Southwest Florida has ample activities for all. In Naples, entertainer Aries Spears shows off his comedy chops. In Immokalee, The Jackson Five performs their classic hits spanning nearly six decades of music. And in Fort Myers, Lee County Black History Society hosts its annual Juneteenth celebration. Don’t miss these June events.
PRIDE MONTH EVENTS
June 8
Naples Pridefest Cambier Park
Music, dancing and good eats set the stage for this celebration. A Zen Corner offers meditation and mindfulness activities for those seeking respite, while kids enjoy a bounce house and face painting. Learn More
June 15
A Celebration of Drag at Seminole Casino, Immokalee
Local queens rock the casino in this show, celebrating diversity, acceptance and self-expression. Guests must be 21 years or older, with general admission and VIP seating available. Learn More
Now through June 2
Aries Spears at Off the Hook Comedy Club, Naples
The Mad TV star—known for impersonating well-known personalities like Eddie Murphy and Michael Jackson—showcases his quick wit in this comedy show. Learn More
Now through June 16
I Love You, You’re Perfect, Now Change at Players Circle Theater, Fort Myers
The relatable, laugh-out-loud musical comedy about love, dating and marriage takes the stage at Fort Myers’ newest theater. Its series of vignettes explore the baffling world of relationships, from first dates to old age. Learn More
Now through June 22
Swing! at Broadway Palm Dinner Theatre, Fort Myers
Boogie on back to the early 1900s big band era, when swing burst out of Harlem to redefine music and break down cultural and ethnic barriers. More than 30 hits keep the stage jumping and jiving. Learn More
Now through Aug. 11
Childhood Classics: 100 Years of Children’s Book Illustration at Naples Art Institute
The traveling show of well-loved illustrations includes works from Dr. Seuss’ The Cat in the Hat and Garth Williams’ cover of Charlotte’s Web. Learn More
June 1
Mark Normand: Ya Don’t Say at Barbara B. Mann Performing Arts Hall, Fort Myers
Dubbed “best young up-and-coming comic” by Jerry Seinfeld, the entertainer made a name for himself with his 2023 Netflix special Soup to Nuts. Late-night talk show appearances, Comedy Central specials and laugh-a-minute podcasts have solidified his reputation as a stand-up funny man and actor. Learn More
June 1-15
If Birds Could Talk at East West Fine Art, Naples
Three gallery favorites—impressionist Oleg Kalaytanov, multimedia artist Tatiana Rezvaya and naturalist painter Una Noa—put avians at the center stage of this show at East West’s Mercato location. The exhibition imagines the tales birds would tell if they could talk. Learn More
June 2
Naples Philharmonic Pro-Am at Artis—Naples
Select amateur musicians from the local community join the Naples Philharmonic to rehearse Tchaikovsky’s Symphony No. 4 and Rossini’s Overture to Willliam Tell. A free final evening rehearsal is open to the public. Learn More
June 5
The Big Run 5K at Lakes Park, Fort Myers
The evening run celebrates Global Running Day with a scenic loop around the lake and bird habitat in the park. Learn More
June 6
Summer Fusion: A Musical Celebration at Arts Bonita
From jazz and blues to pop and Latin, the Rick Howard Quartet celebrates music from America with piano, drums and bass orchestration. Local artist Rick Howard adds his distinct guitar and vocal stylings for an evening of musical virtuosity and diversity. Learn More
June 6-9
Sunshine State Games Pickleball at PicklePlex, Punta Gorda
The Punta Gorda event—featuring singles, doubles and mixed doubles competitions—serves as the qualifier for the 2024 Florida Senior Games and 2024 State Games of America in California. Jump into the action with a pickleball clinic hosted by Sunshine State Games Sport Director Andy Rubenstein and the NIKE Adult Pickleball Camp. Learn More
June 7-29
Alien: A Musical Parody at The Laboratory Theater of Florida, Fort Myers
The world premiere of this take on the classic 1979 film—penned by The Lab’s artistic director, Annette Trossbach—follows a space crew unwittingly stumble upon an extra-terrestrial being. Learn More
June 7-29
Transcendental: David Acevedo at Alliance for the Arts, Fort Myers
The Fort Myers artist, who has propelled the local art scene with his contributions to Art Walk and DAAS art gallery, showcases his mixed-medium fantastical landscapes. Don’t miss the opening reception on June 7. Learn More
June 7-27
Doomscroll at Sidney & Berne Davis Art Center, Fort Myers
Local artist Nick Masiello incorporates materials salvaged after Hurricane Ian, from paint that survived flood waters to photographs and damaged personal possessions, in this solo show. Learn More
June 9
Festival of Great Organ Music at Artis—Naples
Local members of the American Guild of Organists (organists and choir directors at prominent local churches) perform on the immense, treasured Casavant-Frères pipe organ at Hayes Hall. Learn More
June 12
The Jacksons at Seminole Casino Hotel, Immokalee
As part of a five-country tour, Jackson 5 brothers Jackie, Tito and Marlon showcase their signature brand of Motown magic. Learn More
June 14 — July 19
Bootcamp: An Immersive Experience in Contemporary Art at BIG ARTS, Sanibel
The cultural center partners with Florida SouthWestern State College to showcase students’ works. Meet the young artists at a reception on June 15. Learn More
June 14-23
Murder on the Orient Express at Cultural Park Theater, Cape Coral
Playwright Ken Ludwig, best known for shows like Lend Me a Tenor, pens the stage adaptation of the Agatha Christie classic. Detective Hercule Poirot steps up to solve the crime when a murder is committed aboard a traveling train. Learn More
June 15
Electric Blues Extravaganza at Fishermen’s Village, Punta Gorda
The celebration of soul, funk, hip hop and blues brings six artists—including South Florida group Dottie Kelly and The Rock House Band—to two stages at Fishermen’s Village shopping, dining and entertainment complex. Admission and parking are free. Learn More
June 15
Juneteenth at Roberto Clemente Park, Fort Myers
The Lee County Black History Society hosts this jubilee with music, music live entertainment, food trucks, vendors and activities for the kids. Don’t miss a tour of the historic Williams Academy Black History Museum. Learn More
June 20
Summer Solstice and Wellness at Corkscrew Swamp Sanctuary, Naples
Spend the longest day of the year outdoors. The evening includes a nature-journaling workshop, yoga, boardwalk strolls and hammock hangs. Learn More
June 26 — July 21
The Naples Players Present 42nd Street at Kizzie Theater, Naples
In this production of the Tony Award-winning musical, performed at The Naples Players’ new Kizzie Theater, a young starlet tap-dances her way to her big break on Broadway. Neurodivergent families can catch a sensory-friendly performance of the show on July 16. Learn More
June 28 — Aug. 10
Mary Poppins at Broadway Palm Dinner Theatre, Fort Myers
The beloved nanny is practically perfect in this stage adaptation, which mixes elements from the original children’s books and the Disney movie. Sing along to the timeless tunes at matinee, evening or twilight showings. Learn More