Fall in Naples: Festivals, Food & Fun Under the Sun
Planning on spending some time in Naples this fall? You won’t find apple orchards or sweater weather here — but you will find sunshine, seafood festivals, wine walks, haunted corn mazes, and plenty of local traditions worth experiencing.
Between mornings at the beach, afternoons on the golf course, and evenings dining al fresco, carve out some time for these annual events that make Naples so special in the fall.
October Events
Theater Season Kickoff
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And Then There Were None – The Naples Players (Oct 1–19)
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Carrie: The Musical – Arts Bonita (Oct 3–12)
Barktober Fest – Gulf Coast Town Center (Oct 4)
Bring your pup and join in the seasonal fun.
Farmer Mike’s U Pick Fall Festival (Oct 4, 10, 11, 17, 18, 24, 25, 31)
A family-friendly classic with hayrides, pumpkin patches, and a haunted corn maze.
Naples Rocktoberfest Half Marathon & 5K – North Collier Regional Park (October 5)
Lace up for this festive fall race.
Boo at the Zoo (Oct 10–12, 17–19)
A Naples Zoo tradition — safe, family-friendly Halloween fun.
Howl-O-Ween – Great Wolf Lodge (Oct 11–31)
All month long, the lodge transforms with spooky games, costumes, and kid-friendly activities.
Goblin Market – Riptide Brewing (Oct 18)
Craft beer meets Halloween vibes.
Haunted Hoedown – Mercato (Oct 21)
Western flair meets spooky fun at Naples’ favorite lifestyle center.
Stone Crab Festival – Tin City (Oct 24–26)
This one is pure Naples: fresh stone crab claws, live music, vendors, and waterfront views.
Naples International Film Festival – Artis Naples (Oct 25–27)
For the culture lovers: over 60 independent films, filmmaker talks, and four days celebrating cinema.
Halloween Spooktacular – Fifth Avenue South (Oct 25)
A Cambier Park tradition with live music, costumes, dancing, and family fun.
Hallowine – Mercato (Oct 29)
The largest fundraising event hosted by Naples Gulf Shore Rotary. Dress up or don’t — either way, enjoy the wine walk for a good cause.
November Favorites
USA TODAY Wine & Food Experience – Paradise Coast Sports Complex (Nov 15)
Taste creations from acclaimed chefs, sip from top mixologists and sommeliers, and enjoy live demos and music.
Dia de los Muertos Celebration – Perry Hotel Tigress Rooftop (Nov 1)
Celebrate with vibrant colors, music, and rooftop views.
Why Fall in Naples Feels Different
Naples in the fall is proof that life here isn’t just about beaches and golf. We’ve got farmers markets overflowing with local flavor, family-friendly traditions, arts and culture, and yes — plenty of seafood and cocktails under the sun.
Wherever you spend your time this season, you’ll find something memorable. And maybe, just maybe, you’ll start to see why so many of us say Naples is the best place to call home.
