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- 🌴 Naples Week Ahead
🌴 Naples Week Ahead
Boat Show Weekend, Stone Crab Saturdays & Live Music Nights
Naples is in its “best-of-winter” groove right now, sunny days, glowing evenings, and a calendar that makes staying in feel like a missed opportunity. ✨ This week is packed with the kind of plans that reset your mood: great bites, big community weekends, and live music that turns an ordinary night into a memory. Choose one headline event, add a cozy dinner or a beachy wellness moment, and let your week feel beautifully full.
We recommend confirming details with event hosts for the most current information.
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🍽️ Food & Dining
LCF Alumni Association - Wine Down Wednesday
📅 Date: Wednesday, January 21, 2026
⏰ Time: 5:30 PM
📍 Location: 1200 Central Ave, Naples, FL 34102
🍷 Details: A relaxed midweek meet-up that pairs easy conversation with a “treat-yourself” vibe.
Wine Pairing Dinner
📅 Date: Wednesday, January 21, 2026
⏰ Time: 6:00 PM
📍 Location: 1901 Gulf Shore Blvd N, Naples, FL 34102
🍽️ Details: A cozy, flavor-forward evening designed for anyone who loves a curated bite-and-sip experience.
Third Street South Farmers Market
📅 Date: Saturday, January 24, 2026
⏰ Time: 7:30 AM
📍 Location: Third Street South Farmer’s Market - Naples, Florida
🛍️ Details: Start the weekend the Naples way—fresh finds, local makers, and that perfect morning stroll energy.
Stone Crab Saturdays at Celebration Park
📅 Date: Saturday, January 24, 2026
⏰ Time: 10:00 AM
📍 Location: Celebration Park Naples
🦀 Details: Waterfront food-truck vibes meet a local favorite—perfect for a daytime bite with friends.
Mediterranean Mezze
📅 Date: Saturday, January 24, 2026
⏰ Time: 3:00 PM
📍 Location: Moorings Presbyterian Church
🥙 Details: A warm, community-style gathering with Mediterranean-inspired flavors.
English Afternoon Tea
📅 Date: Sunday, January 25, 2026
⏰ Time: 3:30 PM
📍 Location: Sunburst Cafe
🫖 Details: Slow down your Sunday with a classic tea-time moment—cozy, elegant, and calm.
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👨👩👧👦 Family Activities
FBC at the Naples Boat Show
📅 Date: Thursday–Sunday, January 22–25, 2026
⏰ Time: All day
📍 Location: Sugden Regional Park
⛵ Details: A big weekend outing—browse boats, explore exhibits, and enjoy the buzz of a major Naples showcase.
Naples Boat Show | Naples Boat Mart
📅 Date: Thursday–Sunday, January 22–25, 2026
⏰ Time: All day
📍 Location: Naples Boat Show
⚓ Details: A strong pick if you’re into boating, browsing, and a lively weekend atmosphere.
Naples Boat Show | Walker’s Marine
📅 Date: Thursday–Sunday, January 22–25, 2026
⏰ Time: All day
📍 Location: Sugden Regional Park
🚤 Details: Another boat-show option—great for comparing styles, features, and weekend-day plans.
Naples Boat Show | Marina Mikes
📅 Date: Thursday–Sunday, January 22–25, 2026
⏰ Time: All day
📍 Location: Naples Boat Show
🌊 Details: A browse-and-wander kind of stop—easy to pair with lunch or a nearby stroll.
All Aboard for Story Time at the Naples Depot Museum
📅 Date: Wednesday, January 21, 2026
⏰ Time: 10:00 AM
📍 Location: Collier County Museums (Naples Depot Museum)
📚 Details: A sweet weekday family plan—perfect for little ones who love stories and discovery.
Women’s March
📅 Date: Tuesday, January 20, 2026
⏰ Time: 2:00 PM
📍 Location: Collier County Courthouse
🤝 Details: A community gathering centered on coming together—show up to support, connect, and be part of something bigger.
Annual New Play Festival at TNP
📅 Date: Sunday, January 25, 2026
⏰ Time: 7:30 PM
📍 Location: 701 5th Ave S, Naples, FL 34102
🎭 Details: A creative night out—fresh performances and theatre energy in the heart of Naples.
🎶 Concerts & Live Music
Grateful Dead Night at Whiskey Park
📅 Date: Saturday, January 24, 2026
⏰ Time: 8:00 PM
📍 Location: Whiskey Park
🎸 Details: A high-energy live night for fans of classic jams and a packed, sing-along crowd.
Startender Night at Whiskey Park
📅 Date: Thursday, January 22, 2026
⏰ Time: 5:30 PM
📍 Location: 3380 Mercantile Ave, Naples, FL 34104
🍸 Details: An upbeat evening that blends nightlife energy with a fun “go-out” atmosphere.
Jive Talkin' USA ~ Bee Gees Tribute
📅 Date: Friday, January 23, 2026
⏰ Time: 7:00 PM
📍 Location: Norris Center
🕺 Details: Big nostalgia, big hooks—perfect if your weekend plan includes singing along.
The King’s Brass In Worship
📅 Date: Sunday, January 25, 2026
⏰ Time: 10:00 AM
📍 Location: 791 Harbour Drive, Naples, FL
🎺 Details: A powerful brass performance with an inspiring, uplifting tone.
A Patriotic Concert
📅 Date: Sunday, January 25, 2026
⏰ Time: 7:00 PM
📍 Location: Grace of Naples Lutheran Church and Preschool
🇺🇸 Details: A heartfelt evening of music designed to leave you feeling proud, grounded, and inspired.
Live Music - Robert Williamson Band
📅 Date: Friday, January 23, 2026
⏰ Time: All day
📍 Location: Naples, FL, United States
🎶 Details: A live-music option to keep on your radar if you’re building a Friday night plan.
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✨ Other Popular Picks
Naples Pride Gala 2026
📅 Date: Saturday, January 24, 2026
⏰ Time: 5:30 PM
📍 Location: Naples Grande Beach Resort
🌈 Details: Dress-up energy, celebration vibes, and a standout evening for the social calendar.
Naples Connect - January Event
📅 Date: Wednesday, January 21, 2026
⏰ Time: 4:30 PM
📍 Location: Bar Tulia
🤝 Details: A friendly networking night—perfect for new connections and a fresh-start mindset.
District Disco Party - Meet up!
📅 Date: Sunday, January 25, 2026
⏰ Time: 3:00 PM
📍 Location: District
🪩 Details: A fun, social meetup with dance-floor energy—great for ending the week on a high note.
Sunset Beach Yoga with Healing Soundbath
📅 Date: Thursday, January 22, 2026
⏰ Time: 5:00 PM
📍 Location: Lowdermilk Park
🧘 Details: A golden-hour reset—movement, breath, and a calming sound bath as the sun goes down.
Sea trial event
📅 Date: Thursday–Sunday, January 22–25, 2026
⏰ Time: All day
📍 Location: Shoppes at Dockside
🚤 Details: A boat-show-adjacent highlight—perfect if you love being around the action and exploring the waterfront scene.
Gulfshore Life HOME Chairs for Charity Event
📅 Date: Thursday, January 22, 2026
⏰ Time: 5:30 PM
📍 Location: MHK Architecture and Planning
🪑 Details: A stylish charity event that blends community spirit with design-focused fun.
Belly dance workshop
📅 Date: Saturday, January 24, 2026
⏰ Time: 10:00 AM
📍 Location: Allstar Dance Studio
💃 Details: A playful, confidence-boosting class—perfect for trying something new.
SES Gala & Auction
📅 Date: Saturday, January 24, 2026
⏰ Time: 5:00 PM
📍 Location: Ritz Carlton- Tiburon
🎟️ Details: A polished gala-style evening—great if you love a dressy night with purpose.
Healing Service 🙌
📅 Date: Tuesday, January 20, 2026
⏰ Time: 6:30 PM
📍 Location: Toll Gate, Naples
💛 Details: A gentle, supportive gathering designed for reflection and renewal.
Diana Krall Tickets
📅 Date: Tuesday, January 20, 2026
⏰ Time: 7:30 PM
📍 Location: Naples, Florida
🎟️ Details: A listing to keep on your radar if you’re planning ahead for a classy live-music night.
Rolex Trade In Event at Bigham Jewelers
📅 Date: Monday–Friday, January 19–23, 2026
⏰ Time: All day
📍 Location: 2425 Tamiami Trl N, Ste 101, Naples, FL 34103
⌚ Details: A specialty event for collectors and curious shoppers—an easy pop-in if you’re nearby.
Spring Into a New Career at AutoZone- Join Us in Naples, Florida!
📅 Date: Tuesday, January 20, 2026
⏰ Time: 10:00 AM
📍 Location: AutoZone
💼 Details: A practical weekday option—great for anyone exploring new work opportunities.
Rest and Restore Beach Pilates Class
📅 Date: Sunday, January 25, 2026
⏰ Time: 5:00 PM
📍 Location: Lowdermilk Beach
🌊 Details: Close out the week with a calm body reset—movement, fresh air, and beach serenity.
⚠️ Please verify event details and availability with the respective venues or organizers, as schedules may change.
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Naples, Florida News Highlights
🔗 Collier County keeps debating South Naples Citrus Grove rezoning
A major proposal to rezone land along Sabal Palm Road for up to 423 homes is still unresolved after hours of public comment, with big concerns around panther habitat, water flow, and wildfire risk.
🔗 Collier County rejects housing plan off Sabal Palm east of Collier Blvd
Commissioners turned down a proposed development in the Sabal Palm Road area, reflecting ongoing tension between growth pressures and environmental/safety concerns in that corridor.
🔗 Immokalee residents push for clarity after Winn-Dixie closure
With a grocery option gone, locals are pressing for clear answers on what’s next and when, highlighting bigger worries about access to essentials in eastern Collier.
🔗 Deadline approaching to request a vote-by-mail ballot for Naples election
If you want a ballot mailed to you for the City of Naples election, there’s a firm cutoff to submit the request—after that, you’ll need another way to vote.
🔗 Naples Pride lawsuit against the city moves forward
A federal court decision keeps the case alive after the city tried to get it dismissed, meaning the legal fight will continue instead of ending early.
🔗 Collier officials warn of an early, intense brush fire season
Dry conditions are raising the risk of fast-moving wildfires, and officials are urging residents to take defensible-space and outdoor-safety precautions seriously.
🔗 Collier County issues an official burn ban
Outdoor open burning of trash and yard waste is prohibited under the countywide ban as drought conditions and low humidity increase wildfire danger.
🔗 Golden Gate Community Pool slides to close for renovations
Repairs and structural improvements are scheduled to begin soon, and the slides are expected to be unavailable for several months while work is completed.
🔗 Dozens of dogs rescued from illegal breeding operation in Golden Gate Estates
Deputies say 50 dogs were removed from unhealthy conditions and a woman was arrested amid allegations tied to unlawful breeding and unlicensed veterinary practices.
🔗 DNA match leads to arrest in a 2004 Collier County sexual battery case
Authorities say a new DNA hit helped identify a suspect decades later, resulting in an arrest and extradition back to Collier County to face charges.