Sarasota Holiday Events

Suncoast’s Largest Food Truck Festival 10

The Mall at University Town Center 14 Nov 2026

Holiday Movies Under the Stars

University Town Center Sarasota 20 Nov 2026

Sundays at The Bay featuring The Pops Orchestra Brass Quintet

The Oval at The Bay 8 Nov 2026

Season 6 Holiday Market Kick-Off with Santa

Building G-2, 5041 Ringwood Meadow 6 Dec 2026

The Westin Sarasota New Year’s Eve Soirée

The Westin Sarasota 31 Dec 2026

Holly Jolly Holiday Party

Laurel Park and Newtown Estate Park 5 Dec 2026

Sarasota Handmade Holiday Market

Selby Five Points Park 4 Dec 2026

Messiah 2026 Sarasota Choral Society

Church of the Palms Presbyterian USA 12 Dec 2026

A Very Merry Midway Market

8520 Sandpoint St, Sarasota, FL 34240-6902, United States 22 Nov 2026

ArtSELF: Sound & Story Concert Series with Matthew Ragas and The Geniuses

Art Center Sarasota 11 Dec 2026

Gingerbread House or Dreidel Decorating

1111 Ritz-Carlton Drive, Sarasota, FL 34236 13 Dec 2026

SRQ Holiday Lites Trolley Tour!

Regions Bank (Cattlemen Road) 19 Dec 2026

Holiday Night of Lights on St. Armands Circle - 48th Annual!

St. Armands Circle 4 Dec 2026

December Dreams

1 Ram Way Sarasota, FL 34231 19 Dec 2026

The Storybook Nutcracker The Musical by Katherine Michelle Tanner

Tree Fort Productions 3501 S Tamiami Tr. ENTER MALL AT CHICOS DOOR Suite #136 14 Nov 2026

Nutcracker & the Mischievous Elves

Booker Visual and Performing Arts Center 6 Dec 2026

Dancer & Me: Toddler Dance Class

Dynasty Dance Clubs 22 Aug 2026

Nutcracker Tea

1111 Ritz-Carlton Drive, Sarasota, FL 34236 6 Dec 2026

Tinsel Town Trolley- Holiday Music and Light Show of Sarasota w/ Cocoa Bar!

1826 4th Street, Sarasota, FL, United States, Florida 34236 8 Dec 2026

Diversity in Business Network: Holiday Luncheon

Fogartyville Community Media and Arts Center 19 Nov 2026

Sarasota Paint and Sip – Jack’s Christmas Wish

The Fat Rabbit Pub 18 Nov 2026

Atomic Holiday Bazaar 2026 - Noon - 5PM both dates

3000 Ringling Boulevard, Sarasota, FL, United States, Florida 34237 12 Dec 2026

Friendsgiving 50+

Bridges Restaurant 22 Nov 2026

Thanksgiving Painting Activity

Lemon & Main, Sarasota, FL 21 Nov 2026

Cirque Musica

Van Wezel Performing Arts Hall 20 Dec 2026

Holiday Art Mart

Art Ovation Hotel, Autograph Collection 13 Dec 2026

THE SUNCOAST SOIRÉE | KW Suncoast Holiday Celebration

Good Liquid Brewing Company 11 Dec 2026

Mermaid Med Spa's Annual PINK FRIDAY | The Ultimate Beauty Shopping Event

1193 Sarasota Center Blvd, Sarasota, FL, United States, Florida 34240 20 Nov 2026

🎄 UGLY SWEATER HAPPY HOLIDAYS PARTY & FUNDRAISER 🎄

8251 15th st east unit I, Sarasota, FL 12 Dec 2026

Cinema at The Bay: It's a Wonderful Life (80th Anniversary)

The Oval at The Bay 10 Dec 2026

MNJC Brian Hughes & The Crew

John C. Court Cabaret 21 Dec 2026

Cinema at The Bay: Love Actually

The Oval at The Bay 17 Dec 2026

Gratitude Water Painting & Artist Demo

ARCOS Gallery 18 Nov 2026

Ugly Sweater Networking 45+

Tamiami Tap 9 Dec 2026

Teen Hip Hop with Alejandro

Dynasty Dance Clubs 17 Aug 2026

Sundays at The Bay featuring The Barabra King Quartet

The Oval at The Bay 6 Dec 2026

Healthy Way MedSpa Holiday Party! ✨

1460 Boulevard of the Arts, Sarasota, FL, United States, Florida 34236 14 Nov 2026

Sarasota Holiday Parade with Sarasota New World Celts

301/Washington Blvd Sarasota 5 Dec 2026

HOLIDAY SPECTACULAR - Chamber Orchestra of New College of Florida

Mildred Sainer Pavilion 2 Dec 2026

Sundays at The Bay featuring Cover Girl Band (NEW!)

The Oval at The Bay 13 Dec 2026

Sundays at The Bay featuring Ace Suggs (NEW!)

The Oval at The Bay 20 Dec 2026

🍊🌲 Holiday Simmer Pot Workshop – Scents of the Season!

1273 S. Tamiami Trail, 34239 8 Nov 2026

Bistro 502 Thanksgiving Feast 2026 🦃🍂

4748 Beneva Rd, Sarasota, FL, United States, Florida 34233 19 Nov 2026

Annual Christmas Town Celebration

Southside Baptist Church 11 Dec 2026

M**der Under the Mistletoe: A Holiday Dance Show in Sarasota

The Dance Room 13 Dec 2026

Sundays at The Bay featuring The Copper Piano | Dueling Pianos

The Oval at The Bay 27 Dec 2026

CHRISTMAS TREES & CHEERS-Charcuterie Experience at 99 Bottles

99 Bottles 6 Dec 2026

Atomic Holiday Bazaar

Robarts Arena 12 Dec 2026

Streets of Paradise with Debra G 🎄 Ugly Sweater Holiday Fundraiser 🎄

Streets of Paradise Inc. 12 Dec 2026

The Enchanted Express

4041 Cattleman Rd. Sarasota, FL 34233 12 Dec 2026

FSTBonus#1-Deck the Halls (SHARE approved)

Florida Studio Theatre 4 Dec 2026

November Garage Sale

2169 10th St, Sarasota, FL 34237-3411, United States 21 Nov 2026

Atomic Holiday Bazaar

Robarts Arena 13 Dec 2026

Master Potter Ki Woon Huh – Annual Holiday Ceramic Show & Sale 2026

Desoto Lakes, Florida 11 Dec 2026

“Voices for the Animals”

Waffle Monkey Sarasota 2 Dec 2026

Barks and Brews

The Green at UTC 8 Dec 2026

Winter Art Walk New Years Market

Building G-2, 5041 Ringwood Meadow 24 Jan 2027

Sarasota Pre-hike Holiday party

VFW Post 3233 124 S Tuttle Ave, Sarasota, FL 11 Dec 2026

Breakfast with the Grinch

2650 Waldemere St, Sarasota, FL, United States, Florida 34239 23 Dec 2026

Holiday Night Market

The Green at UTC 17 Dec 2026

CREA Sparkle & Splash Annual Holiday Party

5851 Nathan Benderson Cir, Sarasota, FL 34235-2103, United States 17 Dec 2026

Fleet Feet SRQ Santa Launch

711 South Osprey Avenue #1, Sarasota, FL, United States, Florida 34236 17 Dec 2026

Hanukkah Shabbat Bachootz with PJ Library

4631 S Lockwood Ridge Rd, Sarasota, FL, United States, Florida 34231 5 Dec 2026

Gatsby on the Gulf Holiday Party

351 College Dr, Sarasota, FL 34243, United States 10 Dec 2026

Bass The Halls

Raffurty's Bar and Grill 5 Dec 2026

Light Up The Library: a Hanukkah Celebration

Selby Public Library 10 Dec 2026

The Script Society Reads "Clown Bar Christmas" by Adam Szymkowicz

Bookstore1Sarasota 15 Dec 2026

Women In Business - ANNUAL HOLIDAY PARTY

Palm Terrace Community 7 Dec 2026

Mysteries to Die For Book Club: "Death of an Englishman" by Magdalen Nabb

Bookstore1Sarasota 10 Dec 2026

Jazz Thursday featuring The Barker Project Holiday Show

Sarasota Art Museum 17 Dec 2026

Sarasota Ugly Sweater Bar Crawl: 11th Annual

Registration: Raffurty's 12 Dec 2026

The Reindeer and I | Written By and Starring Katherine Michelle Tanner

Tree Fort Productions 3501 S Tamiami Tr. ENTER MALL AT CHICOS DOOR Suite #136 27 Nov 2026

Tree Fort Tidings-Ugly Sweater, Potluck, Holiday Karaoke Party Sing Along

Tree Fort Productions 3501 S Tamiami Tr. ENTER MALL AT CHICOS DOOR Suite #136 19 Dec 2026

THE ULTIMATE VEGAS HOLIDAY VARIETY SHOW Vegas Top Impersonators

Rise Above Performing Arts Centre 27 Nov 2026

Hitmakers Come Home for the Holidays at Van Wezel Performing Arts Hall

Van Wezel Performing Arts Hall 27 Nov 2026

Chef Ray's Gingerbread House Workshop!

Michael's On East 29 Nov 2026

CREATE YOUR OWN HOLIDAY WREATH: A FESTIVE CHRISTMAS WORKSHOP

373 Braden Ave, Sarasota, FL, United States, Florida 34243 14 Nov 2026

Sisterhood For Good Monthly Happy Hour - December 2, 2026

Darci 2 Dec 2026

Nowell, Nowell

Sarasota Opera 29 Nov 2026

Cinema at The Bay: The Holiday (20th Anniversary)

The Oval at The Bay 3 Dec 2026

Thanksgiving Day Buffet at EVOQ | The Westin Sarasota

The Westin Sarasota 26 Nov 2026

Holiday Mingle For a Cause

ALEUR Event Collective 3 Dec 2026

New Toy Reveal

2300 Bee Ridge Road Suite 105, Sarasota, FL, United States, Florida 34239 13 Nov 2026

Holiday Sidewalk Sale

707 N Tamiami Trl, Sarasota, FL, United States, Florida 34236 5 Dec 2026