Why Fall in Naples Is So Special
Naples may not turn red and gold in autumn, but it still knows how to celebrate the season in style. October and November bring cooler breezes, fewer crowds, and a packed calendar of community events—from car shows and conservation galas to outdoor festivals, art walks, and foodie fun. Sign up for a monthly newsletter of local events HERE
Here’s your curated guide to what’s happening around Naples this fall:
Cars & Coffee 239 at Mercato
When: Sunday, October 19 & Sunday, November 16, 2025 | 9:00 AM – 11:00 AM
Where: Mercato Shops, North Naples
A must-do monthly event for auto lovers and weekend wanderers alike. Stroll among exotic and classic cars while sipping local coffee, enjoying live music, and supporting great causes.
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October 19: Halloween Edition featuring BMWs – Benefits SNIP Collier
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November 16: Featuring British Cars – Supports Our Daily Bread Food Pantry
Admission is free, and VIP parking on the lawn is available with a donation. It’s a social, scenic, and charitable way to kick off your Sunday morning.
Naples Zoo Gala
When: Thursday, November 6, 2025
Where: Naples Zoo at Caribbean Gardens
One of the most elegant evenings in Naples, this annual gala supports wildlife conservation and educational programming. Though this year’s event is already sold out, a waiting list is available via NaplesZooGala.org. A great reminder to mark your calendar early for next year!
Everglades Seafood & Music Festival
When: Early October (check local listings for exact dates)
Located just a short drive from Naples, this festival delivers fresh-caught seafood, live regional bands, and a fun, small-town Florida vibe. Bring your appetite for oysters, shrimp baskets, and gator bites.
Explore Corkscrew Swamp Sanctuary
Fall is prime time for a peaceful walk among old-growth cypress trees, rare birds, and serene swamplands. October and November offer fewer mosquitoes and better wildlife visibility. It’s a hidden gem for nature lovers and photographers.
Naples Stone Crab Festival
When: October 25–27, 2025
Where: Naples Waterfront (Tin City & Bayfront)
Celebrate the start of stone crab season with live music, fresh seafood, and waterfront festivities. It's one of Naples' signature fall events and a delicious way to welcome cooler days.
Halloween Happenings Around Naples
From haunted walking tours downtown to spooky cocktail specials at local lounges, Naples gets festive in late October. Check out events at The Naples Players, Riptide Brewing, and neighborhood trunk-or-treats.
Naples Botanical Garden – Fall Blooms & Events
The gardens are alive with color in fall! Look for seasonal exhibits, plant sales, and family-friendly programming. A great place to enjoy Florida's subtropical beauty without summer's heat.
Evening on Fifth (Art & Music Walks)
When: Every Second Thursday – October 10 & November 14, 2025
Where: Fifth Avenue South, Downtown Naples
Live music, street performers, and open galleries turn Fifth Avenue into an art-filled block party. A perfect date night or outing with friends.
Kayak & Paddleboard Tours
Cooler weather means more pleasant paddling through the Ten Thousand Islands or along the Gordon River Greenway. Look for guided eco-tours that include manatee or dolphin sightings—ideal in early mornings.
Fall Food & Wine Tastings
Keep an eye on local restaurants and wine bars like The French, Osteria Tulia, and Bleu Provence for seasonal pairing dinners and wine tasting events throughout November.
Local Insight Tip:
Want a quieter beach day? Head to Seagate Beach or North Gulfshore Beach midweek in November—you’ll find soft breezes, golden light, and way fewer beachgoers. Sign up for a monthly newsletter of local events HERE
Event | Date(s) | Details |
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Cars & Coffee 239 at Mercato | Oct 19 & Nov 16 | Sunday mornings of car admiration, coffee, live music, and local charity support |
Naples International Film Festival | Oct 23–26 | Four days of indie film screenings, parties, and scenic garden and indoor events |
Naples Zoo Gala | Nov 6 | A glamorous evening supporting wildlife conservation (currently sold out—waiting list available) |
Everglades Seafood & Music Festival | Early Oct | Fresh seafood, live bands, and small-town Florida charm |
Naples Stone Crab Festival | Oct 25–27 | Waterfront food fest celebrating the stone crab season in full swing |
Evening on Fifth – Art Walk | Oct 10 & Nov 14 | Galleries, street performers, and music turn Fifth Avenue South into an art‑filled night out |
Botanical Garden Fall Events | Oct–Nov | Blooms, plant sales, and seasonal exhibits in lush subtropical gardens |
Haunted Tours & Spooky Fun | Late October | Ghost tours, trunk-or-treats, and haunted happenings across town |
Kayak & Paddleboard Eco Tours | Oct–Nov | Cooler weather makes for peaceful paddling—mangroves, manatees, and more |
Fall Wine & Food Tastings | November | Seasonal pairing dinners and tastings at local favorites like Bleu Provence and The French |
Naples Botanical Garden Night Lights – Teaser | Late Nov | Early holiday atmosphere with lights, festivities, and garden magic |
Looking Ahead to December...
November ends with twinkling lights and Naples’ first holiday events—like the Christmas on Third Tree Lighting and the opening of the Night Lights in the Garden at Naples Botanical Garden. Stay tuned for our full Holiday Events blog! Sign up for a monthly newsletter of local events HERE
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