🌴 What's Happening in Naples October 5 - 11

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This is the week Naples starts acting like it is in season. Boo at the Zoo opens Saturday, Rembrandt's etchings come to the Naples Art Institute on their last U.S. stop, and the sunflowers at Pepper Ranch are in bloom for one more weekend. Ty Myers plays Hertz Arena, a guy from Seinfeld spends the weekend at Off The Hook, and you have two different Oktoberfests to pick from. 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 5

🎸 Live Music Mondays at Seed to Table
📅 Date: Monday, October 5, 2026
⏰ Time: 6:00 PM to 9:00 PM
📍 Location: Seed to Table, Hops & Vines bar, 4835 Immokalee Rd, Naples, FL 34110
🛒 Details: Free live music at a bar inside an enormous grocery store, which is the only place in town where you can catch a set and pick up tomorrow's groceries. Monday has never had it so easy.

🎤 Open Mic Night with Bryan & Steve
📅 Date: Monday, October 5, 2026
⏰ Time: 7:00 PM to 10:00 PM
📍 Location: The Oasis, 1046 Pine Ridge Rd, Naples, FL 34105
🍔 Details: Bring a guitar or just bring an appetite, because the $11 burger special runs all night. Some of the regulars are genuinely good.

😂 Manuel Ángel Redondo at Off The Hook
📅 Date: Monday, October 5, 2026
📍 Location: Off The Hook Comedy Club, 2500 Vanderbilt Beach Rd, Suite 1100, Naples, FL 34109
🇪🇸 Details: A full stand-up set entirely in Spanish, so leave the friend who only took two semesters of it at home. Check the club's page for showtime and tickets.

🗓️ Tuesday, October 6

🌮 National Taco Day: $2 Tacos at Felipe's
📅 Date: Tuesday, October 6, 2026
⏰ Time: Opens 11:00 AM
📍 Location: Felipe's Mexican Taqueria, Logan Landings, 2220 Logan Blvd N, Suite 810, Naples, FL 34119
💵 Details: Two-dollar tacos on a Tuesday that also happens to be National Taco Day. Lunch and dinner are both covered, and nobody will judge you for going twice.

🐦 Birding in the Garden
📅 Date: Tuesday, October 6, 2026
⏰ Time: 8:00 AM to 10:00 AM
📍 Location: Naples Botanical Garden, 4820 Bayshore Dr, Naples, FL 34112
🔭 Details: Volunteers walk you through the 90-acre Preserve and up the Jim and Linda White Birding Tower. It leaves from the Smith Entry Prow at exactly 8, and admission is $27 for adults and $12 for ages 4 to 17.

🎙️ Ahren Belisle at Off The Hook
📅 Date: Tuesday, October 6, 2026
📍 Location: Off The Hook Comedy Club, 2500 Vanderbilt Beach Rd, Suite 1100, Naples, FL 34109
⭐ Details: A deaf comic whose dry, deadpan set earned him a Golden Buzzer on America's Got Talent. Check the club's page for showtime.

🧠 Trivia Night at The Oasis
📅 Date: Tuesday, October 6, 2026
⏰ Time: 7:30 PM
📍 Location: The Oasis, 1046 Pine Ridge Rd, Naples, FL 34105
🏆 Details: Spotlight Trivia runs the weekly game. Same building as Monday's open mic, so you could practically live here.

🗓️ Wednesday, October 7

🍝 Over the River and Through the Woods, Opening Night
📅 Date: Wednesday, October 7 through Sunday, October 25, 2026
⏰ Time: 7:30 PM Wednesday to Saturday, 2:00 PM Sunday
📍 Location: The Naples Players, Kizzie Theater at the Sugden Community Theatre, 701 5th Ave S, Naples, FL 34102
👵 Details: Nick drives from New York to New Jersey every Sunday for dinner with his four Italian-American grandparents, and then he tries to move away. If you have ever been fed against your will, you will recognize everyone on stage.

⚽ FC Naples vs. Richmond Kickers
📅 Date: Wednesday, October 7, 2026
⏰ Time: 7:00 PM
📍 Location: Paradise Coast Sports Complex, 3940 City Gate Blvd N, Naples, FL 34117
📺 Details: A midweek USL League One match, also on ESPN+. FC Naples already won 1-0 in Richmond this season, so the Kickers are coming down looking to even it up.

🎭 Jon Bramnick at Off The Hook
📅 Date: Wednesday, October 7, 2026
📍 Location: Off The Hook Comedy Club, 2500 Vanderbilt Beach Rd, Suite 1100, Naples, FL 34109
🏛️ Details: A New Jersey state legislator who also does stand-up, which may be the only politician whose jokes are supposed to get laughs. Check the club's page for showtime.

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🗓️ Thursday, October 8

🌃 Evening on Fifth
📅 Date: Thursday, October 8, 2026
⏰ Time: 6:30 PM to 9:30 PM
📍 Location: Fifth Avenue South, Naples
🎷 Details: Musicians set up along the sidewalks, and the shops and restaurants stay open late. It is free to stroll, though it will probably cost you a gelato.

🏒 Florida Everblades vs. Orlando Solar Bears (Preseason)
📅 Date: Thursday, October 8, 2026
⏰ Time: 7:30 PM
📍 Location: Hertz Arena, 11000 Everblades Pkwy, Estero, FL 33928
🍺 Details: Your first look at this season's Everblades, with tickets from $28 and $4 beers and hot dogs all night. Preseason hockey at preseason prices.

🎩 Cabaret by TheatreZone, Opening Night
📅 Date: Thursday, October 8, 2026
⏰ Time: 7:30 PM, plus 2:00 PM matinees Saturday and Sunday
📍 Location: FGCU TheatreLab, 10501 FGCU Blvd S, Fort Myers, FL
🕯️ Details: Equity pros and FGCU students take you inside the Kit Kat Club in 1930s Berlin for the musical that won 8 Tonys. The box office is 888-966-3352, ext. 1.

📬 "That One Mailman" Sean Fogelson at Off The Hook
📅 Date: Thursday, October 8, 2026
📍 Location: Off The Hook Comedy Club, 2500 Vanderbilt Beach Rd, Suite 1100, Naples, FL 34109
😆 Details: The mail carrier turned viral comic, here to tell you what he really thinks about your packages. Check the club's page for showtime.

🗓️ Friday, October 9

🌳 Ancient Forest Tour at Corkscrew Swamp
📅 Date: Friday, October 9, 2026
⏰ Time: 9:00 AM to 12:00 PM
📍 Location: Corkscrew Swamp Sanctuary, 375 Sanctuary Rd W, Naples, FL 34120
🦉 Details: A guided 2.25-mile boardwalk walk through the largest old-growth bald cypress forest left in the world, protected since 1954. Some of these trees were already old when Columbus showed up.

🌻 Pepper Ranch Sunflower Tours
📅 Date: Friday, October 9 through Sunday, October 11, 2026
⏰ Time: Last daytime entry 2:00 PM, sunset viewings until 8:00 PM
📍 Location: Pepper Ranch Preserve, 6315 Pepper Rd, Immokalee, FL
👢 Details: It is free, but you need a reservation and only a few are left. The 2.5-mile trail can get muddy and low cars are not advised, so wear the shoes you do not love. Questions go to 239-252-2961.

🎸 The Squallies Live at Old Town Saloon
📅 Date: Friday, October 9, 2026
⏰ Time: 7:00 PM
📍 Location: Old Town Saloon, 600 Goodlette-Frank Rd N, Naples, FL 34102
🤠 Details: A local band, a saloon and a Friday night. More people have RSVP'd "going" than "interested," which tells you how this crowd feels about it.

🥨 Steve Hytner at Off The Hook
📅 Date: Friday, October 9 through Sunday, October 11, 2026
⏰ Time: Friday 6:30 PM and 8:30 PM, Saturday 6:00 PM and 8:00 PM, Sunday 6:00 PM
📍 Location: Off The Hook Comedy Club, 2500 Vanderbilt Beach Rd, Suite 1100, Naples, FL 34109
🎤 Details: Kenny Bania himself, the comic Jerry could never shake on Seinfeld, with credits in Curb, Friends and Modern Family too. There is a two-item minimum, and he is gold, Jerry. Gold.

🏒 Everblades vs. Solar Bears, Preseason Game 2
📅 Date: Friday, October 9, 2026
⏰ Time: 7:30 PM
📍 Location: Hertz Arena, 11000 Everblades Pkwy, Estero, FL 33928
🍟 Details: The rematch, from $28, and kids 12 and under eat free at the Breakaway Sports Pub. That makes it the cheapest family night out of the week.

👻 Galaxy's Fright Nights
📅 Date: Friday, October 9 and Saturday, October 10, 2026
⏰ Time: 7:00 PM to 11:00 PM
📍 Location: Collier County Fairgrounds, 751 39th Ave NE, Naples, FL 34120
🤡 Details: Two haunted houses, Aliens vs. Clowns and the saloon-themed Last Call to Hell, plus Beyond Wonderland, a maze for kids that is not scary. It is all indoors with free parking, and 2026 prices are not posted yet, so check the site before you drive out.

🗓️ Saturday, October 10

🧺 Third Street South Farmers Market
📅 Date: Saturday, October 10, 2026
⏰ Time: 7:30 AM to 11:30 AM
📍 Location: Lot at Gordon Dr and 13th Ave S, Naples
🍅 Details: Produce, flowers, seafood and bread, still in its summer spot. Get there early for the bread.

🥕 Vanderbilt Farmers Market
📅 Date: Saturday, October 10, 2026
⏰ Time: 8:00 AM to 12:00 PM
📍 Location: Galleria Shoppes at Vanderbilt, 2355 Vanderbilt Beach Rd, Naples, FL 34109
🍯 Details: More than 90 vendors, the longest-running market in North Naples and easier parking than downtown.

🎃 Boo at the Zoo, Opening Weekend
📅 Date: Saturday, October 10 through Monday, October 12, 2026
⏰ Time: 9:00 AM to 4:30 PM
📍 Location: Naples Zoo, 1590 Goodlette-Frank Rd, Naples, FL 34102
🦖 Details: The zoo turns into a "living movie scene," with dinosaurs, pirates, princesses and superheroes, and kids 12 and under trick-or-treat their way through. It is included with admission and comes back the next two weekends.

🎻 Penelope's Odyssey of the Orchestra
📅 Date: Saturday, October 10, 2026
⏰ Time: 10:00 AM, plus an 11:30 AM sensory-friendly show
📍 Location: Daniels Pavilion, Artis-Naples, 5833 Pelican Bay Blvd, Naples, FL 34108
⛵ Details: The Naples Philharmonic uses the Odyssey to introduce kids to every instrument in the orchestra. The 11:30 show keeps the lights up, the volume down and a quiet room open.

🦅 Birding with Biologists
📅 Date: Saturday, October 10, 2026
⏰ Time: 8:00 AM, about 3 hours
📍 Location: Donna Fiala Eagle Lakes Community Park, Naples
🔎 Details: Audubon Florida and Rookery Bay biologists teach you to identify birds by shape, plumage and behavior. It costs $30, and you will never again call everything with long legs a heron.

🐐 Open Farm Saturday at Empowerment Farm
📅 Date: Saturday, October 10, 2026
⏰ Time: 9:00 AM to 12:00 PM
📍 Location: Empowerment Farm, 2600 Garland Rd, Naples
🧺 Details: Free animals, yard games and room to picnic, on the second Saturday of every month. Bring a blanket and let the kids loose.

🖼️ Rembrandt: Masterpieces in Black & White Opens
📅 Date: Saturday, October 10, 2026 through January 24, 2027
📍 Location: Naples Art Institute, 585 Park St, Naples, FL 34102
🖋️ Details: Etchings on loan from the Rembrandt House Museum in Amsterdam, and Naples is the last stop of the U.S. tour. You can lean in close enough to see each line he scratched into the plate.

🍻 Oktoberfest: Prost with a Purpose
📅 Date: Saturday, October 10, 2026
⏰ Time: 3:00 PM to 7:00 PM
📍 Location: Riptide Brewing Co., 28120 Hunters Ridge Blvd, Bonita Springs, FL
🎺 Details: A 20-piece German band, a brat platter, a drink and a stein contest, all for $35 for adults and $15 for ages 3 to 12. The Rotary Club of Bonita Naples runs it for charity.

🌭 RocktoberFest with Rock Republic
📅 Date: Saturday, October 10, 2026
⏰ Time: 6:00 PM to 9:00 PM
📍 Location: The Cove Outdoor Bar, Paradise Coast Sports Complex, 3940 City Gate Blvd N, Naples, FL 34117
🥨 Details: Free to get in, with Guinness brats on pretzel buns, pierogies and German chocolate cake. VIP is $45 for a seat, a buffet and two drinks.

🌴 Live Music with Orlando Phillips
📅 Date: Saturday, October 10, 2026
⏰ Time: 5:00 PM
📍 Location: Compass Hotel by Margaritaville, 4805 Tamiami Trail N, Naples, FL 34103
🎶 Details: An easy early set at the hotel's 5 o'Clock Somewhere bar, which is exactly what the name promises. It is a good warm-up before a bigger night or a fine way to finish the day.

🎸 Mud & Blues by the Swamp Blues Band
📅 Date: Saturday, October 10, 2026
⏰ Time: 7:30 PM
📍 Location: Moe Auditorium, Arts Bonita, 10150 Bonita Beach Rd, Bonita Springs, FL 34135
🐊 Details: Slide guitar, cigar-box guitars and fiddle, with stories of Everglades outlaws and a woman buccaneer told between songs. Tickets are $38 to $48, and one listing says 7 PM, so confirm the start time.

🤠 Ty Myers: The Legal Tour
📅 Date: Saturday, October 10, 2026
⏰ Time: Doors 6:00 PM, show 7:30 PM
📍 Location: Hertz Arena, 11000 Everblades Pkwy, Estero, FL 33928
🎟️ Details: The young country singer named the tour after turning 18, with Lanie Gardner and Benny G opening. Tickets start at $43.50, and parking is $30 and cashless.

🗓️ Sunday, October 11

🌿 Pine Ridge Road Farmers Market
📅 Date: Sunday, October 11, 2026
⏰ Time: 9:00 AM to 1:00 PM
📍 Location: 3370 Pine Ridge Rd, Naples, FL 34105
🐕 Details: Produce, orchids, honey, truffles and soap, and dogs are welcome. This is the one for people who slept through Saturday.

⛳ ASL Fore ALL Charity Golf Outing
📅 Date: Sunday, October 11, 2026
⏰ Time: 8:30 AM
📍 Location: Hammock Bay Golf & Country Club, 1370 Borghese Ln, Naples, FL 34114
🤟 Details: The third year of this fundraiser for ASL Friends, a nonprofit that makes American Sign Language learning videos for young deaf and hard-of-hearing kids. This year's money pays for a special week of Mister Rogers' ASL Friends. Register through GolfStatus.

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🎭 All Week

🎶 Dear Evan Hansen at Arts Bonita, Final Weekend
📅 Date: Thursday, October 8 through Sunday, October 11, 2026
⏰ Time: Thursday to Saturday 7:00 PM, Sunday 2:00 PM
📍 Location: Hinman Auditorium, 10150 Bonita Beach Rd, Bonita Springs, FL 34135
🎟️ Details: The musical that won 6 Tonys and a Grammy, with Caleb Hill as Evan. Tickets are $15 to $35 and it is recommended for 13 and up. Sunday is your last chance, so bring tissues.

🎨 ¡ARTEVIVA! and Micah Goguen Art Seminars
📅 Date: Monday, October 5 through Saturday, October 10, 2026
📍 Location: COCO Art Gallery, Coastland Center, 1900 Tamiami Trail N, Naples, FL 34102
🖌️ Details: Painter and art therapist Micah Goguen teaches six adult seminars and two for kids, inside the gallery that is also hosting the Hispanic Heritage Month show. Check the event page for session times.

🌺 Ánima Botánica
📅 Date: Daily, through July 9, 2028
⏰ Time: 8:00 AM to 5:00 PM
📍 Location: Naples Botanical Garden, near the Fogg Café, 4820 Bayshore Dr, Naples, FL 34112
🐜 Details: Puerto Rican artist Pseudomero spent three years gathering material in the Everglades for an installation that asks you to imagine being one inch tall. It is included with admission.

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

📰 What's Happening in Naples

🔗 A Judge Ended Mayor Teresa Heitmann's DUI Probation Early
At Tuesday's hearing a Collier judge granted the mayor's motion to end a probation that had been extended to May 2027 over a disputed drug test, after her filing showed every condition met and every fee paid.

🔗 Linda Penniman Resigned From City Council After Her Husband's Death
The former vice mayor and CRA chair stepped down effective September 29, the same day her husband of 57 years, former Conservancy board chair Nicholas Penniman IV, died at Avow Hospice.

🔗 Collier Wants to Extend Veterans Memorial Parkway to US 41
The county has asked the Army Corps of Engineers for a permit to push the road from near Aubrey Rogers High School west to US 41 as another east-west escape from I-75 traffic, and public comment is open until October 22.

🔗 A New Health Plan Could Cost Collier Teachers Thousands
The district is moving from a PPO to a high-deductible plan with one sample deductible jumping from $500 to $3,500, after enrollment fell by 1,700 students and the CFO warned that "the future budget shortfall reserve is gone."

🔗 An Opera House and Amphitheater Plan Moved Forward in East Naples
The Bayshore Gateway Triangle advisory board backed land-sale talks for Theater in the Garden, a $50 to $60 million project from Opera Naples and the Luciano Pavarotti Foundation with a 900-seat theater on about 6.4 acres of county land.

🔗 Commissioners Dropped the Everglades City Outpost Purchase
In a 4-1 vote the county ended talks to buy the 52-acre property for $6.64 million for homes, a boat ramp and an airpark expansion, after Everglades City's mayor and conservation groups lined up against it.

🔗 Naples Manor Residents Rallied Against ICE Over an Alleged Beating
Protesters lined US 41 Friday night and held a candlelight vigil over a September 23 arrest in which video showed agents dragging and punching Isael Trejo, who says he is a U.S. citizen and suffered fractured ribs and a lung injury.

🔗 A Lethal Grass Virus Turned Up in a Naples Neighborhood
Lethal viral necrosis, which has no treatment, kills Floratam St. Augustine lawns within three to five years and spreads on mower blades, so look for yellow streaks in the blades and expect to replace the sod with a resistant variety.

🔗 A Python Ate a Pet Peacock Near Golden Gate Estates
A remover pulled at least five Burmese pythons out of the neighborhood in about a week and a half, including a 9-footer in a peacock enclosure, and the FWC exotic species hotline is 888-483-4681.

🔗 Everglades City Blessed the Stone Crab Fleet Before a Costly Season
The 17th annual Blessing of the Fleet sent crabbers off ahead of the October 15 opener, with fuel costs roughly double last season's but hopes for the catch still high.

🔗 The Naples Pier Rebuild Passed the Halfway Mark on Concrete
The mid-pier pavilion pour is done, the ipe decking comes next, and the city is still aiming to reopen the pier in July 2027, storms permitting.

🔗 The Naples International Film Festival Will Screen 59 Films
The October 22 to 25 lineup at Artis-Naples and Paragon Pavilion was picked from nearly 1,000 submissions, includes 47 premieres from 13 countries and closes with the Naples Philharmonic playing Superman live.

🔗 Hurricane Season Hit October With Zero Hurricanes
The Atlantic has produced eight named storms and not one hurricane, a modern-day record, but October usually brings about three more storms, mostly in the Caribbean and Gulf, and the next name on the list is Isaias.

🔗 NCH Is Adding Specialists to Keep Cancer Patients Close to Home
With 35% of local cancer patients now leaving Southwest Florida for treatment, NCH is adding a breast oncologist in January plus radiation oncology, cardio-oncology and thoracic surgery, backed by a $60 million campaign that is about half funded.

🔗 A Federal Judge Questioned Delayed Sentencings in the Oakes Farms Cases
Judge Sheri Polster Chappell called a hearing after another round of 120-day delays for six defendants, some of whom pleaded guilty more than a year ago in the probe that began with the 2024 raids, and Alfie Oakes himself has not been charged.

🔗 Marco Island Put Code Enforcement on the Water
A new 25-foot city boat now patrols the canals for illegal discharges, construction debris, rotting docks and seawall hazards, and officers can write violation notices without ever leaving the water.