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- 🌴 Naples Spooktacular Week
🌴 Naples Spooktacular Week
Your Weekly Arts & Music Schedule
Your inside look at Naples' standout events for the week ahead.
Here's what local organizers have planned for you.
We recommend confirming details with event hosts for the most current information.
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🎃 Special Halloween & Seasonal Events
Trunk or Treat
📅 Date: Friday, October 24, 2025
⏰ Time: 6:30 PM
📍 Location: 215 Airport Pulling Rd N, Naples, FL
🍬 Details: Celebrate Halloween with this safe and fun trunk-or-treat event perfect for children of all ages.
Fall Festival: Pumpkin Patch, Trunk or Treat & Silent Auction
📅 Date: Friday, October 24, 2025
⏰ Time: 5:30 PM
📍 Location: Naples, FL
🎪 Details: Experience a complete fall celebration with pumpkin patches, trunk-or-treating, silent auction, and family activities all in one festive event.
Mini Pumpkin Painting at Naples Regional Library
📅 Date: Thursday, October 23, 2025
⏰ Time: 2:00 PM
📍 Location: Naples Regional Library
🎨 Details: Children can enjoy a creative afternoon painting mini pumpkins at this free library event.
Boo-Tique Trick or Treat!
📅 Date: Sunday, October 26, 2025
⏰ Time: 10:00 AM
📍 Location: Naples, FL
👻 Details: Shop and trick-or-treat at this unique boutique event combining Halloween fun with local shopping.
Howl-O-Ween
📅 Date: Saturday, October 25, 2025
⏰ Time: 2:00 PM
📍 Location: 3555 Bayshore Dr., Naples, FL
🐾 Details: Bring your furry friends to this pet-friendly Halloween celebration featuring activities for dogs and their owners.
Farmer Mike’s 11th Annual Fall Festival & Corn Mazes
📅 Date: Sept 27–Nov 2, 2025 (Haunted Corn Maze nights: Oct 17–18, 23–25, 31 & Nov 1)
⏰ Time: Fri 6:00–9:30 PM; Sat 9:00 AM–10:00 PM; Sun 9:00 AM–9:00 PM
📍 Location: 26031 Morton Ave, Bonita Springs, FL
🛒 Details: Family & haunted corn mazes, pumpkin patch, vendors, and “flashlight night” Sundays.
Boo at the Zoo
📅 Date: Oct 10–12 & 17–19, 2025
⏰ Time: See site
📍 Location: Naples Zoo at Caribbean Gardens, 1590 Goodlette-Frank Rd N, Naples, FL
🛒 Details: The zoo transforms with costumed characters and trick-or-treating for kids 12 and under.
Halloween Spooktacular (CMON)
📅 Date: Saturday, Oct 18, 2025
⏰ Time: 10:00 AM–12:00 PM; 1:00–3:00 PM; 4:00–6:00 PM
📍 Location: Golisano Children’s Museum of Naples (CMON), Naples, FL
🛒 Details: Not-so-scary costumes, games, and trick-or-treating—timed entry only.
5th Avenue South Halloween Spooktacular & Porsche Naples Trunk or Treat
📅 Date: Saturday, Oct 25, 2025
⏰ Time: 3:00–5:00 PM (Cambier Park/Park St.); 5:00–8:00 PM (Evening on Fifth)
📍 Location: Cambier Park & Park Street + along 5th Avenue South, Naples, FL
🛒 Details: Family festivities, trunk-or-treat, and live music up and down 5th Ave.
City of Cape Coral Trunk or Treat & Halloween Movie
📅 Date: Friday, Oct 24, 2025
⏰ Time: 5:00–8:30 PM (movie at 7:00 PM; drone show 8:30 PM)
📍 Location: Cape Coral City Hall, 1015 Cultural Park Blvd, Cape Coral, FL
🛒 Details: Candy-filled trunks, games, scavenger hunt, costume contest, outdoor movie & drone show.
Mid-Cape Trunk or Treat (Mercola Market)
📅 Date: Friday, Oct 17, 2025
⏰ Time: 5:00–7:00 PM
📍 Location: 125 SW 3rd Pl, Cape Coral, FL
🛒 Details: Decorated trunks, food, music, yard games, photo ops—family fun.
Tamiami Ford Trunk of Treats
📅 Date: Saturday, Oct 18, 2025
⏰ Time: 10:00 AM–1:00 PM
📍 Location: 1471 Airport-Pulling Rd N, Naples, FL
🛒 Details: Free family fest with costume contest (ages 0–16), games, Kona Ice, vendors & more.
🍽️ Food & Dining
You're Invited To Preview Santa Barbara Place This Weekend!
📅 Date: Saturday-Sunday, October 25-26, 2025
⏰ Time: Various hours
📍 Location: Santa Barbara Place, Naples, FL
🍷 Details: Experience an exclusive preview of Santa Barbara Place featuring culinary delights and special tastings in this upscale Naples venue.
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👨👩👧👦 Family-Friendly Activities
Fright Night at the City
📅 Date: Saturday, October 25, 2025
⏰ Time: 6:00 PM
📍 Location: Fleischmann Park
🎃 Details: Enjoy a spooktacular night of bounce houses, games, music, candy and more at this exciting Halloween celebration hosted by the City of Naples.
Hoots & Hisses - Community Event
📅 Date: Saturday, October 25, 2025
⏰ Time: 9:30 AM
📍 Location: 1495 Smith Preserve Way, Naples, FL
🦉 Details: Join the annual Halloween event at the Nature Center featuring family-friendly activities with owls, snakes, and other creatures.
2nd Annual Trunk or Treat at Journey Church
📅 Date: Wednesday, October 22, 2025
⏰ Time: 6:00 PM
📍 Location: Journey Church, Naples, FL
🚗 Details: Bring the family for this popular trunk-or-treat event featuring decorated car trunks, candy, games, and community fun.
Dog Dayz @ The K9 Shop
📅 Date: Sunday, October 26, 2025
⏰ Time: 1:00 PM
📍 Location: Naples, FL
🐕 Details: Enjoy a fun-filled day designed for dogs and their families with activities, treats, and socializing.
Bayshore District Presents: Halloween Pumpkin Carving
📅 Date: Saturday, October 25, 2025
⏰ Time: 12:00 PM
📍 Location: Bayshore District, Naples, FL
🎃 Details: Join the community for pumpkin carving fun at the Bayshore District with all supplies provided.
🎵 Music & Entertainment
The Dazzling DelRays - Pinchers Tin City Stone Crab Fest 10/26
📅 Date: Sunday, October 26, 2025
⏰ Time: 2:00 PM
📍 Location: Pinchers Tin City, Naples, FL
🎶 Details: Experience live music from The Dazzling DelRays at the Stone Crab Festival featuring fresh seafood and waterfront entertainment.
Jazz Night, The Best Night in Naples FL
📅 Date: Saturday, October 25, 2025
⏰ Time: 7:00 PM
📍 Location: Naples, FL
🎷 Details: Enjoy an evening of smooth jazz performances at one of Naples' premier music venues.
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🎭 Arts & Culture
Harry Potter trivia at Ankrolab
📅 Date: Wednesday, October 22, 2025
⏰ Time: 7:00 PM
📍 Location: Ankrolab Brewing, Naples, FL
⚡ Details: Test your wizarding knowledge at this Harry Potter-themed trivia night featuring prizes, themed drinks, and magical fun.
Diwali Party at the Bayshore District
📅 Date: Tuesday, October 21, 2025
⏰ Time: 6:00 PM
📍 Location: Bayshore District, Naples, FL
🪔 Details: Celebrate the Festival of Lights with traditional food, music, and cultural activities at this community Diwali celebration.
ANI Artist Exhibition
📅 Date: Sunday, October 26, 2025
⏰ Time: 2:00 PM
📍 Location: Naples, FL
🖼️ Details: Explore contemporary artworks at this featured artist exhibition showcasing local and regional talent.
🏃 Sports & Recreation
Walk the Talk Naples
📅 Date: Saturday, October 25, 2025
⏰ Time: 9:00 AM
📍 Location: Naples, FL
👟 Details: Join fellow community members for a morning walk promoting health, wellness, and meaningful conversation.
RedSnook Catch & Release Charity Fishing Tournament
📅 Date: Friday-Sunday, October 24-26, 2025
⏰ Time: All Day Event
📍 Location: Naples, FL
🎣 Details: Participate in this multi-day catch-and-release fishing tournament supporting local charities while enjoying Southwest Florida's waters.
🎪 Other Events
🐍 Meet Dusty "Wildman" Crum — The Python Hunter!
📅 Date: Saturday, October 25, 2025
⏰ Time: 5:00 PM
📍 Location: Naples, FL
🐍 Details: Meet the famous Python Hunter and learn about Florida's invasive species challenges through this educational and entertaining presentation.
Seeing the Bigger Picture- Setting the Stage for Success
📅 Date: Tuesday, October 21, 2025
⏰ Time: 5:30 PM
📍 Location: Naples, FL
💼 Details: Attend this professional development workshop focused on goal-setting and strategic planning for personal and business success.
WOMEN IN BUSINESS NETWORKING TRIBE-OCTOBER Meeting
📅 Date: Monday, October 20, 2025
⏰ Time: 6:15 PM
📍 Location: Naples, FL
👩💼 Details: Network with fellow businesswomen at this monthly gathering featuring speakers and collaboration opportunities. Bring a guest and wear Halloween or fall attire!
⚠️ Please verify event details and availability with the respective venues or organizers, as schedules may change.
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Naples, Florida News Highlights
🔗 Collier Commission Approves Second Costco for East Naples
After a lengthy Oct. 14 hearing, commissioners cleared two petitions for a second Costco with gas pumps, adding big-box retail and competition to the east-side market.
🔗 Paraiso Members-Only Beach Club Wins Unanimous OK in North Naples
The board voted 5-0 on Oct. 14 to approve land-use/zoning petitions for a private beach club in North Naples, moving a significant waterfront project forward.
🔗 Hoffmann Family Back Buying on Fifth Avenue South
Hoffmann Commercial Real Estate is under contract to purchase a prime Fifth Ave. South retail property, signaling renewed local investment from the longtime Naples players.
🔗 County Launches Beach Renourishment for Vanderbilt & Pelican Bay
Crews will place roughly 216,000 tons of sand starting late October, with Vanderbilt targeted to wrap by early December and Pelican Bay by mid-January 2026.
🔗 Friends of the Everglades Sues State over Public Records
The environmental group filed suit Oct. 14 alleging delays in accessing emergency-management documents—part of an ongoing transparency fight affecting water and growth policy.
🔗 Moorings Park Taps AI to Redefine Healthy Aging
The luxury senior-living community is weaving AI and new tech into care at its newest complex—of interest to residents weighing advanced aging-in-place options.
🔗 County Issues 30-Day Comment Window on 10-Year Transit Plan
Officials opened a month-long public comment period (posted Oct. 16) on the draft Transit Development Plan, shaping bus service and mobility priorities for the next decade.
(Tip: open the county site’s News section and look for the Oct. 16 “30-Day Public Comment Period Announced” post.)
🔗 Collier Community Foundation Marks 40 Years with $650K in Grants
At a milestone event Oct. 17, the foundation awarded surprise grants to local nonprofits—fresh funding that will influence services well beyond this week.
🔗 ‘Swatting’ Hoax Prompts Extra Patrols at Area Schools
Law enforcement said Oct. 15 that false threats impacted districts across SWFL, prompting heightened security; awareness remains relevant to families and school staff.
🔗 Collier Commission Proclaims Oct. 14 ‘Charlie Kirk Day’
Commissioners backed a local day of remembrance aligning with a national resolution; the designation adds a recurring observance to the county calendar.
🔗 Restaurant & Food-Truck Inspections: Week of Oct. 6–12
This roundup details recent perfect scores and violations—useful for dining decisions into the coming weeks.
🔗 AG’s Office Sues Roku in Collier Circuit Court over Children’s Data
A complaint filed in local court alleges unlawful handling of minors’ personal information—an early step in litigation Naples-area families may want to follow.
🔗 Immokalee Housing & Community Center Project Advances
The Immokalee Fair Housing Alliance reported construction progress Oct. 16 on 128 affordable apartments and a community center, addressing a persistent county housing need.
🔗 ‘No Kings’ Demonstrations Draw Crowds in Naples on Oct. 18
Organizers and residents rallied downtown as part of a nationwide protest; the civic moment may shape ongoing local discussion about national politics.