Fall in Naples brings cooler evenings, festive family activities, and community gatherings that make the season feel special. Whether you’re looking for corn mazes, spooky fun, or cultural celebrations, there’s something for everyone this October and November. Here’s your guide to the best local events:
🌽 Festivals & Family Fun
11th Annual Fall Festival & Corn Mazes @ Farmer Mike’s U-Pick
📍 26031 Morton Ave, Bonita Springs, FL
🗓 Weekends, Sept 27 – Nov 2
Family-friendly corn mazes, hayrides, pumpkin patch, food vendors, and more. Haunted maze opens October 4.
Empowerment Farm Fall Festival
📍 2600 Garland Rd, Naples, FL
🗓 Nov 1 • 10:00 am – 2:00 pm
Hayrides, pumpkin patch, farm market, animal encounters, and kids’ crafts.
🌕 Seasonal Nature Experiences
Moon Walk @ Rookery Bay
📍 Rookery Bay National Estuarine Research Reserve, Naples, FL
🗓 Oct 6 (Full Moon Night)
Take a guided moonlit walk with a biologist and experience the reserve in a whole new light.
🦁 Family-Friendly Halloween
Boo at the Zoo @ Naples Zoo
📍 1590 Goodlette-Frank Rd, Naples, FL
🗓 Oct 10 – 12 & Oct 17 – 19 • 9:00 am – 1:00 pm
Trick-or-treating, costumes, kids’ games, and wildlife encounters in a festive setting.
🚗 Community Events
Cars & Coffee 239 — Halloween Edition
📍 Mercato, North Naples, FL
🗓 Oct 19 • 9:00 am – 11:00 am
Car show featuring decorated vehicles, costume contests, and trick-or-treating between cars.
🎭 Downtown Festivities
Halloween Spooktacular — 5th Avenue South
📍 Cambier Park & 5th Avenue South, Naples, FL
🗓 Oct 25, 3:00 pm – 5:00 pm
Live music, trick-or-treating, costume contests (kids, pets, adults), and street performances. Stay for Evening on 5th from 5:00 pm – 8:00 pm with live entertainment along the avenue.
Hallowine @ Mercato
📍 Mercato, 9110 Strada Place, Naples, FL
🗓 Oct 29 • 6:00 pm – 9:00 pm
Sip wine, enjoy bites, and celebrate Halloween with a costume contest, raffles, and photo ops. Proceeds benefit the Naples Gulf Shore Rotary Foundation.
💀 Cultural Celebrations
Día de los Muertos Celebration @ Naples Botanical Garden
📍 4820 Bayshore Dr, Naples, FL
🗓 Nov 1 – 2 • 10:00 am – 4:00 pm
Celebrate life and heritage with altars, traditional dance, live music, family crafts, food, and colorful Catrinas throughout the garden.
✨ Naples offers so many ways to enjoy fall—whether you’re strolling through a corn maze, enjoying live music downtown, or celebrating culture with family and friends. And if you’re also considering making a move in Naples this season, I’d love to help you find the perfect home to match your lifestyle.
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