🎄 Your Ultimate Naples Holiday Calendar

Making Magical Memories - Florida Style

The holidays in Naples are something truly special. While we may not wake up to frost-kissed windows or snow-covered rooftops (unless it’s the man-made kind 😉), our town has a way of creating magic all its own. Palm trees drip with twinkle lights, sunsets glow in cinnamon and gold, neighborhoods burst into cheerful displays, and the whole community seems to slow down just enough to savor the season.

Whether you’re sipping peppermint hot chocolate in flip-flops, strolling under sparkling lights downtown, or soaking in holiday music along the Gulf, Naples delivers the kind of warm-weather holiday spirit that stays with you long after the new year arrives.

And because this time of year is always packed with unbelievable events, I’ve pulled together the a comprehensive holiday event planner for you - Naples style. From parades and concerts to festive markets, boat tours, kids’ activities, Santa visits, and New Year’s Eve celebrations, this guide will help you make the most of this magical season.

So grab your calendar… because Naples knows how to celebrate and I have made it easy for you with a chronological & comprehensive list! Consider me your holiday elf! My gift to you!

🎁 Naples Holiday Calendar

🎉 November Events

November 18 – January 5

Christmas at Historic Palm Cottage

Tour Naples’ oldest house, decked out in holiday décor.

📍 137 12th Ave S, Naples 🔗 Naples Historical Society

November 19 – Early January

Christmas Club Popup Bar

Festive cocktails, themed décor, and nonstop holiday cheer.

📍 1046 Pine Ridge Rd 🔗 Visit Naples Holiday Events

November 22–24

Naples Fine Art Show – Holiday Edition

Shop one-of-a-kind gifts from local artists and makers.

📍 Naples Italian Club 🔗 Hot Works Art Shows

November 24

Christmas Tree Lighting on 3rd Street South

Santa arrives on a fire truck, followed by “snow”, music & shopping.

📍 3rd Street South🔗 3rd Street South Website

November 29

Small Business Saturday Market

Support local shops with open houses, samples, live music & specials.

📍 5th Avenue South🔗 Fifth Avenue South

🎄 December Events

December 1–31

Victoria Park Holiday Lights

The most famous neighborhood light display in Naples - drive or stroll.

📍 Victoria Park Neighborhood 🔗 Community Facebook page

December 3 - 5:00 pm to 8:00 pm

Naples Design District Holiday Stroll

Shopping, refreshments, music & district-wide holiday décor.

📍 Naples Design District 🔗 Naples Illustrated

December 4–8

Naples Holiday Artisan Market

Over 100 vendors, handmade gifts, gourmet foods & live entertainment.

📍 Venetian Village 🔗 Venetian Village Events

December 5–6

Friday, December 5 2025 (5:00 pm-10:00 pm) with tree lighting at ~6:00 pm

Saturday, December 6 2025 (10:00 am-10:00 pm)

Christmas on Fifth Avenue South

Tree lighting, live music, holiday market, dining specials & faux snow.

📍 5th Avenue South 🔗 Fifth Avenue South

December 6

Children’s Christmas Cruise

Santa meet-and-greet, cookies, story time & ocean views.

📍 Pure Florida, Tin City 🔗 Pure Florida Cruises

December 6 - 3:00 pm to 7:00 pm

SnowFest Naples

Real snow hills for sledding, ice skating, games, food trucks & fun.

📍 Paradise Coast Sports Complex 🔗 Visit Naples

December 7

Christmas Walk at The Village Shops

Santa visits, live entertainment, holiday treats, and waterfront views.

📍 The Village Shops on Venetian Bay 🔗 Venetian Village

December 8–9

Christmas Market at MercatoHoliday shopping, food vendors, festive photo ops & live music.📍 Mercato🔗

Mercato Naples

December 9 at 6:30 pm

Naples Christmas Parade 

loats, marching bands & holiday performers in downtown Naples.

📍 3rd Street South → 8th Street 🔗 City of Naples Events

December 12–14

Naples Botanical Garden – Night Lights in the Garden

A breathtaking illuminated walk through the gardens.

📍 Naples Botanical Garden 🔗 Naples Botanical Garden

December 13 6:15 pm to 8:30 pm

Naples Boat Parade

Decorated boats parade through Naples Bay—always a crowd favorite!

📍 Naples City Dock / Bay Area 🔗 Marine Industries Association

December 14–15

Ballet: The Nutcracker

Performed by Naples Ballet with full costumes & staging.

📍 Artis—Naples 🔗 Artis—Naples

December 18–21

Holiday Pops – Naples Philharmonic

Classic carols, holiday favorites & full symphonic performance.

📍 Artis—Naples 🔗 Artis—Naples

December 20–22

Naples Zoo Holiday Nights

Meet the animals after dark alongside holiday lights & activities.

📍 Naples Zoo at Caribbean Gardens 🔗 Naples Zoo

December 21

Cookies & Cocoa with Santa

Perfect for little ones—photos, crafts & sweet treats.

📍 Local libraries and community centers (varies) 🔗 Collier County Events

December 24

Christmas Eve on the Beach

Beach services, candlelight gatherings & a stunning sunset backdrop.

📍 Naples Pier / Vanderbilt Beach 🔗 Local church & community pages

🎆 New Year’s Week Events

December 31

Naples Pier Fireworks

A spectacular fireworks show launched over the Gulf.

📍 Naples Pier 🔗 City of Naples

December 31

New Year’s Eve Gala at 5th Avenue South

Dining, dancing, live bands & a festive countdown.

📍 5th Avenue South 🔗 Fifth Avenue South

December 31

NYE Cruise – Pure Florida

Ring in the new year on the water with music & champagne.

📍 Tin City 🔗 Pure Florida

Other Ways to Make Holiday Memories in Naples

Of course, not every magical moment needs to come from a scheduled event. Some of the best holiday memories are made in the quiet, in-between moments spent with the people you love. Take an evening stroll down Third Street South or Fifth Avenue to admire the storefront lights and grab a hot chocolate. Pack a picnic and head to the beach for a sunset “holiday happy hour” with a blanket and a Bluetooth speaker playing your favorite carols. Rent a boat and cruise through the holiday-decorated canals in Aqualane Shores or Royal Harbor. Host a cookie-baking night at home, complete with Naples-inspired flavors like key lime, coconut, or sea-salt caramel. Drive through festive neighborhoods like Victoria Park to enjoy the community lights, or create your own holiday scavenger hunt around town. In Naples, the opportunities to make meaningful holiday memories, big or small, are endless.

🧭 How I Can Help You

As your Naples Real Estate Expert, I’m always about creating memories: not just in your home, but in the community you live in. Here’s how I can support you with this holiday season:

• Provide a custom list of holiday-friendly listings in Naples that are perfect for seasonal entertaining (pool deck for a sunset cocktail, big dining area for friends & family, etc.).

• Share local vendor and merchant recommendations around Naples for holiday decorations, party rentals, catering, or photo-ready outdoor lighting.

• Help you navigate town or neighborhood events relevant to your community (especially if you’re moving in or out this holiday season).

Enjoy the season of lights, laughter, and warm Naples breezes. Whether you’re strolling under holiday décor downtown or sipping cocoa on a yacht cruise with Santa, here’s to creating some unforgettable memories in our beautiful community.

If you are considering buying or selling a home in Naples and surrounding areas and you aren’t satisified with average services, you will want to contact Your Naples Real Estate Expert, Renee Hahn, to ensure you get the service, attention and outcomes you deserve.

Renee Hahn, Ranked in the top 0.5% in the Nation

📍Naples, Florida

📞(239) 287-2576

🌐 www.YourNaplesExpert.com

📧 Renee@YourNaplesExpert.com

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