🌴 Naples Week Ahead

Courtyard Movies, Wine Tasting & Beach Carols

Get ready for a magical Christmas Week in Paradise! 🎄✨ 

Naples is glowing with holiday cheer, family-friendly fun, and community celebrations. From candlelit beach carols to festive markets, special Christmas services, and cozy nights out, here’s your insider look at the most popular happenings around town.

We recommend confirming details with event hosts for the most current information.

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🍽️ Food & Dining

Movie in THE COURTYARD
📅 Date: Monday, December 22, 2025
⏰ Time: 6:00 PM
📍 Location: Boston Beer Garden Naples
🍿 Details: Dinner-and-a-movie vibes—grab a bite, then settle in for an easy night out.

"Out West" Wine Tasting Event
📅 Date: Tuesday, December 23, 2025
⏰ Time: 7:00 PM
📍 Location: Naples Wine Bar
🍷 Details: Sip and sample your way through a cozy tasting night—perfect for a midweek treat.

Third Street South Farmers Market
📅 Date: Saturday, December 27, 2025
⏰ Time: 7:30 AM
📍 Location: Third Street South Farmer's Market - Naples, Florida
🛍️ Details: Stroll the stalls for local finds, seasonal goodies, and a relaxed Naples vibe.

👨‍👩‍👧‍👦 Family Activities

Candlelight Christmas Carols at the Beach
📅 Date: Wednesday, December 24, 2025
⏰ Time: 5:00 PM
📍 Location: Lowdermilk Park Beach, Naples fl
🎄 Details: Bring a blanket and sing along—an easy, feel-good holiday moment by the water.

Family Game Night Improv Comedy Show
📅 Date: Saturday, December 27, 2025
⏰ Time: 7:30 PM
📍 Location: Naples Players Sugden Theater
🎲 Details: Laugh, play, and mingle—great for groups and anyone craving a fun night out.

Mom Monday
📅 Date: Monday, December 22, 2025
⏰ Time: 5:00 PM
📍 Location: 3555 Bayshore Dr., Naples, FL, United States, Florida 34112
💛 Details: A welcoming meet-up to connect, unwind, and start the week with good company.

Christmas Eve - Family Service
📅 Date: Wednesday, December 24, 2025
⏰ Time: 3:00 PM
📍 Location: 5200 Crayton Road, Naples, FL, United States, Florida 34103
🕯️ Details: A warm, family-friendly holiday service to reflect and celebrate together.

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🎶 Concerts & Live Music

Jazz Night, The Best Night in Naples FL
📅 Date: Friday, December 26, 2025
⏰ Time: 8:00 PM
📍 Location: 2408 Linwood Avenue, Naples, FL, United States, Florida 34112
🎷 Details: Settle in for a smooth jazz night—classic tunes and a laid-back crowd.

🙏 Holiday Services

Christmas Services at Trinity-by-the-Cove
📅 Date: Wednesday, December 24, 2025
⏰ Time: 4:00 PM
📍 Location: 553 Galleon Dr, Naples, FL
🙏 Details: A peaceful option if you’re looking to add a little tradition to your week.

Christmas Services
📅 Date: Wednesday, December 24, 2025
⏰ Time: 4:30 PM
📍 Location: Grace of Naples Lutheran Church and Preschool
🙏 Details: A peaceful option if you’re looking to add a little tradition to your week.

🧘 Wellness & Outdoors

SWFL Critical Mass Naples Ride
📅 Date: Saturday, December 27, 2025
⏰ Time: 7:00 PM
📍 Location: Gordon River Greenway Parking Lot 1596 Golden Gate Pkwy Naples, FL 34105
🚴 Details: Roll with the group for a community ride—lights, wheels, and good energy.

Floating Sound Bath Experience
📅 Date: Monday, December 22–Monday, December 29, 2025
⏰ Time: All day
📍 Location: 3212 Bayshore Drive, Naples, FL
🧘 Details: A calming sound bath session designed for deep relaxation and reset.

🛍️ Markets & Shopping

Sell Sunshine This Weekend ☀️
📅 Date: Saturday, December 27–Sunday, December 28, 2025
⏰ Time: All day
📍 Location: Kings Lake Square Publix Plaza, 4888 Davis Boulevard, Naples, FL 34104
🛍️ Details: Stroll the stalls for local finds, seasonal goodies, and a relaxed Naples vibe.

Friday December 26, Naples, In-Person Public Auction! Art, Jewelry and Rolex
📅 Date: Friday, December 26, 2025
⏰ Time: 2:30 PM
📍 Location: Hyatt House Naples 5Th Avenue
🔨 Details: Browse and bid on standout items—great for collectors and curious bargain hunters.

🏨 Conferences & Meetups

2025 AO Gulf Getaway Annual Convention
📅 Date: Thursday, December 25–Monday, December 29, 2025
⏰ Time: All day
📍 Location: Naples Grande Beach Resort
🏨 Details: A multi-day meetup for members and guests—expect networking and scheduled activities.

⚠️ Please verify event details and availability with the respective venues or organizers, as schedules may change.

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Naples, Florida News Highlights

🔗 State OKs Major Conservation Easements Touching Collier County
Florida approved large conservation easements that include nearly 11,000 acres in the Caloosahatchee–Big Cypress Corridor, aimed at protecting wildlife habitat (including panther corridors) while keeping working lands in use.

🔗 Collier Opens 2026–27 HUD & SHIP Grant Cycle for Housing and Community Projects
The county announced the PY2026–2027 application cycle for federal and state housing/community funds (CDBG, HOME, ESG, SHIP), which can shape affordable housing, resiliency repairs, and related services countywide.

🔗 Safe Haven Baby Box Installed at Collier County EMS Station 76
Collier County EMS highlighted a newly installed Safe Haven Baby Box in Naples, offering a secure, anonymous surrender option under Florida’s Safe Haven Law to help protect newborns and families in crisis.

🔗 Collier Sets Aside Land for a State Veterans’ Nursing Home Campus
The county is dedicating 23.59 acres at the Golden Gate Golf Course property for a veterans long-term care campus, including skilled nursing, caregiver respite, therapy, and other veteran-focused resources.

🔗 Max A. Hasse Jr. Park Playground Upgrade Planned in Naples
Collier County announced a playground replacement project at Max A. Hasse Jr. Community Park, part of broader park amenity upgrades that can affect neighborhood recreation access for weeks to come.

🔗 Winter Break Operations at Sun-N-Fun Lagoon (North Collier Regional Park)
The county published a winter-break operating plan for Sun-N-Fun Lagoon, signaling continued investment in local recreation amenities that many residents use when family visits or grandkids are in town.

🔗 Immokalee CRA Board Walking Tour Focused on Main Street Improvements
A CRA board walking tour was noticed for review of the MSTU district/Main Street area—part of longer-term redevelopment work that can influence county economic growth and service planning.

🔗 Code Enforcement Special Magistrate Hearing Scheduled at the Collier Government Center
Collier County posted notice of a Special Magistrate hearing process—relevant for homeowners because outcomes can affect property compliance expectations, liens, and neighborhood standards.

🔗 Domestic Animal Services Advisory Committee Hybrid Meeting Notice
A public meeting notice outlines how residents can participate and track animal services policy discussions, which can influence shelter practices and pet-related county rules over time.

🔗 Contractor Licensing Board Public Meeting Notice
The county posted a public meeting notice tied to contractor licensing—an area that directly impacts consumer protection, complaint handling, and renovation/remodeling quality in a high-construction market like Naples.

🔗 County Notice on Prescribed Burns Across Conservation Collier Preserves
Collier’s Conservation Collier program published a notice that prescribed burns may occur across multiple preserves through spring, a long-range land-management effort that can affect smoke conditions and habitat health.

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