Clearwater Holiday Events

The Market Marie: Coachman Park (December 13th)

The Market Marie 13 Dec 2025

Candlelight: Christmas Classics | Clearwater

Peace Memorial Presbyterian Church 19 Dec 2025

Christmas Night of Worship

110 N McMullen Booth Rd, Clearwater, FL, United States, Florida 33759 13 Dec 2025

Winter Wonderland's Holiday Village Trail

Foundation for a Drug-Free World center 23 Dec 2025

Giving Machine Clearwater Mall SANTA VISIT

2719 Gulf To Bay Blvd, Suite 1120, Clearwater, FL 33759-3938, United States 20 Dec 2025

Clearwater Yacht Club's 51st Annual Holiday Lighted Boat Parade!

Clearwater Yacht Club 13 Dec 2025

Giving Machine Clearwater - Rachel Zirkle Performance

2719 Gulf to Bay Blvd suite 1120 26 Dec 2025

The Florida Orchestra: Chelsea Gallo - Holiday Pops

Ruth Eckerd Hall 20 Dec 2025

Giving Machine Clearwater - Visit from Santa

2719 Gulf to Bay Blvd suite 1120 20 Dec 2025

Giving Machine Clearwater - Ornament Craft

2719 Gulf to Bay Blvd suite 1120 28 Dec 2025

Boats with Bows Holiday Event

17335 US HWY 19, Clearwater, FL, United States, Florida 33764 12 Dec 2025

Ho Ho Holiday Party and Hayride

Morningside Recreation Complex 12 Dec 2025

Minnis & PFAWL Holiday Party

The Breakroom Bar & Grill 12 Dec 2025

Cirque Musica Holiday Wonderland - Clearwater

Ruth Eckerd Hall 20 Dec 2025

Holiday Bake Sale Fundraiser at the Clearwater Garden Club

405 Seminole St, Clearwater, FL, United States, Florida 33755 14 Dec 2025

Breakfast with Santa at Eggs Up Grill

1500 McMullen Booth Rd 13 Dec 2025

2nd Annual Sip & Shop at Aspirations Winery

Aspirations Winery 13 Dec 2025

3rd Annual Make & Take Market

1620 N Hercules Ave, Suite G, Clearwater, FL 12 Dec 2025

Ho, Ho, Hope, Peace, Love & Laughter

1863 N Highland Avenue, Clearwater, FL, United States, Florida 33755 12 Dec 2025

Italian Christmas Dinner & Wine Pairing

Aspirations Winery 19 Dec 2025

Tampa Paint and Sip – Wine and Lights

Aspirations Winery 14 Dec 2025

Giving Machine Clearwater - Christmas Eve Cocoa

2719 Gulf to Bay Blvd suite 1120 24 Dec 2025

Gibbs High 2000's Christmas

Holiday Inn St. Petersburg N- Clearwater by IHG 27 Dec 2025

Bake Sale & Holiday Cafe

2470 Nursery Rd, Clearwater, FL, United States, Florida 33764 14 Dec 2025

CCSC's Holiday Party & Mid-Season Awards

1001 Gulf Blvd, Clearwater, FL, United States, Florida 33767 13 Dec 2025

Holiday Pops at Ruth Eckerd Hall

Ruth Eckerd Hall 21 Dec 2025

Cirque Music Holiday Wonderland at Ruth Eckerd Hall

Ruth Eckerd Hall 19 Dec 2025

Holiday Sip N’ Shop

1445 Court St, Clearwater, FL 14 Dec 2025

Community Toy Drive & Rental Showcase

1468 Sandy Ln 13 Dec 2025

Celtic Angels Christmas

405 Cleveland St, Clearwater, FL, United States, Florida 33756 21 Dec 2025

ASTRALIS CHAMBER ENSEMBLE

110 S. Fort Harrison Avenue, Clearwater, FL 14 Dec 2025

Nuts for the Holidays

TheatreFor 11 Dec 2025

Bingo Bells Rock Music Bingo Theme Night!

Aspirations Winery 17 Dec 2025

Holiday Market: Ladies Night Out at Clearwater Brewing Company

Clearwater Brewing Company 13 Dec 2025

Peter White Christmas with Mindi Abair & Vincent Ingala

405 Cleveland St, Clearwater, FL, United States, Florida 33756 11 Dec 2025

Book & Board - Book Club & Potluck - December 2025

Grindhaus Brew Lab 21 Dec 2025

Jay Brown at The Sandpearl Resort

Sandpearl Resort Clearwater Beach 26 Dec 2025

Ornament Making Class

4499 126th Ave N 13 Dec 2025

Holiday Clearwater Challenge

1001 Gulf Blvd, Clearwater, FL, United States, Florida 33767 13 Dec 2025

Christmas Eve Candlelight Service

110 N McMullen Booth Rd, Clearwater, FL, United States, Florida 33759 24 Dec 2025

Tampa Bay Women in Tourism Annual Holiday Social

Fort Harrison Hotel 19 Dec 2025

Holiday Concert & Sing-Along

500 Cleveland St. , Clearwater, FL, United States, Florida 33755 13 Dec 2025

Holiday Hustle Annual Food Drive

18538 US 19, Clearwater, FL, United States, Florida 33764 12 Dec 2025

Solaris Key Holiday Hayride

Solaris Key 21 Dec 2025

Howl-iday Trunk or Treat Cookie or Ornament Exchange & Car Show

Quaker Steak & Lube 14 Dec 2025

Holiday Party

1734 Albermarle Rd Clearwater FL 12 Dec 2025

Holiday Wreath Workshop & Afternoon Tea Experience

25028 U.S. 19, Clearwater, FL, United States, Florida 33763 14 Dec 2025

Beef Up Your Thursdays

1225 Cleveland St, Clearwater, FL, United States, Florida 33755 11 Dec 2025

A Very Karol Christmas | Benefiting Big Brothers Big Sisters of Tampa Bay

Vantage Rooftop Bar | The Karol Hotel 15 Dec 2025

Paint and Sip at Aspirations winery

Aspirations Winery 14 Dec 2025

Christmas Eve Hot Coca @ the Giving Machine Clearwater Mall

2719 Gulf to Bay Blvd Suite 1120 24 Dec 2025

Parking Cirque Musica Holiday Wonderland - Clearwater

Ruth Eckerd Hall 20 Dec 2025

Holiday Party

300 Jeffords Street , Unit C , Clearwater, FL, United States, Florida 33756 14 Dec 2025

Make Your Own Jewelry Class with Liz

Aspirations Winery 14 Dec 2025

Holiday Pops - Clearwater

Ruth Eckerd Hall 21 Dec 2025

Tampa Creative Mindfulness Experience: Winery Tour + Sensory Reset 2026

Aspirations Winery 11 Dec 2025

Cards for Kids Service Project @ the Giving Machine Clearwater Mall

2719 Gulf to Bay Boulevard Suite 1120 Clearwater, FL 33759 26 Dec 2025

Tampa Creative Mindfulness Experience: Winery Tour + Sensory Reset 2026

Aspirations Winery 18 Dec 2025

Holiday Pops with The Florida Orchestra

Ruth Eckerd Hall 21 Dec 2025

Ornament Craft Day @ the Giving Machine Clearwater Mall

2719 Gulf to Bay Blvd suite 1120, Clearwater, FL 28 Dec 2025

Christmas Eve Red & Green Chili Bar

Grindhaus Brew Lab 24 Dec 2025

Straight No Chaser

Ruth Eckerd Hall 31 Dec 2025

TAMPA JAM - 2026

Holiday Inn Express & Suites Clearwater/US 19 N (2580 Gulf To Bay Blvd., Clearwater, FL) 29 Jan 2026

Parking Straight No Chaser

Ruth Eckerd Hall 31 Dec 2025

35th annual Say No to Drugs Holiday Classic 5K, 10K & 1 mile kids race

300 Cleveland St, Clearwater, FL 33756 3 Jan 2026

Holiday Pop-Up Bar at JW Marriott Clearwater Beach Resort & Spa

691 S Gulfview Blvd 1 Dec 2025