Clearwater Sea-Blues Festival (Late February to early March annually (2026 dates: February 28–March 1)). Free annual blues and seafood festival at Coachman Park in downtown Clearwater, presented by Visit St. Pete-Clearwater. Features national recording artists performing blues and soul music, local market vendors, craft…
Philadelphia Phillies Spring Training (February–March annually). The Philadelphia Phillies have held spring training in Clearwater every year since 1947. Games are played at BayCare Ballpark (formerly Spectrum Field). A major driver of winter/spring tourism.
Sunsets at Pier 60 — Nightly Festival (Year-round, nightly (founded March 17, 1995)). A free, nightly festival on Pier 60 at Clearwater Beach featuring artisans, street performers, and the world-famous Gulf Coast sunset. Runs from two hours before sunset to two hours after (summer hours approx. 6–10…
Pier 60 Sugar Sand Festival (Late March to mid-April annually (2026 dates: March 27–April 12)). Annual sand sculpture festival at Pier 60 Park featuring a 24,000-square-foot Sugar Sand Walk Exhibit with world-class sand sculptures, live music, and Gulf Coast sunsets. First held in 2013 in partnership with the…
Clearwater Jazz Holiday (Third week of October annually (2026 dates: October 15–18)). International multi-day jazz festival at Coachman Park, running since approximately 1980 (47th year in 2026). Free to attend; features national and international jazz artists. Organized by Clearwater Jazz Holiday…