Clearwater Jazz Holiday: Boyz II Men headline this 40th annual celebration of music, with the Soul Rebels taking the stage first. Runs through Sunday. $20. 3:30 p.m. Coachman Park, 301 Drew St., Clearwater. (727) 791-7400. rutheckerdhall.com.
Hillsborough County Fair: A traditional showcase of carnival eats and rides featuring a rodeo, tractor pulls and a demolition derby, to name a few. $7, $5 students, $4 seniors, 5 and younger free. 5 p.m. Hillsborough County Fairgrounds, 215 Sydney Washer Road, Dover. (813) 737-3247. hillsboroughcountyfair.com.
Picture My Life: The exhibit and silent auction spotlights photography by this year’s Picture My Life class, made up of refugees who live in Tampa Bay. Tickets include food and drinks. $50 and up. 6 p.m. Morean Arts Center, 719 Central Ave., St. Petersburg. (727) 271-0499. unatampabay.org.
Face to Face and Lagwagon: Enjoy this anti-establishment tag team consisting of two Southern California punk rock groups. $26.50. 7 p.m. The Ritz Ybor, 1503 E Seventh Ave., Tampa. (813) 247-2518. theritzybor.com.
Amigo the Devil: Dabble in the dark side with this artist’s uniquely macabre folk songs, alongside dark neo-folk artist King Dude and “satanic doo-wop” duo Twin Temple. $15. 7 p.m. Crowbar, 1812 N 17th St., Tampa. (813) 241-8600. crowbarybor.com.
Juan Wauters: The singer mixes folk and Latin roots in his new album Introducing Juan Pablo. Brother Cephus and Acho Brother open. $8. 7 p.m. Hooch and Hive, 1001 W Cass St., Tampa. (813) 251-1234.
Heather Land: A Southern comedian known for her viral “I Ain’t Doin It” videos who’s also a musician. Her live act includes her sarcastic observational humor and ditties. $29.50 and up. 7:30 p.m. David A. Straz Jr. Center for the Performing Arts, 1010 N MacInnes Place, Tampa. (813) 229-7827. strazcenter.org.
Damn the Torpedoes: As part of the Classic Albums Live series, observe the 40th anniversary of Tom Petty and the Heartbreakers’ third album. Released in 1979, Damn the Torpedoes spotlights songs like Don’t Do Me Like That, Refugees and Here Comes My Girl. $35 and up. 8 p.m. Nancy and David Bilheimer Capitol Theatre, 405 Cleveland St., Clearwater. (727) 791-7400. rutheckerdhall.com.
Tim Dillon: A comic with a Comedy Central special who hosts the podcast Tim Dillon Is Going to Hell. $10 and up. 8:30 p.m. Side Splitters Comedy Club, 12938 N Dale Mabry Highway, Tampa. (813) 960-1197. sidesplitterscomedy.com.
Danny Bevins: The comic has appeared on Showtime’s Road Dogs and also won the prestigious San Francisco Comedy Competition. $20. 9:30 p.m. Coconuts Comedy Club, 5501 Gulf Blvd., St. Pete Beach. (727) 360-5653. coconutscomedyclubs.com.
Anjelah Johnson: This comedian known for her MadTV stint that spawned characters like the abrasive King Burger employee Bon Qui Qui, and numerous Netflix specials, presents a sold-out show. 8 p.m. Tampa Improv, 1600 E Eighth Ave. (813) 864-4000. improvtampa.com.
Sacred Heart Fall Festival: Rides, live music, games and carnival-style food drives the popular festival, hosted annually. Benefits Sacred Heart Catholic Church. Free, $20 and up armbands. 6 p.m. Sacred Heart Catholic Church, 7809 46th St. N, Pinellas Park. (727) 541-4447.
Jay & Silent Bob Reboot: Watch the slacker duo, first introduced in Clerks, embark on another cross-country mission after they discover that Hollywood is rebooting an old movie based on them. Gibsonton’s Riverview 14, Tampa’s Citrus Park 20, Pinellas Park’s Park Place Stadium 16 and Oldsmar’s Woodlands Square 20 screen the film, too. $15 (price may vary by theater). 7 p.m. 2496 W Brandon Blvd., Brandon. (813) 685-3396.
Liberty: Mother of Exiles, 9 p.m., HBO: A new documentary that explores the surprising past and the culturally relevant present of the iconic Statue of Liberty. Included: What Lady Liberty means to people around the world as a symbol of freedom and a beacon of hope for immigrants.
MORE TO EXPLORE
Find date night ideas and things to do with kids at tampabay.com/events.