December 5 – Holiday Night of Lights – 5:30–8:00 PM
 Tree lighting, carols, and festive fun around the Circle. St. Armands Circle Park – 1 S Blvd of the Presidents. starmandscircleassoc.com/events-%26-happenings

December 6 – Downtown Sarasota Holiday Parade – 7:00 PM
 Marching bands, dazzling floats, and holiday spirit down Main Street.
 Main St. to J.D. Hamel Park. sarasotaholidayparade.com

December 6, 13, 20, 27 & January 3 – Downtown Sarasota Farmers Market – 7:00 AM–1:00 PM. Fresh produce, local makers, and live music—every Saturday. N Lemon Ave. at Five Points sarasotafarmersmarket.org

December 9 – Stroller Tours & Messy Art for Babies – 10:30 AM
 A sensory morning for little ones inside the Museum of Art.The Ringling – 5401 Bay Shore Rd.
 my.ringling.org

December 10 – Yoga at The Ringling – 5:30 PM
 Evening yoga amid the Bayfront Gardens. Bring a mat and water. Bayfront Gardens, The Ringling – 5401 Bay Shore Rd. ringling.org/event/yoga-at-the-ringling

December 13 – Porsches in the Park – 10:00 AM–5:00 PM
 A stunning display of classic and contemporary Porsches on the Circle.
 St. Armands Circle Park. starmandscircleassoc.com/events-%26-happenings

December 13 – Holiday Boat Parade of Lights – 7:00 PM
 Decorated boats cruise Sarasota Bay; best views from Bayfront Park & Marina Jack.
 Bayfront Park / Marina Jack. suncoastcharitiesforchildren.org/holiday-boat-parade

December 15 – Sarah Brightman: A Winter Symphony – 7:00 PM
 The world-renowned soprano brings an elegant holiday concert. Van Wezel Performing Arts Hall – 777 N Tamiami Trl. vanwezel.org/events/detail/sarah-brightman-a-winter-symphony

December 19 – Neighborhood Lighting contest judging begins. Scan QR code on page XX to enter

December 22 – A Very Broadway Christmas – 7:00 PM
 Holiday hits performed by Broadway vocalists with live band. Van Wezel Performing Arts Hall – 777 N Tamiami Trl.vanwezel.org/events/detail/a-very-broadway-christmas

December 24 – Deck the Halls (Final Day) – 11:00 AM & 1:00 PM
 Family musical packed with festive fun. Florida Studio Theatre – Keating Theatre, 1241 N Palm Ave. floridastudiotheatre.org

December 27 – Nutcracker! Magical Christmas Ballet – 3:00 PM
 Lavish sets and international cast in a one-day holiday tradition. Van Wezel Performing Arts Hall – 777 N Tamiami Trl. vanwezel.org/events/detail/nutcracker-magical-christmas-ballet

December 27 – FST Improv: Resolution Rewind – 7:30 PM
 Year-in-review improv comedy to close out 2025. Florida Studio Theatre – Bowne’s Lab, 1265 1st St. floridastudiotheatre.org

December 29 – Straight No Chaser: Holiday Road Tour – 7:00 PM
 The a cappella supergroup returns with high-energy holiday harmonies. Van Wezel Performing Arts Hall – 777 N Tamiami Trl.vanwezel.org/events/detail/straight-no-chaser

December 31 – New Year’s Eve Gala at Selby Gardens – 7:00 PM–1:00 AM
 Black-tie celebration with dinner, dancing, fireworks, and Lights in Bloom® access.
 Marie Selby Botanical Gardens – 1534 Mound St. selby.org/dsc/dsc-special-events/new-years-eve

December 31 – Sarasota Pineapple Drop Block Party – 1:00 PM–1:00 AM
 Downtown Street party, live bands, carnival, midnight pineapple drop & fireworks.
 Main St. & Lemon Ave. sarasotafl.gov/Home/Components/Calendar/Event/16323/18

January 5 – A Tailor Near Me – 7:30 PM
 A witty new comedy on the Mainstage winter slate. Florida Studio Theatre – Keating Theatre, 1241 N Palm Ave. floridastudiotheatre.org/events-and-tickets/2025-26-winter-mainstage-series/a-tailor-near-me