Now in its 47th year, the Clearwater Jazz Holiday is one of Florida’s longest-running and most beloved music festivals, bringing four days of world-class jazz, funk, blues, and roots music to the Clearwater waterfront every October. What began as a local jazz celebration has grown into a multi-genre lineup spanning multiple stages, drawing both legendary headliners and rising artists to the same bill.

This year’s lineup features an eclectic mix across the Tampa Bay Times Stage, Plaza Stage, and Pier Party Stage — with headliners including Chris Botti, Sheila E. & The E-Train, Arturo Sandoval, Larkin Poe, Big Sam’s Funky Nation, and The Wood Brothers, alongside a rotating cast of jazz, brass, and groove acts throughout each day. Beyond the music, the festival supports the Clearwater Jazz Holiday Foundation’s year-round education and outreach programs, making every ticket part of a bigger community mission.

When: October 15–18, 2026 (Thursday–Sunday)
Tickets: VIP Reserve & Table Seating, Premium & Reserved Seating, and Main Lawn GA available