Clearwater Holiday Events

Derek Hough Dance for the Holidays

1111 N McMullen Booth Rd, Clearwater, FL, United States, Florida 33759 22 Nov 2026

Christmas Under the Oaks Holiday Market 2026

St. Petersburg College Clearwater Campus 8 Nov 2026

St Pete Fools Charity Ride 2026

OCC Road House & Museum 14 Nov 2026

Kenny G - The Miracles Holiday and Hits Tour

1111 N McMullen Booth Rd, Clearwater, FL, United States, Florida 33759 12 Dec 2026

Dave Koz & Friends Christmas Tour 2026

1111 N McMullen Booth Rd, Clearwater, FL, United States, Florida 33759 4 Dec 2026

Winter Wonderland Clearwater - Sunday, Nov 29

200 N Fort Harrison Ave, Clearwater, FL 33755, United States 29 Nov 2026

Home for the Holidays: Sheena Easton All-4-One Ruben Studdard & Lindsey Webster

Ruth Eckerd Hall 30 Nov 2026

42nd Annual Festival of Trees

1501 N Belcher Rd, Clearwater, FL 33765-1300, United States 21 Nov 2026

Winter Wonderland Clearwater - Friday, Dec 4

200 N Fort Harrison Ave, Clearwater, FL 33755, United States 4 Dec 2026

Taste of Thanksgiving Wine Pairing

Aspirations Winery 19 Nov 2026

Winter Wonderland Clearwater - Friday, Dec 11

200 N Fort Harrison Ave, Clearwater, FL 33755, United States 11 Dec 2026

Winter Wonderland Clearwater - Thursday, Dec 3

200 N Fort Harrison Ave, Clearwater, FL 33755, United States 3 Dec 2026

Winter Wonderland Clearwater - Thursday, Dec 10

200 N Fort Harrison Ave, Clearwater, FL 33755, United States 10 Dec 2026

Candlelight: Christmas Classics | Clearwater

Clearwater Marine Aquarium 19 Dec 2026

Wine Down & Paint in Clearwater | Thanksgiving Plate or Wine Glass Painting

Aspirations Winery 7 Nov 2026

Charles Dickens' A Christmas Carol

1111 N McMullen Booth Rd, Clearwater, FL, United States, Florida 33759 22 Dec 2026

Wine Down & Paint in Clearwater | Holiday Wine Glass & Ornament

Aspirations Winery 6 Dec 2026

Celtic Angels Christmas

405 Cleveland St, Clearwater, FL, United States, Florida 33756 20 Dec 2026

Winter Wonderland Clearwater - Thursday, Dec 17

200 N Fort Harrison Ave, Clearwater, FL 33755, United States 17 Dec 2026

Winter Wonderland Clearwater - Sunday, Dec 20

200 N Fort Harrison Ave, Clearwater, FL 33755, United States 20 Dec 2026

Cirque Musica

Ruth Eckerd Hall 18 Dec 2026

Needle Felting Ornament Workshop & Afternoon Tea Experience

25028 U.S. 19, Clearwater, FL, United States, Florida 33763 5 Dec 2026

White Elephant 5k/10k - Clearwater

Joe Dimaggio Fields 5 Dec 2026

Holiday Party with Santa & Elsa - Clearwater Location

LaDee-Da Kids Spa 12 Dec 2026

Clearwater: Christmas Carol Cocktail Experience | Dec 4/5

Kapok Special Events Center 5 Dec 2026

Winter Wonderland Clearwater - Monday, Dec 21

200 N Fort Harrison Ave, Clearwater, FL 33755, United States 21 Dec 2026

Holiday Arts,Crafts and Food Festival 2026

Coachman Park 6 Nov 2026

Holiday Wreath Making Class and Afternoon Tea Experience

25028 U.S. 19, Clearwater, FL, United States, Florida 33763 13 Dec 2026

Premiere Night at Festival of Trees 2026

1501 N Belcher Rd, Clearwater, FL 33765-1300, United States 20 Nov 2026

The Florida Orchestra: Holiday Pops

Ruth Eckerd Hall 13 Dec 2026

Stop by for Turkey Voucher for Seniors Open House

ArchWell Health 17 Nov 2026

Tinsel, Tasting, & Terror: A Holiday M**der Mystery

Aspirations Winery 18 Dec 2026

Free Cooking Class: Healthy Holiday Recipes with Magda Sommer & Chef Sherell White

1225 Cleveland St, Clearwater, FL, United States, Florida 33755 13 Nov 2026

Christmas Resin Tray and coaster Workshop

Court St. Marketplace 15 Nov 2026

Clearwater Beach Santa-Con: North Beach Pub Crawl

The Boxer Kitchen & Bar 12 Dec 2026

Achieva Clearwater Pre-Trot Celebration

BayCare Ballpark 25 Nov 2026

Holiday Lighted Boat Parade

Clearwater Yacht Club 12 Dec 2026

DECEMBER SHOWCASE

2221 North Hercules Avenue, Clearwater, FL, United States, Florida 33763 12 Dec 2026

Bingo Bells Rock Music Bingo Theme Night!

Aspirations Winery 23 Dec 2026

Holiday Lighted Boat Parade Cruise | Festive Events in Tampa

Yacht StarShip Cruises & Events (Yacht StarShip Clearwater) 19 Dec 2026

Holiday Parties

Trinity Presbyterian Preschool 18 Dec 2026

YTH High School Ski Trip

1850 N McMullen Booth Rd, Clearwater, FL, United States, Florida 33759 30 Dec 2026

Our Farm, Your Table: Fall Floral Centerpiece Workshop

Life Farms 22 Nov 2026

Clearwater - Dec 4/5 - Christmas Carol Cocktail Experience

Kapok Special Events Center 4 Dec 2026

RUN RUN RUDOLPH 5K At Coachman Park Celebrating Amplify Clearwater Beach Celebration

Coachman Park 5 Dec 2026