chart House - Duckhorn Wine Dinner - Longboat Key

2026 SCHOLARSHIP AWARDS & CONCERT

2026 SCHOLARSHIP AWARDS & CONCERT

Banned Book Club: "Dreaming in Cuban" by Cristina Garcia

Banned Book Club: "Dreaming in Cuban" by Cristina Garcia

Kava Social Club 6 Year Anniversary (80's Casino Night)

Kava Social Club 6 Year Anniversary (80's Casino Night)

CWC Cause Night May 2026

CWC Cause Night May 2026

Community Food Forest Tour

Community Food Forest Tour

2026 Michael P. Fencil Annual Golf Tournament

2026 Michael P. Fencil Annual Golf Tournament

Florida-Friendly Landscaping™ Certified Professional (FFLCP) Field Module

Florida-Friendly Landscaping™ Certified Professional (FFLCP) Field Module

Las Mejores Prácticas de Manejo por parte de Las Industrias Verdes

Las Mejores Prácticas de Manejo por parte de Las Industrias Verdes

Morning In Connection: Play, Snuggle & Explore

Morning In Connection: Play, Snuggle & Explore

Taste of Downtown Sarasota

Taste of Downtown Sarasota

PMP Certification 4 Days Classroom Training in Sarasota, FL

PMP Certification 4 Days Classroom Training in Sarasota, FL

PMP (Project Management) Certification Training in Sarasota, FL

PMP (Project Management) Certification Training in Sarasota, FL

Memorial Day Weekend Pool Parties

Memorial Day Weekend Pool Parties

PAT BENATAR TRIBUTE - MIDNIGHT ANGEL & WOMEN WHO ROCK

PAT BENATAR TRIBUTE - MIDNIGHT ANGEL & WOMEN WHO ROCK

Things to do around Cayo Siesta

Trends in Cayo Siesta

1. Memorial day weekend events

2. Events in may

3. June

4. Siesta key village

5. Lido key

6. Live music

7. July in siesta key

8. Pool party

9. Open mic

10. Drag

11. Construction networking

12. Single