SIESTA KEY EVENTS AND LOCAL HAPPENINGS

Planning your trip to Siesta Key? There’s always something happening on the island and in nearby Sarasota. From weekly farmers markets and sunset drum circles to seasonal festivals, live music, and holiday events, these local favorites help make every stay even more memorable. Whether you're visiting for a weekend getaway or an extended stay, Tropical Sands Accommodations makes it easy to explore the best events happening during your trip.

Event: Siesta Key Farmers Market
Location: Siesta Key Village
Start: 2026-01-04
End: 2026-12-27
Time/Hours: Sundays 8:00 AM – 12:00 PM
Link: https://www.facebook.com/SiestaKeyFarmersMarket/

Event: Downtown Sarasota Farmers Market
Location: 1 N Lemon Ave, Sarasota, FL
Start: 2026-01-03
End: 2026-12-26
Time/Hours: Saturdays 7:00 AM – 1:00 PM
Link: https://www.sarasotafarmersmarket.org/

Event: Siesta Key Drum Circle
Location: 948 Beach Rd, Siesta Key, FL
Start: One Hour Before Sunset
Time/Hours: Saturdays 7:00 AM – 1:00 PM
Link: https://www.tripadvisor.com/Attraction_Review-g34618-d5497973-Reviews-Siesta_Key_Drum_Circle-Sarasota_Florida.html

Event: Sarasota Jazz Festival
Location: Various Sarasota venues
Start: 2026-03-09
End: 2026-03-14
Time/Hours: Evenings (varies)
Link: https://www.sarasotajazzfestival.com/

Event: Sarasota Film Festival
Location: Various Sarasota venues
Start: 2026-04-10
End: 2026-04-19
Time/Hours: Varies
Link: https://www.sarasotafilmfestival.com/

Event: Sarasota Music Festival
Location: Sarasota Opera House and venues
Start: 2026-06-01
End: 2026-06-14
Time/Hours: Evenings (varies)
Link: https://www.sarasotaorchestra.org/festival

Event: Fourth of July Fireworks on Siesta Key
Location: Siesta Beach
Start: 2026-07-04
End: 2026-07-04
Time/Hours: Evening
Link: https://my.siestakeychamber.com/events/details/siesta-key-fourth-of-july-fireworks-3588

Event: Sarasota Powerboat Grand Prix Festival
Location: Sarasota Bay / Lido Key
Start: TBD
End: TBD
Time/Hours: Varies

Event: Siesta Key Crystal Classic International Sand Sculpting Festival
Location: Siesta Beach, Siesta Key, FL
Start: 2026-11-13
End: 2026-11-16
Time/Hours: Daytime (varies by day)
Link: https://www.siestakeycrystalclassic.com/

Event: Siesta Key Light Up the Village (Holiday Event)
Location: Siesta Key Village
Start: TBD
End: TBD
Time/Hours: Evening

Event: Sarasota Holiday Boat Parade of Lights
Location: Sarasota Bay
Start: TBD
End: TBD
Time/Hours: Evening

Event: Thunder By The Bay Music and Motorcycle Festival
Location: Sarasota Fairgrounds
Start: 2026-02-13
End: 2026-02-15
Time/Hours: Daytime & Evening
Link: https://thunderbythebay.org/

Event: St. Armands Circle Art Festival
Location: St. Armands Circle, Sarasota
Start: 2026-01-24
End: 2026-01-25
Time/Hours: 10:00 AM – 5:00 PM
Link: https://www.artfestival.com/festivals/st-armands-circle-art-festival

Event: Siesta Key Seafood & Music Festival
Location: Siesta Key Village
Start: 2026-02-20
End: 2026-02-22
Time/Hours: Daytime
Link: https://www.paragonfestivals.com/festival/sarasota-winter-seafood-and-music-festival/