Sundays at The Bay featuring Jesse Daniels Sun, 04 Oct at 06:00 pm The Oval at The Bay FREE ENTERTAINMENT
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
Suncoast’s Largest Food Truck Festival 10 Sat, 14 Nov at 11:00 am The Mall at University Town Center FREE FITNESS
Le Marche Marketplace at Five Point Park Sat, 07 Nov at 10:00 am Selby Five Points Park FREE FESTIVALS
Salsa & Sunsets 4th Anniversary Community Celebration Wed, 07 Oct at 06:30 pm The Nest at The Bay Park FREE FITNESS
Jaguar Festival d’Elegance - 40th anniversary! Sat, 10 Oct at 09:00 am 300 Madison Dr, Suite 201, Sarasota, FL, United States, Florida 34236 FESTIVALS
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
Oktoberfest at Good Liquid Brewing, Waterside FL Sun, 11 Oct at 11:00 am Good Liquid Brewing Co. OKTOBERFEST
FIFF: Five Men Auditioning for Terrence McNally's Love! Valour! Compassion! Sat, 03 Oct at 02:30 pm Burns Court Cinema USD 0 TO 15 FITNESS
Opening Night FIFF Presents: Hunky Jesus w/ short film 3 Hearts of Iron Fri, 02 Oct at 07:30 pm Burns Court Cinema USD 0 TO 15 ENTERTAINMENT
FIFF Presents: The Dads W/ short film Our Found Family Sun, 04 Oct at 02:30 pm Burns Court Cinema USD 0 TO 15 FITNESS
Indoor Rummage Sale - Downtown Sarasota Sat, 24 Oct at 07:00 am 104 S. Pineapple Avenue, Sarasota, FL, United States, Florida 34236 FESTIVALS
38th Annual Pumpkin Festival at Fruitville Grove Sat, 03 Oct at 10:00 am Fruitville Grove Farm Market FESTIVALS
Transformation: Sarasota Orchestra's New Music Center Thu, 01 Oct at 06:00 pm 265 S Orange Ave USD 0 TO 28 FITNESS
FIFF Presents: THEYDREAM w/ short film Amish Country Queer Sat, 03 Oct at 07:30 pm Burns Court Cinemas USD 0 TO 15 FITNESS
FIFF Presents: Finding Bernie w/ short film How You See Me Sat, 03 Oct at 04:30 pm Burns Court Cinemas USD 0 TO 15 ENTERTAINMENT
St Barbara Greek Festival - 43rd Annual Glendi Fri, 19 Feb at 11:00 am 7671 Lockwood Ridge Rd, Sarasota, FL, United States, Florida 34243 FESTIVALS
Atomic Holiday Bazaar 2026 - Noon - 5PM both dates Sat, 12 Dec at 12:00 pm 3000 Ringling Boulevard, Sarasota, FL, United States, Florida 34237 ART
PokeKon-Fest - All Pokemon Show - Sarasota, Florida Sat, 20 Feb at 10:00 am Sarasota Municipal Auditorium USD 13 TO 114 FITNESS
Hanukkah Shabbat Bachootz with PJ Library Sat, 05 Dec at 10:00 am 4631 S Lockwood Ridge Rd, Sarasota, FL, United States, Florida 34231 FESTIVALS
Mysteries to Die For Book Club: "Prayer of the Dragon" by Eliot Pattison Thu, 12 Nov at 11:00 am Bookstore1Sarasota USD 20 FITNESS
6th Annual FLORIDIANA FEST Fri, 12 Feb at 02:00 pm Sarasota County Fairgrounds & Robarts Arena FESTIVALS
The Script Society Reads "Clown Bar Christmas" by Adam Szymkowicz Tue, 15 Dec at 04:00 pm Bookstore1Sarasota USD 22 FITNESS
20th Annual Hungarian Festival Sat, 07 Nov at 10:45 am 3000 Ringling Blvd, Sarasota, FL 34237-5333, United States FESTIVALS
16th annual Fabulous Independent Film Festival PASS!! Fri, 02 Oct at 07:00 pm Burns Court Cinemas USD 0 TO 50 FITNESS
2026 Siesta Key Crystal Classic Sandsculpting Festival! Fri, 13 Nov at 10:00 am 948 Beach Rd., 34242 FESTIVALS
Sarasota Boos & Booze Halloween Bar Crawl: 2nd Annual, by Bar Crawl USA Sat, 31 Oct at 03:00 pm Raffurty's Bar and Grill USD 15 TO 20 FITNESS
Community in Motion: 5K Run, 1M Walk & Fitness Class presented by LeLa V Sun, 04 Oct at 07:30 am Sarasota Polo Club SPORTS
Banned Book Club: "Perks of Being a Wallflower" by Stephen Chbosky Tue, 29 Sep at 11:00 am Bookstore1Sarasota USD 19 FITNESS
Big Mama's Collard Greens Festival 2026 Sat, 17 Oct at 12:00 pm Robert L. Taylor Community Complex (RLTCC) FESTIVALS
Strider Cup World Championship 2026 Sat, 10 Oct at 09:00 am 1590 N Tuttle Ave, Sarasota, FL 34237, United States SPORTS
🍂 Village Green Oktoberfest Family Golf Cup Sat, 03 Oct at 09:00 am 3500 Pembrook Dr, Sarasota, FL, United States, Florida 34239 OKTOBERFEST
2026 SFFBF 26th Annual Morton's Firehouse Chili Cook-Off Sun, 11 Oct at 01:45 pm 1924 S Osprey Ave, Sarasota, FL 34239-3621, United States MUSIC
Diverse Fest Sat, 10 Oct at 10:00 am 3650 17th Street, Sarasota, FL, United States, Florida 34235 FESTIVALS
Sarasota Oktoberfest - Presented by FloridaCentral Credit Union - Featuring the Benderson Chase Sat, 10 Oct at 10:00 am 5851 Nathan Benderson Circle, Sarasota, FL, United States, Florida 34235 OKTOBERFEST
Intro to Writing Life Stories (Memoir Writing). Selby Library! Sun, 01 Nov at 01:30 pm Selby Library FREE FITNESS
Gulfcoast Pride Festival & Street Party 2026 (Free Entry) Sat, 24 Oct at 04:00 pm 1370 - 1490 Boulevard Of The Arts, Sarasota, Florida 34236, United States LGBT-PRIDE
Top Chef Competition – A Free Community Tasting Event Sat, 07 Nov at 11:00 am 8450 Lockwood Ridge Rd FREE FOOD-DRINKS
18th Annual Phillippi 5K & 1-Mile Fun Run Sat, 03 Oct at 07:30 am 4747 S Tamiami Trl, Sarasota, FL, United States, Florida 34231
Sarasota Ugly Sweater Bar Crawl: 11th Annual Sat, 12 Dec at 03:00 pm Registration: Raffurty's USD 0 TO 22 FITNESS
Art on Film | Dawson City: Frozen Time Thu, 25 Mar at 02:00 pm Sarasota Art Museum USD 0 TO 15 FITNESS
2027 Sarasota Seafood & Music Festival Fri, 08 Jan at 04:30 pm Sarasota County Fairgrounds & Robarts Arena MUSIC-FESTIVALS
4th Annual Suncoast Scots Highland Games and Celtic Festival Sat, 06 Mar at 08:30 am Sarasota County Fairgrounds & Robarts Arena FESTIVALS
The 6th Annual Florida Inline Skating Marathon Sat, 07 Nov at 07:30 am 5851 Nathan Benderson Cir, Sarasota, FL, United States, Florida 34235 SPORTS