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Your Guide to October in Naples, FL: Festivals, Halloween Events & Local Fun
Robert Desiano
October 01, 2025
October is when Naples truly comes alive. The heat eases, the air feels lighter, and the city kicks into high gear with art walks, seafood festivals, family outings, and Halloween fun. Whether you’re planning nights out, family adventures, or foodie weekends, here’s your ultimate October guide.
🍂 Why October Shines in Naples
Comfortable weather: Warm days, breezy evenings — perfect for outdoor fun.
Festival season returns: From art to seafood to spooky events, the calendar fills fast.
Nature’s best moments: Clearer water, bird migrations, and lush landscapes.
🎉 Featured October Events
Event | Date & Time | Location | Admission | What to Expect |
|---|---|---|---|---|
🎨 Evening on Fifth Art Walk | Thu, Oct 10 · 6–9 PM | Fifth Avenue South | Free | Downtown stroll filled with art, live music, and culture. |
🎃 City of Naples Halloween Hustle 5K | Fri, Oct 10 · 6–8 PM | Baker Park | Registration required | A scenic sunset race along the Gordon River — costumes welcome. |
🚗 Cars & Coffee: Halloween Edition | Sun, Oct 19 · 9–11 AM | Mercato | Free | Exotic cars, coffee, and a festive Halloween twist. |
🎬 Movies on the Lawn: Hotel Transylvania | Tue, Oct 21 · Sunset | Mercato Lawn | Free | Outdoor family movie night under the stars. |
🦀 Stone Crab Festival | Oct 24–27 · All day | Tin City & Naples Waterfront | Free | Kick off stone crab season with seafood, music, and waterfront fun. |
🎃 City of Naples Halloween Party | Sat, Oct 25 · 6–8 PM | Fleischmann Park | Free | Family-friendly Halloween celebration with food trucks, games, and music. |
🦁 Boo at the Zoo | Oct Various Dates· 9 AM–4 PM | Naples Zoo | Zoo admission | Trick-or-treat stations, costumes, and animal encounters in a Halloween setting.⛳ 7th Annual Feeding Dreams Golf Tournament |
⛳ 7th Annual Feeding Dreams Golf Tournament | Thursday, October 30, 2025 · 8:00 AM – 3:00 Pm | Treviso Bay, 9800 Treviso Bay Blvd, Naples | Registration / entry fee (scramble, best-ball format) | Continental breakfast, silent & live auctions, lunch buffet, cocktails, prizes — proceeds support Feeding Dreams’ mission to provide meals to children & families in Florida |
⛳ YMCA’s Chipping In To Change Lives Golf Tournament | Saturday, October 11, 2025 · Registration 7:30 AM, Shotgun start 8:30 AM, Awards Luncheon around 12:00 PM | JW Marriott Rookery Golf Course, 3433 Club Center Blvd, Naples | Entry fee ($225 individual / $850 team) | A charitable golf tournament with awards luncheon, community support, and a chance to play one of Naples’ premium golf courses |
🌟 More October Happenings
Farmers markets: Fresh produce, artisanal foods, and live music return.
Outdoor concerts: Evenings are ideal for live performances.
Art & gallery nights: Local talent takes center stage across town.
Nature tours: Birding, kayaking, and eco-walks shine this season.
🏝️ Naples Spots to Explore
Fifth Avenue South & Third Street South: Boutiques, galleries, and restaurants with evening events.
Naples Pier & Lowdermilk Park: Iconic sunset and sunrise spots.
Corkscrew Swamp Sanctuary: Fall bird migrations and nature boardwalks.
Clam Pass & Delnor-Wiggins: Quieter beaches, shelling, and kayaking.
✔️ October Tips
Arrive early at community events for best parking and space.
Dress smart: breathable fabrics by day, light layers for cooler nights.
Book ahead: Festivals and Mercato restaurants fill fast.
Sun protection: Sunscreen and hydration are still essential.
Costumes: Many events encourage or reward dressing up!
🗓️ Final Word
October in Naples blends art, food, nature, and Halloween festivities into one vibrant month. Whether it’s running along the Gordon River at sunset, cracking fresh stone crabs at Tin City, or trick-or-treating at the zoo, there’s something for everyone.