Holiday events in Clearwater

Check out happening holiday events all around Clearwater, FL

The Market Marie: Coachman Park (December 13th)

 Sat, 13 Dec at 10:00 am The Market Marie

Candlelight: Christmas Classics | Clearwater

 Fri, 19 Dec at 06:30 pm Peace Memorial Presbyterian Church

Christmas Night of Worship

 Sat, 13 Dec at 06:00 pm 110 N McMullen Booth Rd, Clearwater, FL, United States, Florida 33759

Winter Wonderland's Holiday Village Trail

 Tue, 23 Dec at 06:00 pm Foundation for a Drug-Free World center Free

Let it Glow Holiday Open House

 Wed, 10 Dec at 04:30 pm 600 Lakeview Rd suite a Free

Giving Machine Clearwater Mall SANTA VISIT

 Sat, 20 Dec at 06:00 pm 2719 Gulf To Bay Blvd, Suite 1120, Clearwater, FL 33759-3938, United States

Holiday Sip N’ Shop

Sun, 14 Dec at 11:00 am 1445 Court St, Clearwater, FL

Giving Machine Clearwater - Rachel Zirkle Performance

 Fri, 26 Dec at 02:00 pm 2719 Gulf to Bay Blvd suite 1120 Free

The Florida Orchestra: Chelsea Gallo - Holiday Pops

 Sat, 20 Dec at 07:00 pm Ruth Eckerd Hall

Giving Machine Clearwater - Visit from Santa

 Sat, 20 Dec at 06:00 pm 2719 Gulf to Bay Blvd suite 1120 Free

Boats with Bows Holiday Event

 Fri, 12 Dec at 04:00 pm 17335 US HWY 19, Clearwater, FL, United States, Florida 33764

Giving Machine Clearwater - Ornament Craft

 Sun, 28 Dec at 02:00 pm 2719 Gulf to Bay Blvd suite 1120 Free

Holiday Concert & Sing-Along

 Sat, 13 Dec at 03:00 pm 500 Cleveland St. , Clearwater, FL, United States, Florida 33755

Ho Ho Holiday Party and Hayride

Fri, 12 Dec at 05:30 pm Morningside Recreation Complex

Minnis & PFAWL Holiday Party

 Fri, 12 Dec at 06:30 pm The Breakroom Bar & Grill Free

Holiday Party

 Fri, 12 Dec at 04:00 pm 1734 Albermarle Rd Clearwater FL

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

 Mon, 15 Dec at 06:00 pm Vantage Rooftop Bar | The Karol Hotel Free

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

 Sat, 13 Dec at 06:30 pm Clearwater Yacht Club Free

2nd Annual Sip & Shop at Aspirations Winery

 Sat, 13 Dec at 11:00 am Aspirations Winery Free

3rd Annual Make & Take Market

Fri, 12 Dec at 06:00 pm 1620 N Hercules Ave, Suite G, Clearwater, FL

Breakfast with Santa at Eggs Up Grill

 Sat, 13 Dec at 10:00 am 1500 McMullen Booth Rd Free

Holiday Bake Sale Fundraiser at the Clearwater Garden Club

 Sun, 14 Dec at 11:00 am 405 Seminole St, Clearwater, FL, United States, Florida 33755

Ho, Ho, Hope, Peace, Love & Laughter

 Fri, 12 Dec at 07:30 pm 1863 N Highland Avenue, Clearwater, FL, United States, Florida 33755

Italian Christmas Dinner & Wine Pairing

 Fri, 19 Dec at 07:00 pm Aspirations Winery USD 44

Tampa Paint and Sip – Wine and Lights

 Sun, 14 Dec at 02:00 pm Aspirations Winery

Gibbs High 2000's Christmas

 Sat, 27 Dec at 07:00 pm Holiday Inn St. Petersburg N- Clearwater by IHG USD 40 to 87

Bake Sale & Holiday Cafe

 Sun, 14 Dec at 11:30 am 2470 Nursery Rd, Clearwater, FL, United States, Florida 33764

Tampa Creative Mindfulness Experience: Winery Tour + Sensory Reset 2026

 Thu, 11 Dec at 05:00 pm Aspirations Winery USD 63

CCSC's Holiday Party & Mid-Season Awards

 Sat, 13 Dec at 05:30 pm 1001 Gulf Blvd, Clearwater, FL, United States, Florida 33767

Holiday Pops at Ruth Eckerd Hall

 Sun, 21 Dec at 02:00 pm Ruth Eckerd Hall

Cirque Musica Holiday Wonderland - Clearwater

 Sat, 20 Dec at 12:00 am Ruth Eckerd Hall

Giving Machine Clearwater - Christmas Eve Cocoa

 Wed, 24 Dec at 10:00 am 2719 Gulf to Bay Blvd suite 1120 Free

Tampa Creative Mindfulness Experience: Winery Tour + Sensory Reset 2026

 Thu, 18 Dec at 05:00 pm Aspirations Winery USD 63

Cirque Music Holiday Wonderland at Ruth Eckerd Hall

 Fri, 19 Dec at 07:00 pm Ruth Eckerd Hall

Celtic Angels Christmas

 Sun, 21 Dec at 07:00 pm 405 Cleveland St, Clearwater, FL, United States, Florida 33756

Community Toy Drive & Rental Showcase

 Sat, 13 Dec at 12:00 pm 1468 Sandy Ln Free

ASTRALIS CHAMBER ENSEMBLE

 Sun, 14 Dec at 03:00 pm 110 S. Fort Harrison Avenue, Clearwater, FL

Nuts for the Holidays

 Thu, 11 Dec at 07:30 pm TheatreFor

Ornament Craft Day @ the Giving Machine Clearwater Mall

 Sun, 28 Dec at 02:00 pm 2719 Gulf to Bay Blvd suite 1120, Clearwater, FL

Bingo Bells Rock Music Bingo Theme Night!

 Wed, 17 Dec at 07:00 pm Aspirations Winery Free

Holiday Market: Ladies Night Out at Clearwater Brewing Company

 Sat, 13 Dec at 04:00 pm Clearwater Brewing Company USD 0 to 40

Peter White Christmas with Mindi Abair & Vincent Ingala

Thu, 11 Dec at 08:00 pm 405 Cleveland St, Clearwater, FL, United States, Florida 33756

Book & Board - Book Club & Potluck - December 2025

 Sun, 21 Dec at 05:00 pm Grindhaus Brew Lab

Jay Brown at The Sandpearl Resort

 Fri, 26 Dec at 12:00 pm Sandpearl Resort Clearwater Beach

Holiday Clearwater Challenge

 Sat, 13 Dec at 03:30 pm 1001 Gulf Blvd, Clearwater, FL, United States, Florida 33767

Christmas Eve Red & Green Chili Bar

 Wed, 24 Dec at 04:00 pm Grindhaus Brew Lab

Tampa Bay Women in Tourism Annual Holiday Social

 Fri, 19 Dec at 11:30 am Fort Harrison Hotel

FRLA Pinellas Holiday Social

 Tue, 09 Dec at 04:00 pm Clear Sky on Cleveland USD 18

Holiday Hustle Annual Food Drive

 Fri, 12 Dec at 03:00 pm 18538 US 19, Clearwater, FL, United States, Florida 33764

Solaris Key Holiday Hayride

 Sun, 21 Dec at 07:00 pm Solaris Key

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

 Sun, 14 Dec at 03:00 pm Quaker Steak & Lube Free

Holiday Wreath Workshop & Afternoon Tea Experience

 Sun, 14 Dec at 10:00 am 25028 U.S. 19, Clearwater, FL, United States, Florida 33763

Beef Up Your Thursdays

 Thu, 11 Dec at 08:00 am 1225 Cleveland St, Clearwater, FL, United States, Florida 33755

Paint and Sip at Aspirations winery

 Sun, 14 Dec at 02:00 pm Aspirations Winery

Christmas Eve Hot Coca @ the Giving Machine Clearwater Mall

 Wed, 24 Dec at 10:00 am 2719 Gulf to Bay Blvd Suite 1120

Holiday Party

 Sun, 14 Dec at 04:00 pm 300 Jeffords Street , Unit C , Clearwater, FL, United States, Florida 33756

Make Your Own Jewelry Class with Liz

 Sun, 14 Dec at 01:30 pm Aspirations Winery

Christmas Eve Candlelight Service

 Wed, 24 Dec at 02:00 pm 110 N McMullen Booth Rd, Clearwater, FL, United States, Florida 33759

Holiday Pops - Clearwater

 Sun, 21 Dec at 07:00 pm Ruth Eckerd Hall

Parking Cirque Musica Holiday Wonderland - Clearwater

 Sat, 20 Dec at 12:00 am Ruth Eckerd Hall

Holiday Pops with The Florida Orchestra

 Sun, 21 Dec at 02:00 pm Ruth Eckerd Hall

Cards for Kids Service Project @ the Giving Machine Clearwater Mall

 Fri, 26 Dec at 12:00 pm 2719 Gulf to Bay Boulevard Suite 1120 Clearwater, FL 33759

Straight No Chaser

 Wed, 31 Dec at 12:30 am Ruth Eckerd Hall

TAMPA JAM - 2026

 Thu, 29 Jan at 09:00 am Holiday Inn Express & Suites Clearwater/US 19 N (2580 Gulf To Bay Blvd., Clearwater, FL)

Parking Straight No Chaser

 Wed, 31 Dec at 12:30 am Ruth Eckerd Hall

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

 Sat, 03 Jan at 07:30 am 300 Cleveland St, Clearwater, FL 33756

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

 Mon, 01 Dec at 04:00 pm 691 S Gulfview Blvd Free