CLEARWATER JAZZ HOLIDAY
Make it a weekend of music and waterfront fun at the 47th Clearwater Jazz Holiday this weekend, October 15–18th, at Coachman Park. Enjoy main-stage concerts on the Green, free live music on two side stages, food vendors and beautiful waterfront views. Bring the family to explore the playground and interactive splash pad, too! Kids 12 and under get in free when accompanied by an adult with a GA ticket.
INFO: https://www.clearwaterjazz.com/
Our Lady of Lourdes Fall Fest
Make room for some classic fall fun at the Our Lady of Lourdes Fall Festival, October 15–18th, in Dunedin. The parish and school campus comes alive with carnival rides for all ages, games, prizes, music & plenty of family fun. Even better, proceeds benefit Our Lady of Lourdes Catholic School, helping provide tuition assistance and classroom technology.
INFO: https://ollfallfestival.com/
WMNF Halloween Ball
If goth, industrial & darkwave are your vibe, head to New World Tampa this Friday, October 16th 8pm to midnight for the WMNF Halloween Ball. Featuring live performances by Obsidian, Last Grasp and Modular-13, plus DJ Jet spinning throughout the night, this Halloween party invites you to dress up, get weird & hit the dance floor. Tickets are $25 at the door, with proceeds supporting WMNF.
INFO: https://www.wmnf.org/wmnf_events/wmnf-halloween-ball-2026/
Dunedin Seafood Festival
Pair fresh seafood with live music and waterfront sunshine at the Dunedin Seafood Festival this Saturday, October 17th. More than 15 years in the making, this community-grown event brings people together to enjoy local seafood, local talent and the Dunedin waterfront. Come hungry, enjoy the music and celebrate the community spirit that has made this festival a local tradition.
INFO: https://www.dunedinseafoodfestival.com/
Good Folk Fest
Spend Saturday evening celebrating art, music & community at Good Folk Fest this Saturday, October 17th 6–9pm at the St. Pete Shuffleboard Club. Enjoy live music from the Betty Fox Band, original artwork, an art auction, shuffleboard and local food trucks, all while supporting Creative Clay’s inclusive arts programs for artists with disabilities. Want an extra-special experience? VIP tickets include a 5–6pm meet-and-greet with Betty Fox.