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What’s Happening in Naples This Week: Markets, Music & Holiday Magic
Robert Desiano
December 17, 2025
The countdown to Christmas is officially on, and Naples is leaning all the way into the season. Whether you’re shopping local, sipping wine, singing carols, or looking for something fun to do with the kids, this week is packed with festive energy. Here’s what’s happening around town — plus a few extra gems worth adding to your calendar.
🍽️ Food, Drink & Shopping Experiences
Morning Market at Food & Thought
📅 Sunday, Dec. 21 | ⏰ 9:00 AM | 📍 Food & Thought
Start your Sunday the Naples way — strolling a lively market filled with fresh produce, artisan goods, wellness finds, and specialty items. Grab breakfast, browse, and ease into the day.
French Wines & Cheeses Tasting
📅 Tuesday, Dec. 16 | ⏰ 7:00 PM | 📍 Naples Wine Bar
An elegant midweek escape featuring curated French wines paired with artisanal cheeses. Perfect for date night or wine lovers looking to learn something new.
Sip Generously · Support Boldly · Cure T1D
📅 Wednesday, Dec. 17 | ⏰ 5:30 PM | 📍 Unidos
Cocktails with a cause. Enjoy drinks and bites while supporting Type 1 Diabetes research at this meaningful charity gathering.
Peter Millar – Sip & Shop
📅 Saturday, Dec. 20 | ⏰ 11:00 AM | 📍 1290 Third Street South
Holiday shopping meets hospitality at this upscale event featuring premium menswear, refreshments, and an easygoing Third Street vibe.
Third Street South Holiday Stroll
📅 Saturday evening | 📍 Third Street South
Many shops and galleries stay open late with lights, music, and holiday cheer — perfect for last-minute gifting.
👨👩👧👦 Family-Friendly Fun
A Very Vintage Christmas (Preschool Program)
📅 Wednesday, Dec. 17 | ⏰ 10:00 AM | 📍 Collier County Museums
A nostalgic, hands-on holiday experience designed just for preschoolers, blending vintage charm with seasonal learning.
HUGS Ukulele Performance
📅 Tuesday, Dec. 16 | ⏰ 11:00 AM | 📍 Naples Regional Library
A joyful, interactive ukulele concert that’s fun for kids and relaxing for parents.
Ukulele Concert with HUGS
📅 Tuesday, Dec. 16 | ⏰ 11:00 AM | 📍 650 Central Ave
Yes — it’s popular enough to deserve a reminder. Expect smiles, music, and a welcoming community vibe.
Holiday Storytime at Barnes & Noble
📅 Midweek mornings | 📍 Waterside Shops
Seasonal readings and kid-friendly activities for families squeezing in holiday errands.
🎵 Music, Concerts & Live Entertainment
Candlelight Christmas Carols at Baker Park
📅 Friday, Dec. 19 | ⏰ 6:30 PM | 📍 Baker Park
The can’t-miss event of the week. Thousands gather with candles in hand for a magical evening of carols under the stars.
Woodstock Festival
📅 Saturday, Dec. 20 | ⏰ 11:00 AM | 📍 Cambier Park
A throwback celebration featuring live music, free-spirited vibes, and downtown energy.
AURA Live at Blue Martini
📅 Tuesday, Dec. 16 | ⏰ 6:00 PM | 📍 Blue Martini
Kick off the week with live music, cocktails, and a lively crowd.
’Twas the Night Before Christmas Concert
📅 Tuesday, Dec. 16 | ⏰ 7:00 PM | 📍 Moorings Presbyterian Church
A heartwarming musical interpretation of the classic holiday tale.
Christmas Spectacular
📅 Saturday, Dec. 20 | ⏰ 5:30 PM | 📍 Naples Dance Conservatory
A festive performance showcasing talented dancers in a holiday-themed production.
Christmas Spectacular
📅 Saturday, Dec. 20 | ⏰ 5:30 PM | 📍 Naples Dance Conservatory
A festive performance showcasing talented dancers in a holiday-themed production.
🎶 January Concert Preview
Free Concert Series Opens the New Year
📅 Saturday, January 3, 2026
⏰ 2:00 PM
📍 Lely Presbyterian Church | 110 St. Andrews Blvd., East Naples
🎟️ Free Admission
Ring in the new year with live music as Lely Presbyterian Church launches its 2026 Free Concert Series. The season opens with Carl Granieri & Voices, delivering an uplifting afternoon of rich harmonies and crowd-favorite selections. It’s a relaxed, feel-good concert experience and a great way to kick off January without spending a dime. For concert details and the full series lineup, visit the church website or contact the church directly
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🎭 Arts, Creative & Holiday Events
2nd Annual Christmas Karaoke
📅 Friday, Dec. 19 | ⏰ 6:00 PM | 📍 Collier County Museums
Grab the mic and belt out your favorite holiday hits in a fun, festive setting.
Christmas Karaoke & Holiday Market
📅 Friday, Dec. 19 | ⏰ 5:00 PM | 📍 Collier County Government Center
Shopping, singing, and seasonal fun rolled into one.
Pour Your Own Epoxy™ Workshop
📅 Thursday, Dec. 18 | ⏰ 6:00 PM | 📍 Midnight Tavern
A creative night out where you’ll make your own epoxy art piece — drinks encouraged.
NATs Holiday Bike Parade
📅 Thursday, Dec. 18 | ⏰ 6:30 PM | 📍 Shoppes at Dockside
Decorated bikes, holiday lights, and community cheer roll through in this festive parade.