Suncoast’s Largest Food Truck Festival 10 Sat, 14 Nov at 11:00 am The Mall at University Town Center FREE FOOD-TRUCK-FESTIVALS
Ride and Paddle at The Bay (Guided Kayak Tour) Fri, 02 Oct at 09:00 am Kayak Launch at The Bay Park FREE FITNESS
Taste of The Bay Presented by Sarasota-Manatee Originals Sun, 25 Oct at 12:00 pm The Oval Parking Lot at The Bay Park FREE FITNESS
Le Marche Marketplace at Five Point Park Sat, 07 Nov at 10:00 am Selby Five Points Park FREE FESTIVALS
Cinema at The Bay: Silence of the Lambs (35th Anniversary) Thu, 29 Oct at 07:00 pm The Oval at The Bay FREE FITNESS
"Halos & Horns" HALLOWEEN @Perspective Rooftop Sat, 31 Oct at 09:00 pm Perspective Rooftop Pool Bar USD 31 TO 1,144 FITNESS
Drag Queen Bingo Extravaganza at McCurdys Comedy Theatre Sun, 25 Oct at 08:00 pm McCurdys Comedy Theatre COMEDY
Lakewood Ranch Art Festival at UTC with Craft Marketplace Sat, 24 Oct at 10:00 am 140 University Town Center Dr, Sarasota, FL 34243, United States ART
Tantra Speed Date® - Sarasota! (Meet Singles Speed Dating) Sun, 17 May Sacred Love Temple USD 50 TO 161 SPEED-DATING
Golden Girls: The Laughs Continue - Ages 18+ Sat, 31 Oct at 07:00 pm Van Wezel Performing Arts Hall ARTS & THEATRE
"Monroe Madness" HALLOWEEN @Art Ovation Gallery Lounge Sat, 31 Oct at 08:00 pm Art Ovation Hotel, Autograph Collection USD 31 TO 858 ART
HALLOWEEN THRILLER PERFORMANCE at Sarasota Farmers Market Sat, 31 Oct at 10:00 am Sarasota Farmers Market FARMERS-MARKETS
Mellow Mushroom's 5th Annual Melloween Sat, 31 Oct at 07:00 pm Mellow Mushroom Sarasota USD 13 ENTERTAINMENT
Halloween Dragon Egg Hunt! Sat, 31 Oct at 10:00 am 1670 10th Way, Sarasota, FL, United States, Florida 34236 HALLOWEEN
Moderns that Matter: The Bay Architecture Tour Fri, 16 Oct at 10:00 am Chidsey Library Building FREE FITNESS
Sarasota Senior Lifestyle & Wellness Expo - Fall 2026 Tue, 17 Nov at 11:00 am Robarts Arena FREE FITNESS
Michael Jackson Thriller by MC Album Ensemble Sat, 31 Oct at 02:00 pm Music Compound USD 18 TO 39 FITNESS
Cirque Dreams Holidaze at Van Wezel Performing Arts Hall Sat, 21 Nov at 07:00 pm Van Wezel Performing Arts Hall PERFORMANCES
22N Ultimate Party Band HALLOWEEN BASH Sat, 31 Oct at 07:00 pm 8341 Lockwood Ridge Rd, Sarasota, FL, United States, Florida 34243 ENTERTAINMENT
Paranormal Cirque Nightmare - Greater Sudbury, ON - October 16 - 19, 2026 Fri, 16 Oct at 07:30 pm 310 Whitfield Ave USD 34 TO 84 ART
Cinema at The Bay: All The President's Men (50th Anniversary) Thu, 05 Nov at 07:00 pm The Oval at The Bay FREE FITNESS
Sunset Series at The Bay | Sunset Mindful Walk Tue, 20 Oct at 06:00 pm The Nest at The Bay FREE FITNESS
🎃 2nd Annual Trunk or Treat at Sahib Shrine Sat, 24 Oct at 04:00 pm 600 N Beneva Rd, Sarasota, FL, United States, Florida 34232 TRUNK-OR-TREAT
Ferrari's on the Circle Sat, 07 Nov at 09:00 am 300 Madison Dr, Suite 201, Sarasota, FL, United States, Florida 34236 NONPROFIT
Dance at The Bay: Zumba with Yaël Campbell Wed, 10 Sep at 06:30 pm The Nest at The Bay Park FREE ENTERTAINMENT
Spooky Trivia: A Singles Mixer | 55+ Fri, 30 Oct at 06:30 pm Embassy Suites by Hilton Sarasota USD 13 TO 31 FITNESS
Sarasota Singles Halloween Party 30+ Sat, 31 Oct at 09:00 pm The Fat Rabbit Pub USD 13 TO 42 HALLOWEEN
Speed Dating Beyond Small Talk | Sarasota Speed Dating | Tantra Speed Date® (Ages 40-59) Fri, 23 Oct at 06:30 pm Sacred Love Temple SPEED-DATING
Fall Family Dip Netting in the Bay Sat, 10 Oct 1600 Ken Thompson Pkwy, Sarasota, FL 34236-1004, United States WORKSHOPS
Twinkle and Rock Soul Radio at Encore Live Fri, 23 Oct at 07:00 pm 8341 Lockwood Ridge Rd, Sarasota, FL, United States, Florida 34243 MUSIC
Ladies of Soul feat Syesha Mercado Thu, 05 Nov at 07:00 pm Unitarian Universalists of Sarasota USD 34 FITNESS
The Prepared Parent: A Montessori Approach to Intentional Family Life Sat, 03 Oct at 10:00 am New Gate School FREE FITNESS
Expert Panel - Addressing Cognitive Decline and Q&A Sat, 07 Nov at 10:30 am 8450 Lockwood Ridge Rd FREE FITNESS
Sarasota Murder Mystery 2: Crime on Date Night! Thu, 01 Oct at 12:00 am 27 N Lemon Ave, Sarasota, 34236 USD 15 SPEED-DATING
Indoor Rummage Sale - Downtown Sarasota Sat, 24 Oct at 07:00 am 104 S. Pineapple Avenue, Sarasota, FL, United States, Florida 34236 FESTIVALS
Encore Live presents Seranation | Ichroniq | Kaleb Woods Sun, 01 Nov at 06:00 pm 8341 Lockwood Ridge Rd, Sarasota, FL, United States, Florida 34243 MUSIC
Sarasota Orchestra: Mendelssohn & Maslanka Fri, 30 Oct at 05:30 pm Beatrice Friedman Symphony Center, Sarasota MUSIC
Special Cinema at The Bay: Sound of Music (Sing-Along Version) Sat, 21 Nov at 07:00 pm The Oval at The Bay FREE FITNESS
Nilson Matta, Brazilian Voyage - Saturday Night Jazz SRQ Sat, 21 Nov at 07:00 pm The Venue @ LEC FITNESS
Halloween Weekend at Bar Hana | Sarasota Halloween Party 2026 Fri, 30 Oct at 09:30 pm Bar Hana FREE FITNESS
Sundays at The Bay featuring The Pops Orchestra Brass Quintet Sun, 08 Nov at 04:30 pm The Oval at The Bay FREE FITNESS
KISS America at Encore Live - Scaring Cancer Away Fri, 30 Oct at 07:00 pm 8341 Lockwood Ridge Rd, Sarasota, FL, United States, Florida 34243 NONPROFIT
LCA/SCC FALL BLOCK PARTY & CRAFT FAIR! Sat, 24 Oct at 04:00 pm 2923 Ashton Road, Sarasota, FL, United States, Florida 34231 SPORTS
Saturday, November 7 Le Marche at Five Point Park, Downtown Sarasota Sat, 07 Nov at 10:00 am Le Marche at Five Point Park Downtown Sarsota FREE ART
The Allman Betts Family Revival: The Allman Betts Band Sun, 13 Dec at 07:00 pm Van Wezel Performing Arts Hall MUSIC
SPAZMATICS at Encore Live Sat, 07 Nov at 07:00 pm 8341 Lockwood Ridge Rd, Sarasota, FL, United States, Florida 34243 PARTIES
Live Music: Joe Sax at Tarpon Bay Grill & Tiki Bar Thu, 29 Oct at 06:00 pm Tarpon Bay Grill & Tiki Bar FREE MUSIC
Opening Exhibition: NEON MOON Nocturnal Bodies Fri, 23 Oct at 06:00 pm 925 North Lime Ave FREE FITNESS
Selby Gardens - The Orchid Show: Christian Sampson On View October 10, 2026 - December 6, 2026 Sun, 06 Dec at 05:00 pm Selby Gardens - Marie Selby Botanical Gardens (Downtown Sarasota Campus) ART
Allman Betts Family Revival at Van Wezel Performing Arts Hall Sun, 13 Dec at 12:00 pm Van Wezel Performing Arts Hall PERFORMANCES
The Westin Sarasota New Year’s Eve Soirée Thu, 31 Dec at 09:00 pm The Westin Sarasota USD 230 TO 402 FITNESS
BIG TOP IGNITE - A Festival of Fire, Music & Energy Sat, 07 Nov at 07:00 pm Big Top Brewing Co. USD 25 FITNESS
Having Your Baby at SMH Sarasota; An In-Person Tour Mon, 31 Aug Brian D. Jellison Cancer Institute - Oncology Tower FREE FITNESS
Cinema at The Bay: Top Gun (1986) (40th Anniversary) Thu, 12 Nov at 07:00 pm The Oval at The Bay FREE FITNESS
Sundays at The Bay featuring Clover's Revenge Sun, 15 Nov at 04:30 pm The Oval at The Bay FREE FITNESS
Danae Franco Sun, 25 Oct at 08:00 pm 525 Kumquat Ct, Sarasota, FL, United States, Florida 34236 MUSIC
SARASOTA JOB FAIR October 27th! *Sales & Management Focused Tue, 27 Oct at 06:00 pm Hilton Garden Inn Sarasota-Bradenton Airport FREE FITNESS
Trivia Night | Embassy Suites Sarasota Wed, 04 Nov at 06:30 pm Embassy Suites by Hilton Sarasota FREE FITNESS
Sound Bath at The Bay with Petra Ratner Thu, 22 Oct at 06:00 pm Common Ground at The Bay Park FREE FITNESS
Humanity Day concert with Soul Purpose IV Sat, 24 Oct at 07:00 pm 525 Kumquat Ct, Sarasota, FL, United States, Florida 34236 MUSIC