Theater in Southwest Florida

 

Experience the gripping power of Doubt: A Parable, Oct. 28–Nov. 16, 2025, at the Historic Arcade Theatre. Winner of the Pulitzer Prize and Tony Award for Best Play, this riveting drama challenges perception, truth, and conviction as suspicion ignites a battle of wills in a Bronx Catholic school.

 

Don't miss a night of laughs at the Florida Rep's NEW Venue, Bunch Performance Hall, for Stand-up Comedy Night on Friday, November 21, 2025. The evening features Comedy Zone's dynamic headliner, Jake Klark, an Orlando comic whose high-energy stories about growing up and marriage will resonate with all types of crowds. Opening the show is Greg Perritt, "The Angry Texan," who turns everyday frustrations into hilarious, furious comedy gold. This event is for ages 16 years and up.

 

Edward Albee’s “Who’s Afraid of Virginia Woolf?” – The Gulfshore Playhouse presents Edward Albee’s “Who’s Afraid of Virginia Woolf?” through Nov. 23. A volatile night of booze, mind games and marital warfare unfolds in this darkly funny, gripping classic that inspired the 1966 film. Tickets are $39 to $104. 100 Goodlette-Frank Rd. S., Naples. 239-261-7529 or GulfshorePlayhouse.org.

 

Catch a night of fantastic stand-up comedy on Friday, November 28, 2025, at the Bunch Performance Hall, the NEW Venue for Florida Rep. The show features headliner Casey Peruski, a professional comedian for over 20 years whose Clean Dry Bar Comedy Special "Doing Pretty Good" recently hit 1 million views. Known as "The Nice Guy of comedy," Peruski has shared the stage with major names like Louie Anderson and Brian Reagan, drawing material from being a married father and his unique Irish-Polish background. Opening the night is Angela Nacca, representing moms and menopausal women with hilarious stories from 44 years of marriage and her life as an OR Nurse. This comedy event is suitable for ages 16 and up.

 

Be among the first to see the National New Play Network Rolling World Premiere of "Advice," a new comedy by Brent Askari. This production, directed by Brendon Fox, runs at the ArtStage Studio Theatre from December 9, 2025, to January 11, 2026. The story involves a couple whose stable relationship is rocked when they agree to try out the new self-help exercises written by their surprisingly published friend, Gary.

 

This holiday season, courtroom chaos meets Christmas cheer in The Trial of Ebenezer Scrooge, Dec. 2–21, 2025 at the Historic Arcade Theatre. In this clever and heartwarming comedy, Scrooge is back—and he's suing the spirits! Packed with laughs and festive fun, it's a joyful treat for the whole family.

 

Celebrate the magic of the season with TheatreZone’s Home for the Holidays, running December 19th-21st, 2025! This beloved Southwest Florida tradition returns for its ninth annual production, featuring a dazzling mix of classic and popular Christmas songs, elaborate costumes, and festive scenery. The talented cast, including professional Equity performers and rising stars, will fill your holiday season with charm and joy. Performances at 7:30 p.m. on December 19 and 20, and matinees at 2 p.m. on December 20 and 21.

 

Get ready for laughs and a good time with Grumpy Old Men: The Musical, running from January 8th to 18th, 2026! Based on the classic 1993 film starring Jack Lemmon, Walter Matthau, and Ann-Margret, this lively musical adaptation features a witty book by Dan Remmes, a catchy score by Neil Berg, and lyrics by Nick Meglin. The story follows Max and John, two feuding neighbors who have spent their lives at odds. Performances at 7:30 p.m. on January 8-11 and 15-18, with matinees at 2 p.m. on January 10-11 and 17-18.

 

Get ready for a wildly funny night with Gutenberg: The Musical, starring Larry Alexander and Adolpho Blaire, running from February 5th to 15th, 2026! This comedic, fast-paced two-man show follows Bud (Adolpho Blaire) and Doug (Larry Alexander), two eager theatre writers who attempt to pitch a hilariously inaccurate musical about Johannes Gutenberg, the inventor of the printing press, to potential investors. Performances at 7:30 p.m. on February 5-8 and 12-15, with matinees at 2 p.m. on February 7-8 and 14-15.

 

The sensational country musical "Always... Patsy Cline" is back at the Historic Arcade Theatre from January 6 to January 25, 2026. Directed by Jason Parrish, the show pays loving tribute to the most popular female country singer in recording history. Based on a true story, the musical showcases Cline's rise to stardom and features her biggest hits like “Walkin’ After Midnight” and “I Fall to Pieces.”

 

Experience the powerful legacy of rock-and-roll pioneer Buddy Holly in the musical "Buddy: The Buddy Holly Story." Playing from March 5th through March 15th, 2026, this Alan Janes creation highlights how Holly changed popular music forever. Evening performances are at 7:30 PM and weekend matinees are at 2:00 PM. The show details his rapid rise to stardom and features his last iconic performance.

 

See Lionel Bart's Oliver! staged at TheatreZone from June 4th to 14th, 2026. This musical, one of the most iconic of all time, adapts Charles Dickens' 1838 novel Oliver Twist. While full of catchy tunes, the production maintains the original story's powerful exploration of poverty and loss. Showtimes include evening performances at 7:30 PM and matinees on weekends at 2:00 PM. A Talkback discussion is scheduled for June 11th.

Check out this article next

Special Exhibit and Fun Events

Special Exhibit and Fun Events

 Cars and Coffee 239 rolls back into Mercato on Nov 16 - Dec 21 from 9–11 AM! Explore hundreds of cars, check out the featured…

Read Article