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Fall Fun & Good Deeds: What to do Oct 23-30 in Naples

As cooler breezes drift into the Paradise Coast, this week offers a mix of fun, culture and community impact around Naples. Here’s your curated list of standout happenings from Thursday, Oct 23 through Thursday, Oct 30.
🎗 Giving Back First
Boys & Girls Club of Collier County — “Lights on Afterschool”
Date: Thursday, Oct 23, 4:30 pm-6:30 pm
Location: Nichols Club (7500 Davis Blvd., Naples)
Why go: A chance to see after-school enrichment in action — from STEM to fine arts — and support youth programs in your community.
Tip: Family-friendly, great photo-op, show up at 4:30 for best access.
SNIP Collier Pumpkin Patch at Mercato
Dates: Thurs, Oct 23 (4-7 pm) & Fri, Oct 24 (4-7 pm)
Location: Mercato, 9110 Strada Place, Naples
What: Purchase a pumpkin (all sizes $8) and proceeds go 100% toward pet-over-population programs.
Tip: Bring the kids, snap a “pumpkin selfie,” feature a volunteer.
Why: Combines fun + meaningful cause.
Beverly’s Angels Fashion Show & Luncheon
Date: Wednesday, Oct 29, 11 am-3 pm
Venue: Lunch at Ocean Prime (699 5th Ave S) followed by runway show at Sugden Plaza, Naples
Cause: Supports A.L.I.C.E. (Asset Limited, Income-Constrained, Employed) households in Collier County
Why go: Stylish, charitable, good for a business-and-community angle.
🛍️ Markets + Outdoor Scenes
Third Street South Farmers Market
When: Saturday, Oct 25, 7:30 am-11:30 am
Where: Third Street South between Broad Ave S & 13th Ave S, Naples
What: Fresh local produce, baked goods, flowers, coffee stall, dog-friendly vendors
Why go: It’s Saturday morning under the palms — easy feature for local readers.
Vanderbilt Farmer’s Market
When: Saturday, Oct 26, 8:00 am-1:00 pm
Where: Galleria Shoppes at Vanderbilt, 2355 Vanderbilt Beach Rd
What: 90+ vendors, artisan foods, home décor, pet friendly
Why go: More variety and space — perfect for families or a broader “things to do” list.
🎬 Culture & Evening Out
Naples International Film Festival
When: Oct 23-26, 2025
Where: At various venues around Naples (including Artis—Naples)
What: Independent film screenings, panels and artistic gatherings
Why go: Offers a cultured option beyond shopping/markets.
Music in the Garden at Naples Botanical Garden
When: Select Saturdays, Oct-May; next session expected Oct 25 (2-4 pm)
Where: 4820 Bayshore Dr, Naples
What: Local musicians perform outdoors; bring jacket or blanket and relax in nature. Naples Botanical Garden
Why: Low-key, beautiful setting — a great late morning/early afternoon outing.
Evening on Fifth (Spooktacular Edition)
When: Saturday, Oct 25, 5:00 pm-8:00 pm
Where: 5th Avenue South, Naples
What: Sidewalk live music, Halloween vibes, vendor stalls
Why go: Evening event with fun energy heading toward the weekend. Fifth Avenue South
🔊 Live Performance Highlight
Lil’ Mo Mozzarella at Off The Hook Comedy Club
When: Thursday, Oct 23, 8:30 pm; Friday, Oct 24 also showtime
Where: Off The Hook Comedy Club, Naples offthehookcomedy.com
Why go: Comedic break from the routine — great for date-night or group outing.
🗓 Your Week at a Glance
Date | What to Do | Time | Why It Works |
|---|---|---|---|
Thu Oct 23 | Boys & Girls Club “Lights on” | 4:30-6:30 pm | Youth-program visibility, charity-angle |
Thu Oct 23 | Lil’ Mo Mozzarella comedy show | 8:30 pm | Evening outing, laughs |
Fri Oct 24 | SNIP Pumpkin Patch | 4:00-7:00 pm | Family-friendly cause event |
Sat Oct 25 | Third Street Farmers Market | 7:30-11:30 am | Morning outdoor stroll & local produce |
Sat Oct 25 | Evening on Fifth (Spooktacular) | 5:00-8:00 pm | Evening event with live music & Halloween vibe |
Sat Oct 26 | Vanderbilt Farmer’s Market | 8:00 am-1:00 pm | Larger market, broad vendor variety |
Sat/Sun | Music in the Garden | 2:00-4:00 pm | Nature + music afternoon option |
Wed Oct 29 | Beverly’s Angels Fashion Luncheon | 11:00-3:00 pm | Mid-week charity-brunch event |
Thu Oct 30 | Naples Philharmonic “Montero Plays Rachmaninoff” | 7:30 pm | True cultural night out |