Our Lady of Lourdes Fall Festival returns to Dunedin October 15-18 for its 54th year.

The free-admission event features carnival rides, games, food, live music and family activities, with separate ride and game costs.

Entertainment includes The Shakes Society, Caribbean Cowboys, Pirate Flag, The Black Velvet Band, Red Ruckus, The Spazmatics and The Bearded Brothers Band.

Parking is free, and a free Jolly Trolley shuttle will connect the festival with Dunedin High School on Friday and Saturday evenings.

Proceeds benefit Our Lady of Lourdes Catholic School, which organizers say received a record $241,000 from the 2025 festival.

Art Fair Tampa debuts at the Tampa Convention Center October 15-18 with 110 curated artists from across the country.

The fair will feature painting, sculpture, photography, mixed media and other work, along with artist demonstrations, workshops, panel discussions and special events.

Thursday begins with a separate VIP Collectors Night, while general public admission Friday through Sunday is free.

Public hours are 10 a.m. to 6 p.m. Friday and Saturday and 10 a.m. to 4 p.m. Sunday.

The downtown location makes it easy to combine the fair with the Riverwalk, Water Street and nearby restaurants.

Tampa Pig Jig 2026 returns to Julian B. Lane Riverfront Park on Saturday, October 17, from 1 to 10 p.m.

The 15th annual fundraiser features Thomas Rhett, Midland, Kameron Marlowe, Sister Hazel and Cassidy Daniels, plus a corporate barbecue competition and Food Row vendors.

The event raises money for NephCure, supporting people affected by FSGS and nephrotic syndrome.

General admission is currently $140 including fees, while children 10 and under are free with a ticketed adult.

Tickets must be purchased online, and organizers recommend buying early because the event has sold out in previous years.

Clearwater Jazz Holiday 2026 returns to Coachman Park October 15-18 for four nights of waterfront music.

The 47th annual festival features Chris Botti on Thursday, Arturo Sandoval and Sheila E. on Friday, Big Sam’s Funky Nation and Larkin Poe on Saturday, and Dumpstaphunk with The Wood Brothers on Sunday.

Main-stage seating is ticketed, but the festival will also offer free daily pre-party music on smaller stages and free access to the Sunset Bluff area.

Gates open at 4 p.m. Thursday and Friday and 3:30 p.m. Saturday and Sunday.

Visitors should check seating rules and plan downtown parking before arriving, especially for the busiest evening performances.