Clearwater/Tarpon Springs

Winter Festivals

This page lists winter festivals for families in the Clearwater and Tarpon Springs, Florida area.
Kids Clearwater and Tarpon Springs: Winter Festivals - Fun 4 Sun Coast Kids
Listings
Chalk the Bay Art & Music Festival

We’re excited to launch the first-ever Chalk the Bay Art & Music Festival in Clearwater! This two-da ...

Saturday, January 16 & Sunday, January 17, 2027
Hours: 10:00 AM - 04:00 PM
Free admission
Coachman Park: 300 Cleveland Street, Clearwater, FL, 33755
DK Farms Pinellas Medieval Faire

Hear Ye, Hear Ye! A Five-Day Adventure Awaits at the 5th Annual Medieval Fair! Step into a living ...

Jan 29, 30, 31 & Feb 6, 7, 2026
Hours: Friday 4 PM – 8 PM, Saturday & Sunday 10 AM – 5 PM
General Admission: $18 pre-sale • $22 at the gate
1750 Lake Ave SE, Largo, FL, 33771
Pioneer Florida Museum and Village Raising Cane and Moonshine Festival

Sugar Cane Syrup Making & Moonshine Tasting Experience one of Florida's sweetest traditions at the ...

Saturday, January 9, 2027
Hours: 10:00 am - 4:00 pm
Adults $15, Students $5, Children 4 & Under Free
Pioneer Florida Museum & Village, 15602 Pioneer Museum Road, Dade City, FL, 33523
Snow Place Like Tarpon Springs

The biggest Christmas celebration in North Pinellas returns to beautiful, historic downtown Tarpon S ...

December 4, 2026
Hours: 5-10pm
FREE
Downtown Tarpon Springs (Tarpon Avenue), Tarpon Springs, FL, 34689