Suncoast’s Largest Food Truck Festival 10 Sat, 14 Nov at 11:00 am The Mall at University Town Center FREE FOOD-TRUCK-FESTIVALS
Sundays at The Bay featuring The Pops Orchestra Brass Quintet Sun, 08 Nov at 04:30 pm The Oval at The Bay FREE FITNESS
Season 6 Holiday Market Kick-Off with Santa Sun, 06 Dec at 10:00 am Building G-2, 5041 Ringwood Meadow USD 0 TO 45 FITNESS
The Westin Sarasota New Year’s Eve Soirée Thu, 31 Dec at 09:00 pm The Westin Sarasota USD 230 TO 402 FITNESS
Messiah 2026 Sarasota Choral Society Sat, 12 Dec at 04:00 pm Church of the Palms Presbyterian USA USD 0 TO 34 ENTERTAINMENT
A Very Merry Midway Market Sun, 22 Nov at 11:00 am 8520 Sandpoint St, Sarasota, FL 34240-6902, United States HEALTH-WELLNESS
Gingerbread House or Dreidel Decorating Sun, 13 Dec at 11:00 am 1111 Ritz-Carlton Drive, Sarasota, FL 34236 CHRISTMAS
Holiday Night of Lights on St. Armands Circle - 48th Annual! Fri, 04 Dec at 05:30 pm St. Armands Circle HOLIDAY
ArtSELF: Sound & Story Concert Series with Matthew Ragas and The Geniuses Fri, 11 Dec at 05:00 pm Art Center Sarasota FREE MUSIC
The Storybook Nutcracker The Musical by Katherine Michelle Tanner Sat, 14 Nov at 02:00 pm Tree Fort Productions 3501 S Tamiami Tr. ENTER MALL AT CHICOS DOOR Suite #136 USD 25 LIVE-MUSIC
Nutcracker & the Mischievous Elves Sun, 06 Dec at 06:00 pm Booker Visual and Performing Arts Center FREE HOLIDAY
Tinsel Town Trolley- Holiday Music and Light Show of Sarasota w/ Cocoa Bar! Tue, 08 Dec at 06:00 pm 1826 4th Street, Sarasota, FL, United States, Florida 34236 HOLIDAY
Diversity in Business Network: Holiday Luncheon Thu, 19 Nov at 11:30 am Fogartyville Community Media and Arts Center HOLIDAY
Sarasota Paint and Sip – Jack’s Christmas Wish Wed, 18 Nov at 06:30 pm The Fat Rabbit Pub USD 42 TO 46 SIP-AND-PAINT
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
Holiday Art Mart Sun, 13 Dec at 10:00 am Art Ovation Hotel, Autograph Collection USD 0 TO 107 FITNESS
Mermaid Med Spa's Annual PINK FRIDAY | The Ultimate Beauty Shopping Event Fri, 20 Nov at 10:00 am 1193 Sarasota Center Blvd, Sarasota, FL, United States, Florida 34240 SHOPPING
🎄 UGLY SWEATER HAPPY HOLIDAYS PARTY & FUNDRAISER 🎄 Sat, 12 Dec at 06:00 pm 8251 15th st east unit I, Sarasota, FL NONPROFIT
Cinema at The Bay: It's a Wonderful Life (80th Anniversary) Thu, 10 Dec at 07:00 pm The Oval at The Bay FREE FITNESS
Sundays at The Bay featuring The Barabra King Quartet Sun, 06 Dec at 04:30 pm The Oval at The Bay FREE FITNESS
Healthy Way MedSpa Holiday Party! ✨ Sat, 14 Nov at 12:00 pm 1460 Boulevard of the Arts, Sarasota, FL, United States, Florida 34236 HOLIDAY
Sarasota Holiday Parade with Sarasota New World Celts Sat, 05 Dec at 05:30 pm 301/Washington Blvd Sarasota
HOLIDAY SPECTACULAR - Chamber Orchestra of New College of Florida Wed, 02 Dec at 07:00 pm Mildred Sainer Pavilion FREE FITNESS
Sundays at The Bay featuring Cover Girl Band (NEW!) Sun, 13 Dec at 04:30 pm The Oval at The Bay FREE FITNESS
🍊🌲 Holiday Simmer Pot Workshop – Scents of the Season! Sun, 08 Nov at 12:30 pm 1273 S. Tamiami Trail, 34239 WORKSHOPS
Bistro 502 Thanksgiving Feast 2026 🦃🍂 Thu, 19 Nov at 10:15 am 4748 Beneva Rd, Sarasota, FL, United States, Florida 34233 THANKSGIVING
M**der Under the Mistletoe: A Holiday Dance Show in Sarasota Sun, 13 Dec at 07:00 pm The Dance Room USD 42 HOLIDAY
Sundays at The Bay featuring The Copper Piano | Dueling Pianos Sun, 27 Dec at 04:30 pm The Oval at The Bay FREE ENTERTAINMENT
Streets of Paradise with Debra G 🎄 Ugly Sweater Holiday Fundraiser 🎄 Sat, 12 Dec at 06:00 pm Streets of Paradise Inc. UGLY-CHRISTMAS-SWEATER-DAY
CHRISTMAS TREES & CHEERS-Charcuterie Experience at 99 Bottles Sun, 06 Dec at 07:00 pm 99 Bottles WORKSHOPS
November Garage Sale Sat, 21 Nov at 08:00 am 2169 10th St, Sarasota, FL 34237-3411, United States HOLIDAY
Master Potter Ki Woon Huh – Annual Holiday Ceramic Show & Sale 2026 Fri, 11 Dec at 10:00 am Desoto Lakes, Florida ART
Winter Art Walk New Years Market Sun, 24 Jan at 10:00 am Building G-2, 5041 Ringwood Meadow USD 0 TO 48 ART
Sarasota Pre-hike Holiday party Fri, 11 Dec at 07:30 pm VFW Post 3233 124 S Tuttle Ave, Sarasota, FL MUSIC
Breakfast with the Grinch Wed, 23 Dec at 08:30 am 2650 Waldemere St, Sarasota, FL, United States, Florida 34239 HOLIDAY
CREA Sparkle & Splash Annual Holiday Party Thu, 17 Dec at 05:00 pm 5851 Nathan Benderson Cir, Sarasota, FL 34235-2103, United States
Fleet Feet SRQ Santa Launch Thu, 17 Dec at 05:00 pm 711 South Osprey Avenue #1, Sarasota, FL, United States, Florida 34236 SPORTS
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
Gatsby on the Gulf Holiday Party Thu, 10 Dec at 06:00 pm 351 College Dr, Sarasota, FL 34243, United States SPORTS
The Script Society Reads "Clown Bar Christmas" by Adam Szymkowicz Tue, 15 Dec at 04:00 pm Bookstore1Sarasota USD 22 FITNESS
Mysteries to Die For Book Club: "Death of an Englishman" by Magdalen Nabb Thu, 10 Dec at 11:00 am Bookstore1Sarasota USD 15 FITNESS
Jazz Thursday featuring The Barker Project Holiday Show Thu, 17 Dec at 05:30 pm Sarasota Art Museum USD 0 TO 29 FITNESS
Sarasota Ugly Sweater Bar Crawl: 11th Annual Sat, 12 Dec at 03:00 pm Registration: Raffurty's USD 0 TO 22 UGLY-CHRISTMAS-SWEATER-DAY
The Reindeer and I | Written By and Starring Katherine Michelle Tanner Fri, 27 Nov at 07:30 pm Tree Fort Productions 3501 S Tamiami Tr. ENTER MALL AT CHICOS DOOR Suite #136 USD 40 FITNESS
Tree Fort Tidings-Ugly Sweater, Potluck, Holiday Karaoke Party Sing Along Sat, 19 Dec at 02:00 pm Tree Fort Productions 3501 S Tamiami Tr. ENTER MALL AT CHICOS DOOR Suite #136 USD 40 UGLY-CHRISTMAS-SWEATER-DAY
THE ULTIMATE VEGAS HOLIDAY VARIETY SHOW Vegas Top Impersonators Fri, 27 Nov at 07:00 pm Rise Above Performing Arts Centre USD 76 TO 99 HOLIDAY
Hitmakers Come Home for the Holidays at Van Wezel Performing Arts Hall Fri, 27 Nov at 07:00 pm Van Wezel Performing Arts Hall PERFORMANCES
Chef Ray's Gingerbread House Workshop! Sun, 29 Nov at 10:00 am Michael's On East USD 31 TO 88 CHRISTMAS
CREATE YOUR OWN HOLIDAY WREATH: A FESTIVE CHRISTMAS WORKSHOP Sat, 14 Nov at 11:00 am 373 Braden Ave, Sarasota, FL, United States, Florida 34243 WORKSHOPS
Cinema at The Bay: The Holiday (20th Anniversary) Thu, 03 Dec at 07:00 pm The Oval at The Bay FREE HOLIDAY
Thanksgiving Day Buffet at EVOQ | The Westin Sarasota Thu, 26 Nov at 12:00 pm The Westin Sarasota USD 0 TO 99 FITNESS
New Toy Reveal Fri, 13 Nov at 09:30 am 2300 Bee Ridge Road Suite 105, Sarasota, FL, United States, Florida 34239 HOLIDAY
Holiday Sidewalk Sale Sat, 05 Dec at 10:00 am 707 N Tamiami Trl, Sarasota, FL, United States, Florida 34236 HOLIDAY