🌴 What's Happening in Naples October 19 - 25

The film festival rolls in and Halloween starts showing up everywhere. The Naples International Film Festival takes over Artis-Naples Thursday through Sunday, with movies under the stars in Norris Garden and a closing night where the Naples Philharmonic plays the Superman score live under the 1978 film. Before that you get Miami City Ballet on Tuesday, free Halloweentown at Mercato and the Doobie Brothers in Estero on Wednesday. The weekend stacks two trunk-or-treats, a haunted half marathon, back-to-back Everblades games and a costume bar crawl down Old 41. It is laid out one day at a time, so find tonight and go from there.

We recommend confirming with event hosts for complete details and current schedules

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🗓️ Monday, October 19

🔮 Psychic Medium Anthony Mrocka Live
📅 Date: Monday, October 19, 2026
⏰ Time: 6:30 PM and 8:30 PM
📍 Location: Off The Hook Comedy Club, 2500 Vanderbilt Beach Rd, Suite 1100, Naples, FL 34109
👻 Details: The New Jersey medium tours the country doing live readings for the crowd, and his own story runs from addiction to a spiritual awakening. There is a two-item minimum, and maybe sit up front only if you want a message from Grandpa.

🌱 W.O.N.D.E.R. at Naples Botanical Garden
📅 Date: Monday, October 19, 2026
⏰ Time: 10:00 AM to 12:00 PM
📍 Location: Naples Botanical Garden, 4820 Bayshore Dr, Naples, FL 34112
🦋 Details: A morning family program for little explorers, included with admission ($27 adults, $12 ages 4 to 17, free for 3 and under). Kids get the garden, you get a coffee in the shade.

🩰 Miami City Ballet Master Class
📅 Date: Monday, October 19, 2026
⏰ Time: 4:00 PM to 5:30 PM
📍 Location: Spotlight Dance Company, 2355 Vanderbilt Beach Rd, Suite 196, Naples, FL 34109
🎓 Details: A free class for dance students, taught by Miami City Ballet the night before the company's big Artis-Naples show. Registration is required, so sign up before you show up in tights.

🎷 Slimtronic5K Presents: Soul Shakedown
📅 Date: Monday, October 19, 2026
⏰ Time: 6:00 PM to 9:00 PM
📍 Location: Sugar Shack Downtown, 27421 Old 41 Rd, Bonita Springs, FL 34135
🕺 Details: Soul and funk in downtown Bonita on a Monday night, which is exactly when you need it. It is a good excuse to skip cooking.

🗓️ Tuesday, October 20

🩰 Miami City Ballet with the Naples Philharmonic
📅 Date: Tuesday, October 20, 2026
⏰ Time: 7:30 PM, prelude talk at 6:30 PM
📍 Location: Hayes Hall, Artis-Naples, 5833 Pelican Bay Blvd, Naples, FL 34108
🎶 Details: Balanchine's Allegro Brillante, Robbins' N.Y. Export: Opus Jazz and a world premiere by former principal dancer Patricia Delgado, with a live orchestra conducted by Laura Joella. Get there for the 6:30 talk and you will sound very smart at intermission.

🤠 Haunted Hoedown at Mercato
📅 Date: Tuesday, October 20, 2026
⏰ Time: 5:30 PM to 7:30 PM
📍 Location: Mercato, 9110 Strada Place, Naples, FL 34108
🎃 Details: Mercato's free annual family Halloween night, so put the kids in costume early. Stick around, because the movie starts right after.

🎬 Films Al Fresco: Halloweentown
📅 Date: Tuesday, October 20, 2026
⏰ Time: 7:00 PM
📍 Location: The Piazza at Mercato, 9110 Strada Place, Naples, FL 34108
🍿 Details: A free outdoor screening of the 1998 Disney Channel classic, so bring chairs or a blanket. Parents who grew up on it will know every line.

😂 Johnny B at Off The Hook
📅 Date: Tuesday, October 20, 2026
⏰ Time: 7:00 PM
📍 Location: Off The Hook Comedy Club, 2500 Vanderbilt Beach Rd, Suite 1100, Naples, FL 34109
📻 Details: The Tampa radio host from 102.5 The Bone has 25 years on stage and has shared bills with Mitch Hedberg, Ralphie May and Bert Kreischer. He has been voted Best Comedian in Tampa Bay more than once, so he knows what Florida finds funny.

📚 Diary of a Wimpy Kid: Fight or Flight Release Party
📅 Date: Tuesday, October 20, 2026
⏰ Time: 3:00 PM to 5:00 PM
📍 Location: Books on Third, 1300 3rd St S, Naples, FL 34102
📖 Details: An after-school launch party for the newest Greg Heffley book. Your kid gets the book on day one and you get a stroll down Third Street.

🗓️ Wednesday, October 21

🚀 Rocket Man, Opening Night
📅 Date: Wednesday, October 21, 2026
⏰ Time: 7:30 PM
📍 Location: Price Theater, The Naples Players, 701 5th Ave S, Naples, FL 34102
🌌 Details: A bittersweet, funny drama about Donny, a man who feels like a stranger in his own life, opening the third show of the Players' 73rd season. It runs through November 22, with Wednesday to Saturday shows at 7:30 and Sunday matinees at 2.

🎸 The Doobie Brothers: Walk This Road Tour
📅 Date: Wednesday, October 21, 2026
⏰ Time: 8:00 PM
📍 Location: Hertz Arena, 11000 Everblades Pkwy, Estero, FL 33928
🎵 Details: The last stop of their fall leg, marking 50 years of Takin' It to the Streets, with resale seats starting around $47. You will be singing "Listen to the Music" in the parking lot afterward.

📱 Anthony Varela at Off The Hook
📅 Date: Wednesday, October 21, 2026
⏰ Time: 7:00 PM
📍 Location: Off The Hook Comedy Club, 2500 Vanderbilt Beach Rd, Suite 1100, Naples, FL 34109
🎤 Details: Better known online as Nobody Cares Anthony, the Massachusetts comic built more than 3 million followers out of self-made viral rants. Expect strong opinions on very small things.

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🗓️ Thursday, October 22

🎞️ Naples International Film Festival: Opening Night Film and Party
📅 Date: Thursday, October 22, 2026
⏰ Time: Red carpet 6:00 PM, films 7:00 PM
📍 Location: Hayes Hall, Artis-Naples, 5833 Pelican Bay Blvd, Naples, FL 34108
🍸 Details: The festival kicks off with a shorts package, including Jazz Infernal and My Dog: The Paradox, then moves outside for the party. Tickets are $40 for the films, $125 with the Norris Garden party and $225 for the VIP party at the Baker Museum.

😂 Jeff Dye at Off The Hook
📅 Date: Thursday, October 22 through Saturday, October 24, 2026
⏰ Time: Thursday 7:00 PM, Friday 6:30 PM and 8:30 PM, Saturday 6:00 PM and 8:00 PM
📍 Location: Off The Hook Comedy Club, 2500 Vanderbilt Beach Rd, Suite 1100, Naples, FL 34109
📺 Details: A Gutfeld! regular who has been on The Joe Rogan Experience, The Tonight Show and NBC's Better Late Than Never. Six shows in three nights, so there is no excuse to miss him.

🎸 Corey Hall: Delta to Swamp Tour 2026
📅 Date: Thursday, October 22, 2026
⏰ Time: 6:00 PM to 9:00 PM
📍 Location: Sugar Shack Downtown, 27421 Old 41 Rd, Bonita Springs, FL 34135
🎶 Details: A free night of blues, folk and American roots music. It pairs well with a cold drink and nowhere to be.

🗓️ Friday, October 23

🚂 Halloween Train Crafts at the Naples Depot Museum
📅 Date: Friday, October 23 and Saturday, October 24, 2026
⏰ Time: 10:00 AM to 2:00 PM
📍 Location: Naples Depot Museum, 1051 5th Ave S, Naples, FL 34102
🎨 Details: Free spooky crafts for families inside the historic train depot. The Lionel Train Museum next door runs a Halloween train ride for a small fee, and your kids will absolutely ask.

🎃 Halloween Family Bash
📅 Date: Friday, October 23, 2026
⏰ Time: 6:00 PM to 8:00 PM
📍 Location: Golden Gate Community Center, 4701 Golden Gate Pkwy, Naples, FL 34116
🍬 Details: Music, a glow party, costume contests, inflatables, games, treats and vendors, all in one parking lot. Bring a candy bag and keep the costumes family-friendly, and call 239-252-4180 with questions.

🚗 ENCP Frights and Delights Trunk or Treat
📅 Date: Friday, October 23, 2026
⏰ Time: 6:00 PM to 8:00 PM
📍 Location: East Naples Community Park, 3500 Thomasson Dr, Naples, FL 34112
🧛 Details: Free for all ages, with decorated trunks, giveaways and a costume contest. It is the easiest trick-or-treating you will do all year, because the houses come to you.

🏒 Florida Everblades vs. Atlanta Gladiators: Blackout Night
📅 Date: Friday, October 23, 2026
⏰ Time: 7:30 PM
📍 Location: Hertz Arena, 11000 Everblades Pkwy, Estero, FL 33928
🖤 Details: The first home weekend after last Saturday's banner raising, with a rematch on Saturday night. Wear black and yell accordingly.

🌴 NIFF Cinema Under the Stars: Tenor: My Name Is Pati
📅 Date: Friday, October 23, 2026
⏰ Time: 7:30 PM
📍 Location: Norris Garden, Artis-Naples, 5833 Pelican Bay Blvd, Naples, FL 34108
🎤 Details: The East Coast premiere of a New Zealand documentary about Pene and Amitai Pati, Samoan brothers who became opera singers, with the filmmakers in attendance. It is $44 a pair (call 239-597-1900) or $88 for a table of four, and it is a lovely way to see a movie.

💃 Autumn Elegance Practice Party
📅 Date: Friday, October 23, 2026
⏰ Time: 7:30 PM to 9:00 PM
📍 Location: Let's Dance With Me Studio, 4367 Tamiami Trail N, Naples, FL 34103
🎼 Details: A monthly adult social with ballroom and line dancing, solo exhibitions and pro instructors on the floor. You do not need a partner or any experience, and you can call 239-610-0210 for prices.

🎵 Jason Ricci and The Bad Kind
📅 Date: Friday, October 23, 2026
⏰ Time: 7:30 PM
📍 Location: Centers for the Arts Bonita Springs, Performing Arts Center, 10150 Bonita Beach Rd, Bonita Springs, FL 34135
🔥 Details: A harmonica wizard who bends blues into rock and funk, with tickets from $35 to $45. You will never look at a harmonica the same way.

🗓️ Saturday, October 24

🥕 Vanderbilt Farmers Market
📅 Date: Saturday, October 24, 2026
⏰ Time: 8:00 AM to 1:00 PM
📍 Location: Galleria Shoppes at Vanderbilt, 2355 Vanderbilt Beach Rd, Naples, FL 34109
🍯 Details: More than 90 vendors in season, rain or shine, and the new season is just getting rolling. Go early for the produce and late for the deals.

🎀 Making Strides Against Breast Cancer Walk
📅 Date: Saturday, October 24, 2026
⏰ Time: Event area opens 7:00 AM, walk starts 8:00 AM
📍 Location: The Cove, Paradise Coast Sports Complex, 3940 City Gate Blvd N, Naples, FL 34117
💗 Details: The American Cancer Society's big Southwest Florida walk, with registration at makingstrideswalk.org/swfl. Wear pink and bring a friend.

🏃 Haunted 5K, 10K and Half Marathon
📅 Date: Saturday, October 24, 2026
⏰ Time: 8:00 AM
📍 Location: North Collier Regional Park, 15000 Livingston Rd, Naples, FL 34109
🏅 Details: Entry is $30 for the 5K, $45 for the 10K and $65 for the half, and every finisher gets a medal. Aid stations are minimal, so bring your own water and maybe skip the full zombie makeup.

🎬 NIFF Cinema Under the Stars: Too Soon
📅 Date: Saturday, October 24, 2026
⏰ Time: 7:30 PM (indoor screening Friday at 4:45 PM)
📍 Location: Norris Garden, Artis-Naples, 5833 Pelican Bay Blvd, Naples, FL 34108
💞 Details: The Florida premiere of a romantic comedy about two widowed young parents who start a music-therapy group and fall for each other, starring Vicki Lewis and John Clarence Stewart. Bring tissues and a date.

🍭 Florida Everblades vs. Atlanta Gladiators: Sweets in the Suites
📅 Date: Saturday, October 24, 2026
⏰ Time: 7:00 PM
📍 Location: Hertz Arena, 11000 Everblades Pkwy, Estero, FL 33928
🏒 Details: Round two against Atlanta, one night after Blackout Night. If they win Friday, the crowd will be loud.

🦅 Classic Skynyrd Live
📅 Date: Saturday, October 24, 2026
⏰ Time: 7:30 PM
📍 Location: Centers for the Arts Bonita Springs, Performing Arts Center, 10150 Bonita Beach Rd, Bonita Springs, FL 34135
🎸 Details: Southern Steel plays Free Bird, Sweet Home Alabama and Simple Man, with tickets from $45 to $55 plus a $4 fee. Somebody will yell "Free Bird" early, and this time it is fine.

🧟 Nightmare on Old 41
📅 Date: Saturday, October 24, 2026
⏰ Time: 8:00 PM to 1:00 AM
📍 Location: Sugar Shack Downtown, 27421 Old 41 Rd, Bonita Springs, FL 34135
🍻 Details: Seven Halloween parties along Old 41, free entry and a free trolley between them, with a costume contest at 10:30 (no masks). Bombargo and Cannibal Kids play Sugar Shack from 7 to 10, so the night starts before the crawl does.

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🗓️ Sunday, October 25

🌺 Last Day: Historias del aire y del suelo | Stories of Air and Soil
📅 Date: Sunday, October 25, 2026
⏰ Time: 8:00 AM to 2:00 PM
📍 Location: Kapnick Hall, Naples Botanical Garden, 4820 Bayshore Dr, Naples, FL 34112
🎨 Details: Puerto Rican artist Pseudomero's palms and bromeliads, linking the Everglades to the island, are included with admission. Today is your last chance, so make the morning count.

🏆 NIFF Closing Night Awards and Wrap Party
📅 Date: Sunday, October 25, 2026
⏰ Time: 5:30 PM
📍 Location: Artis-Naples, 5833 Pelican Bay Blvd, Naples, FL 34108
🥂 Details: The juried awards hand out glass trophies, followed by a film and a wrap party. It is the best place to find out which movie you should have seen on Friday.

🦸 NIFF Closing Night: Superman in Concert
📅 Date: Sunday, October 25, 2026
⏰ Time: 7:30 PM
📍 Location: Hayes Hall, Artis-Naples, 5833 Pelican Bay Blvd, Naples, FL 34108
🎺 Details: The 1978 Christopher Reeve film plays on the big screen while the Naples Philharmonic performs John Williams' score live, conducted by Jack Everly. Call 239-597-1900 for VIP tickets, and try not to hum the theme the whole way home.

😂 Martin Moreno at Off The Hook
📅 Date: Sunday, October 25, 2026
⏰ Time: 7:00 PM
📍 Location: Off The Hook Comedy Club, 2500 Vanderbilt Beach Rd, Suite 1100, Naples, FL 34109
🎤 Details: The co-host of Comedy Central's Gabriel Iglesias Presents: Stand Up Revolution, who tours with Fluffy himself. Fans shout "Marteeeen!" and you will too.

🎭 All Week

🍝 Over the River and Through the Woods
📅 Date: Wednesday, October 21 through Sunday, October 25, 2026
⏰ Time: 7:30 PM Wednesday to Saturday, 2:00 PM Sunday
📍 Location: Kizzie Theater, The Naples Players, 701 5th Ave S, Naples, FL 34102
👵 Details: Nick's Sunday dinners with his four Italian grandparents go sideways when he announces he is moving away. This is the final week, and Sunday's matinee is the last show.

🎞️ Naples International Film Festival
📅 Date: Thursday, October 22 through Sunday, October 25, 2026
📍 Location: Artis-Naples, 5833 Pelican Bay Blvd, Naples, FL 34108, plus Paragon Theaters
🎬 Details: Daytime screenings start at $16, and free-to-browse filmmaker panels run Friday and Saturday at 10 AM. Pick one movie you have never heard of and let it surprise you.

🎙️ The World Goes 'Round
📅 Date: Previews Tuesday, October 20 through Thursday, October 22, opens Friday, October 23, 2026, runs through November 22
📍 Location: Struthers Studio, Gulfshore Playhouse, 100 Goodlette-Frank Rd S, Naples, FL 34102
🎷 Details: A Kander and Ebb revue with songs from Cabaret, Chicago and New York, New York, staged in a studio turned into a hazy, swanky jazz club. Check the Playhouse site for showtimes, and expect to leave humming.

🖋️ Rembrandt: Masterpieces in Black and White
📅 Date: Daily, through January 2027
📍 Location: Naples Art Institute, 585 Park St, Naples, FL 34102
🖼️ Details: Etchings from the Rembrandt House Museum in Amsterdam, covering Bible scenes, portraits and landscapes, for $15. It is the last stop on the U.S. tour, so this is the one to catch.

🐸 Ánima Botánica
📅 Date: Daily
⏰ Time: 8:00 AM to 5:00 PM
📍 Location: Fogg Café, Naples Botanical Garden, 4820 Bayshore Dr, Naples, FL 34112
🔍 Details: The garden at tiny scale, with giant air plants, magnified orchid petals and a greenhouse frog blown up larger than life. It is included with admission and runs until 2028, so there is no rush, but it is very cool.

⚠️ Please verify event details and availability with the respective venues or organizers, as schedules may change.

📰 What's Happening in Naples

🔗 Naples Sued the Airport Authority Over City-Owned Airport Land
After long-term lease talks collapsed, the city filed suit against the Naples Airport Authority and the Collier Supervisor of Elections, leaving the lease in legal limbo and possibly affecting the November ballot.

🔗 American Airlines Is Bringing Commercial Flights Back to Naples Airport
Two daily nonstops to Charlotte start December 2 from the renovated North Road Terminal, the airport's first commercial service in nearly a decade.

🔗 Collier Approved an $8 Million Naples Beach Renourishment
Commissioners unanimously approved new sand for 3.5 miles from Doctors Pass to just south of 21st Avenue South, paid for with tourist tax money, with setup starting in late October and the beach staying open.

🔗 The State Plans to Approve a 41-Acre Immokalee Sand Mine Expansion
Florida DEP intends to permit the Stewart Materials expansion near the end of October, affecting 2.3 acres of wetlands at a mine that supplies sand for beach renourishment projects.

🔗 Vanderbilt Beach Road and Logan Boulevard Are Getting an Intersection Overhaul
Bigger turn lanes, new signals, sidewalks, crosswalks and pedestrian islands are coming, with signal work starting around October 26 and paving planned for mid-November.

🔗 A Failed Sewer Manhole Has Two Bayshore Drive Lanes Closed
Two of four lanes have been shut since October 8 while trucks haul sewage from four pump stations through a temporary bypass, and there is still no date for the final repair.

🔗 Commissioners Are Weighing Cuts to County Advisory Committees
The board agreed to survey committees on their roles before deciding anything, after Audubon Western Everglades pushed back on eliminating the Conservation Collier land acquisition committee.

🔗 Marco Island Says Amendment 3 Would Mean 14% Cuts Across Every Department
The city's analysis says residents would save about $10 a month while police, fire, public works and parks each lose 14% of their budgets, and school taxes would not drop at all.

🔗 Collier Mail-In Ballot Requests Dropped Sharply
More than 57,000 mail ballots have gone out and nearly 19,000 have come back, roughly 28,000 fewer requests than in 2022 and 2024.

🔗 A Report Ranked Collier No. 2 in the Nation for Home Insurance Hikes
Insurify estimates premiums jumped 25.3% in the first half of 2026 to an average of $10,052 a year, though the Insurance Information Institute says state data does not back that up.

🔗 Naples Set a Sea Turtle Nesting Record
Naples beaches logged 558 nests this season, 73 more than last year, along with 441 hatches as the season winds down over the next two weeks.

🔗 Collier's Eighth Panther Death of the Year Was Confirmed
A 9-month-old female found injured on County Line Road in September was euthanized October 7 after rehab, bringing Florida to 14 panther deaths in 2026.

🔗 Warrior Homes Is Adding 20 Beds for Homeless Veterans in East Naples
The Zulu Project converts a 10-unit complex for up to 20 veterans, with move-ins possible in December and the group growing to 59 beds across seven properties.

🔗 The Attorney General Announced Six Child Abuse Material Convictions in Naples
Attorney General James Uthmeier said six men, including one from Naples and one from Bonita Springs, were convicted, with sentences ranging from 24.5 years to more than 125 years.

🔗 A Man Was Airlifted After an Accidental Shooting on Marco Island
Police say the Wednesday afternoon shooting in the 1000 block of Swallow Avenue appears accidental and poses no threat to the public.

🔗 A 72-Year-Old Naples Park Woman Was Caught on Camera Vandalizing a Work Truck
Ring footage led to Jane McCormick's arrest after about two weeks of damage to a worker's truck that began with "No parking on the street" written on it.