Sarasota Holiday Events

Holiday events Happening Next in Sarasota, FL

Suncoast Largest Food Truck Festival 8

The Mall at University Town Center 8 Nov 2025
FESTIVALS FREE

Sarasota Fall Festival & Carnival at The Mall at UTC

The Mall at University Town Center 31 Oct 2025
CARNIVALS FREE

Cirque Musica Holiday Wonderland at Van Wezel Performing Arts Hall

Van Wezel Performing Arts Hall 20 Dec 2025
PERFORMANCES

Cirque Musica Holiday Wonderland

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

Art in the Park

Ibis Playground Pavillion 3 Oct 2025
ART FREE

UTC Live on the Green with 22N

The Green at UTC 6 Nov 2025
MUSIC FREE

Jazz Thursday featuring Melanie Massell & Company

Sarasota Art Museum 9 Oct 2025
ENTERTAINMENT USD 0 TO 29

Nutcracker! Magical Christmas Ballet

Van Wezel Performing Arts Hall 26 Dec 2025
PERFORMANCES

White Christmas Dinner & Dance Party!

3888 Central Sarasota Pkwy 5 Dec 2025
ENTERTAINMENT USD 99

Jazz Thursday featuring The Barker Project Holiday Show

Sarasota Art Museum 18 Dec 2025
MUSIC USD 0 TO 29

Floating Prayers Sound Bath

Mystical Oasis Studio , 352 Somerset Ave, Sarasota, FL 34243, USA 21 Sep 2025
SPORTS

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

Van Wezel Performing Arts Hall 14 Nov 2025
PERFORMANCES

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

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

Sarasota Holiday Parade

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

RAIN – A Beatles Christmas Tribute

Van Wezel Performing Arts Hall 22 Nov 2025
HOLIDAY

Cirque Musica Holiday Wonderland

Van Wezel Performing Arts Hall 20 Dec 2025
HOLIDAY USD 71 TO 153

Storytime with Barnes & Noble

Barnes & Noble 10 Sep 2025
FREE

Trivia Night at MCC - That's Entertainment

7225 Lockwood Ridge Rd, Sarasota, FL, United States, Florida 34243 27 Sep 2025
ENTERTAINMENT

Haunted Sarasota

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

Tea & Tarot Elementals: Harvesting Abundance with The Pentacles (in person & virtual online)

1940 Northgate Boulevard Suite B2, Sarasota, FL, United States, Florida 34234 26 Sep 2025
WORKSHOPS

Bistro Pop-Up Night: January

Bistro Sarasota Art Museum 7 Jan 2026
POP-UPS FREE

How The Grinch Stole Christmas

Van Wezel Performing Arts Hall 13 Nov 2025
PERFORMANCES

How the Grinch Stole Christmas

Van Wezel Performing Arts Hall 13 Nov 2025
PERFORMANCES

Spirit of the Season: A Holiday Message Celebration

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

Mannheim Steamroller Christmas at Van Wezel Performing Arts Hall

Van Wezel Performing Arts Hall 18 Nov 2025
PERFORMANCES

FemCity Gatsby Night

Marina Jack 7 Nov 2025
ART USD 23 TO 109

A Christmas Carol at Van Wezel Performing Arts Hall

Van Wezel Performing Arts Hall 23 Dec 2025
PERFORMANCES

UTC Live on the Green with NoFilter

The Green at UTC 4 Dec 2025
MUSIC FREE

Holiday Bayfront Art in the Park - Sarasota

JD Hamel Park 6 Dec 2025
ART

Mr. Stevey & Friends: Festive Family Fun

The Bay Park 13 Dec 2025
ART FREE

The Nutcracker - Sarasota

Van Wezel Performing Arts Hall 27 Dec 2025
PERFORMANCES

Prime Rib Cash Night (Member Event)

2700 Gary Player Blvd, Sarasota, FL, United States, Florida 34240 24 Sep 2025

Sarasota Ugly Sweater Bar Crawl: 10th Annual

Registration: Raffurty's 13 Dec 2025
UGLY-CHRISTMAS-SWEATER-DAY USD 25

Dr. Seuss How the Grinch Stole Christmas - Sarasota

Van Wezel Performing Arts Hall 15 Nov 2025
TRIPS-ADVENTURES

Azara Ballet’s Short & Suite

Riverview Performing Arts Center 19 Dec 2025
HOLIDAY

Do The Ugly Sweater Pub Crawl in Sarasota

Joe's On Main 13 Dec 2025
UGLY-CHRISTMAS-SWEATER-DAY USD 19 TO 24

Bistro Pop-Up Night: February

Bistro Sarasota Art Museum 4 Feb 2026
POP-UPS FREE

Thanksgiving Grand Ballroom Brunch

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

The Nutcracker in Sarasota

Sarasota Opera House 21 Dec 2025
HOLIDAY

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
LIVE-MUSIC USD 25

A Very Broadway Christmas

Van Wezel Performing Arts Hall 21 Dec 2025
PERFORMANCES

Jingle and Jog 5k

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

Nutcracker Magical Christmas at Van Wezel Performing Arts Hall

Van Wezel Performing Arts Hall 27 Dec 2025
PERFORMANCES

Abundance Basket Centerpiece Workshop at Sun King Brewing

Sun King Sarasota 11 Nov 2025
WORKSHOPS USD 76

UTC Kids Club: Gameland

The Green at UTC 22 Oct 2025
KIDS

An Interview & Book Signing with James R. Benn

Bookstore1Sarasota 4 Dec 2025
ART USD 0 TO 31

Holidays at Tree Fort Cabaret

Tree Fort Productions 3501 S Tamiami Tr. ENTER MALL AT CHICOS DOOR Suite #136 21 Dec 2025
MUSIC USD 25

SRQ Holiday Lights Trolley

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

Trop 4 Tots!

The Bazaar on Apricot & Lime 8 Nov 2025
NONPROFIT

Christmas Carol Trolley

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

Summerween Resin Pumpkin Pour workshop

2740 Stickney Point Rd 2 Aug 2025
WORKSHOPS USD 65

A Christmas Carol

Van Wezel Performing Arts Hall 22 Dec 2025
PERFORMANCES

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
HOLIDAY USD 40

FST2-Deck the Halls (date change)

Florida Studio Theatre 2 Dec 2025
HOLIDAY