Sarasota Holiday Events

Suncoast Largest Food Truck Festival 8

The Mall at University Town Center 8 Nov 2025

Sarasota Fall Festival & Carnival at The Mall at UTC

The Mall at University Town Center 31 Oct 2025

Cirque Musica Holiday Wonderland

777 N Tamiami Trl, Sarasota, FL, United States, Florida 34236 21 Dec 2025

Art in the Park

Ibis Playground Pavillion 3 Oct 2025

Cirque Musica Holiday Wonderland at Van Wezel Performing Arts Hall

Van Wezel Performing Arts Hall 20 Dec 2025

UTC Live on the Green with 22N

The Green at UTC 6 Nov 2025

Jazz Thursday featuring Melanie Massell & Company

Sarasota Art Museum 9 Oct 2025

White Christmas Dinner & Dance Party!

3888 Central Sarasota Pkwy 5 Dec 2025

Holiday Bayfront Art in the Park - Sarasota

JD Hamel Park 6 Dec 2025

Nutcracker! Magical Christmas Ballet

Van Wezel Performing Arts Hall 26 Dec 2025

UTC Live on the Green with NoFilter

The Green at UTC 4 Dec 2025

Spirit of the Season: A Holiday Message Celebration

373 Braden Ave, Sarasota, FL, United States, Florida 34243 22 Nov 2025

How The Grinch Stole Christmas - The Musical at Van Wezel Performing Arts Hall

Van Wezel Performing Arts Hall 14 Nov 2025

47th Annual Holiday Night of Lights on St. Armands Circle

300 Madison Dr, Suite 201, Sarasota, FL, United States, Florida 34236 5 Dec 2025

A Celtic Christmas

First Presbyterian Church 12 Dec 2025

RAIN – A Beatles Christmas Tribute

Van Wezel Performing Arts Hall 22 Nov 2025

Sarasota Holiday Parade

Main St, Sarasota, FL, United States 6 Dec 2025

Surf’s Up Santa | Christmas Mini Beach Photoshoots | Sarasota, FL

Sarasota, Florida 12 Oct 2025

Cirque Musica Holiday Wonderland

Van Wezel Performing Arts Hall 20 Dec 2025

Christmas Wonderland Mini Photoshoots | Sarasota, FL

Sarasota, Florida 18 Oct 2025

How The Grinch Stole Christmas

Van Wezel Performing Arts Hall 13 Nov 2025

S'mores on the Beach

The Ritz Carlton Beach Club 5 Dec 2025

Sarasota Ugly Sweater Bar Crawl: 10th Annual

Registration: Raffurty's 13 Dec 2025

The Nutcracker - Sarasota

Van Wezel Performing Arts Hall 27 Dec 2025

Haunted Sarasota

1826 4th Street, Sarasota, FL, United States, Florida 34236 10 Oct 2025

Azara Ballet’s Short & Suite

Riverview Performing Arts Center 19 Dec 2025

FemCity Gatsby Night

Marina Jack 7 Nov 2025

Do The Ugly Sweater Pub Crawl in Sarasota

Joe's On Main 13 Dec 2025

The Storybook Nutcracker The Musical by Katherine Michelle Tanner

Tree Fort Productions 3501 S Tamiami Tr. ENTER MALL AT CHICOS DOOR Suite #136 8 Nov 2025

Mannheim Steamroller Christmas at Van Wezel Performing Arts Hall

Van Wezel Performing Arts Hall 18 Nov 2025

A Very Broadway Christmas

Van Wezel Performing Arts Hall 21 Dec 2025

Jingle and Jog 5k

4405 Desoto Rd, Sarasota, FL, United States, Florida 34235 6 Dec 2025

Mr. Stevey & Friends: Festive Family Fun

The Bay Park 13 Dec 2025

Bistro Pop-Up Night: January

Bistro Sarasota Art Museum 7 Jan 2026

Bistro Pop-Up Night: February

Bistro Sarasota Art Museum 4 Feb 2026

Nutcracker Magical Christmas at Van Wezel Performing Arts Hall

Van Wezel Performing Arts Hall 27 Dec 2025

Abundance Basket Centerpiece Workshop at Sun King Brewing

Sun King Sarasota 11 Nov 2025

Holiday Art Bash & Artisan Market

2035 Fruitville Rd 3 Dec 2025

A Christmas Carol at Van Wezel Performing Arts Hall

Van Wezel Performing Arts Hall 23 Dec 2025

Jazz Thursday featuring The Barker Project Holiday Show

Sarasota Art Museum 18 Dec 2025

An Interview & Book Signing with James R. Benn

Bookstore1Sarasota 4 Dec 2025

UTC Kids Club: Gameland

The Green at UTC 22 Oct 2025

The Nutcracker in Sarasota

Sarasota Opera House 21 Dec 2025

Dr. Seuss How the Grinch Stole Christmas - Sarasota

Van Wezel Performing Arts Hall 15 Nov 2025

39th Annual Sarasota Holiday Boat Parade Of Lights Presented By Lake Michigan Credit Union

Marina Plz, Sarasota, FL 34236, United States 13 Dec 2025

Holiday Maker Workshop (2-3rd grade) | STEAM Saturdays Class

4452 South Beneva Road, Sarasota, FL, United States, Florida 34233 13 Dec 2025

Nutcracker Tea

1111 Ritz-Carlton Drive, Sarasota, FL 34236 7 Dec 2025

Holiday Festival

Palm Aire Country Club 2 Nov 2025

Venue Open House: Comfy Cabin meets Pumpkin Spice and everything is NICE!!

13010 Fruitville Rd 29 Sep 2025

Holidays at Tree Fort Cabaret

Tree Fort Productions 3501 S Tamiami Tr. ENTER MALL AT CHICOS DOOR Suite #136 21 Dec 2025

Thanksgiving Grand Ballroom Brunch

1111 Ritz-Carlton Drive, Sarasota, FL 34236 27 Nov 2025

Gingerbread House or Dreidel Decorating

1111 Ritz-Carlton Drive, Sarasota, FL 34236 13 Dec 2025

How the Grinch Stole Christmas

Van Wezel Performing Arts Hall 13 Nov 2025

Toy Drive Kick Off Party!!

1445 2nd St, Sarasota, FL 34236-4905, United States 7 Oct 2025

Breakfast with Santa on the Bay

1111 Ritz-Carlton Drive, Sarasota, FL 34236 6 Dec 2025

Holiday BYNGE Party on Gilligan’s Island FRI DEC 5th from 6-10pm - Siesta Key FL

Gilligans Island Bar Siesta Key 5 Dec 2025

Holiday Grand Ballroom Brunch

1111 Ritz-Carlton Drive, Sarasota, FL 34236 25 Dec 2025

Winter Celebration

225 University Town Center Dr, Sarasota, FL 34243-4195, United States 11 Dec 2025

Joy & Wonder, Celebrate the magic of the season with dance and music!

Sarasota Opera House 30 Nov 2025

Michael Feinstein in Coming Home – The Holiday Celebration

Van Wezel Performing Arts Hall 16 Dec 2025

Trop 4 Tots!

The Bazaar on Apricot & Lime 8 Nov 2025

Wreath Swag Workshop at Sun King Brewing

Sun King Sarasota 16 Dec 2025

Holiday Retail Therapy Sip & Shop

1111 Ritz-Carlton Drive, Sarasota, FL 34236 9 Dec 2025

Christmas Carol Trolley

1826 4th Street, Sarasota, FL, United States, Florida 34236 2 Dec 2025

Summerween Resin Pumpkin Pour workshop

2740 Stickney Point Rd 2 Aug 2025

A Christmas Carol

Van Wezel Performing Arts Hall 22 Dec 2025

SRQ Holiday Lights Trolley

Regions Bank: 4041 Cattlemen Rd, Sarasota, FL 34233 11 Dec 2025

14th Annual toy drive supporting SPARCC, Mothers Helping Mothers, CPC and Children First!!

Evie's Tavern & Grill on Main St. 10 Dec 2025

Recipe for the Holiday by Katherine Michelle Tanner

Tree Fort Productions 3501 S Tamiami Tr. ENTER MALL AT CHICOS DOOR Suite #136 28 Nov 2025

FST2-Deck the Halls (date change)

Florida Studio Theatre 2 Dec 2025