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 pmLocation: 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 MercatoDates: Thurs, Oct 23 (4-7 pm) & Fri, Oct 24 (4-7 pm)Location: Mercato, 9110 Strada Place, NaplesWhat: 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 & LuncheonDate: Wednesday, Oct 29, 11 am-3 pmVenue: Lunch at Ocean Prime (699 5th Ave S) followed by runway show at Sugden Plaza, NaplesCause: 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 MarketWhen: Saturday, Oct 25, 7:30 am-11:30 amWhere: Third Street South between Broad Ave S & 13th Ave S, NaplesWhat: 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 MarketWhen: Saturday, Oct 26, 8:00 am-1:00 pmWhere: Galleria Shoppes at Vanderbilt, 2355 Vanderbilt Beach RdWhat: 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 FestivalWhen: Oct 23-26, 2025Where: 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 GardenWhen: 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 pmWhere: 5th Avenue South, NaplesWhat: 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 ClubWhen: 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 |
