Winter Wonderland in Naples, FL – 2019 Holiday Events

There is always something exciting to do and see in beautiful Naples, Florida, year-round.  During the holiday season, Naples becomes a winter wonderland—just without the snow and freezing weather.

With a variety of holiday events perfect for the entire family, Naples is an unforgettable holiday destination. The holiday season begins in late November and culminates in the dazzling fireworks display high over the Naples Pier on New Year’s Eve to ring in the new year.
From tree lightings, colorful light displays and holiday shows, enjoy some of the many seasonal events listed below on your winter getaway to Naples.

42nd Annual Christmas on Third
November 25, 2019 6:00 PM – 9:00 PM
Third Street South 1207 3rd Street S., Naples, FL 34102

This annual tradition features talented musicians, holiday lights, and Santa with his merry elves, plus a forecast for snow!

A Week of Christmas Music and Scenic Snow Shows
November 26, 27, 29, and 30, 2019  5:00 PM – 8:00 PM
Third Street South 1207 3rd Street S., Naples, FL 34102

Come to Third Street South for nightly music along Third Street South and snow falling nightly at 7:00 PM.

Grand Illuminations
November 29, 201,  5:00 PM – 8:00 PM
The Village Shops on Venetian Bay 4200 Gulf Shore Blvd North, Naples, FL 34103

The Village Shops for Grand Illuminations is the annual tree lighting event that features over 100,000 lights and kicks off the holiday season! Enjoy complimentary Santa photos, stories with Mrs. Claus, face painting, balloon art, and a magical snow show starting at 7:00 PM.

Naples Botanic Garden Night Lights
Friday, November 29, 2019 – Saturday, November 30, 2019, November 29–December 23, 26–30, 2019 & January 1–5, 2020 6:00 PM – 9:00 PM
Naples Botanical Gardens 4820 Bayshore Drive, Naples, FL 34112

Take a walk through Naples Botanic Garden wonder at the beautiful exhibitions illuminated in thousands of lights.  Make a wish on a Wishing Tree and enjoy live music every evening from talented performers such as the Opera Naples Youth Chorus, Naples Ballet, a selection of talented artists from Artis—Naples, and more.

Holiday On The Bay
November 30, 2019 through December  24, 2019 5:00 PM – 8:00 PM (Recurring Event)
The Village Shops on Venetian Bay 4200 Gulf Shore Blvd North Naples, FL 34103

Photos with Santa, stories with Mrs. Claus, Dickens Period Carolers, dance group performances and extraordinary shopping and dining all evening, plus falling snow at 7:00 PM (4 PM on December 24th)
Saturdays, November 30th, December 7th,14th, 21st, 22nd, 5 PM to 8 PM
Tuesday, December 24th, 2:00 PM to 5:00  PM

Joyful & Triumphant – Free Holiday Concert in Naples
Tuesday, December 3, 2019, 4:00 PM
Moorings Presbyterian Church 791 Harbour Drive, Naples, Florida 34103

Listen to seasonal music as students of the Bower School of Music at Florida Gulf Coast University perform selections by classical and modern composers, as well as many traditional holiday favorites. Come early as seating is on a first-come basis.

Christmas Tree Lighting at Mercato
December 4, 2019 5:00 PM to 7:00 PM
9132 Strada Pl., Ste. 11103, Naples, FL 34108

Have a night of family fun that includes the World’s Tallest Elf, face painters, music, dance performances, and complimentary treats. Write a letter to Santa and enjoy snacks, refreshments, and shopping for holiday gifts. Stay for the tree lighting at approximately 6:45.

46th Annual Christmas Walk and Tree Lighting Ceremony
December 6, 2019, 5:00 PM – 8:00 PM
Fifth Avenue South, 649 Fifth Avenue South, Naples, Florida 34102

Usher in the holiday by watching the lighting of the city’s beautiful tree.  The evening will include holiday performances and activities by local acts all along 5th Avenue South. Shops, restaurants, and businesses will be open for holiday shopping and dining.

Jingle Bell Bash
December 6, 2019 6:00 pm – 8:00 pm
Golisano Children’s Museum of Naples 15080 Livingston Road, Naples, FL 34109

Kids of all ages will have a great time at the third annual Jingle Bell Bash at C’mon! Come out for an evening of winter fun, a tree lighting ceremony, snacks, and appearances by Santa and Mrs. Claus all night long.

Sip.Shop.Socialize Holiday Shopping Party
December 9, 2019, 5:30 PM-8:30 PM
The Bevy 360 12th Avenue South, Naples, FL 34102

Have fun while crossing off your holiday shopping list! Bring your friends to join you will sipping on your favorite refreshing drink at The Bevy. Make sure to RSVP to this free and fun event.

Santa Paws
December 12, 2019 5:00 PM – 8:00 PM
The Village Shops on Venetian Bay 4200 Gulf Shore Blvd North, Naples, FL 34103

Even our four-legged family members can celebrate the holidays. Bring your dog to meet and take holiday photos with Santa and while you are there, meet the adorable, adoptable pets from the Humane Society of Naples!

Home for the Holidays 
A TheatreZone original holiday extravaganza of seasonal favorites!
December 13 and 14, 2019 7:30 PM
Matinees on December 14 and 15, 2019 2:00 PM
G&L Theatre, 13275 Livingston Rd, Naples, Florida 34109

Celebrate the season with a performance of holiday favorites, lively dance routines, gorgeous costumes, and a live orchestra playing songs that will keep your toes tapping!

Naples Christmas Glow Run 5k
Saturday, December 14, 2019, 5:30 PM
Sugden Regional Park 4284 Avalon Dr,  Naples, FL 34112

Lace up your running shoes and run into the holiday season! Run on paths lined with thousands of lights. Take part in the competitive 5k or just run/walk with family and friends while enjoying the twinkling lights.

The Holiday Science Spectacular 
Saturday, December 14, 2019, 5:00 PM
Norris Center 755 8th Avenue South, Naples, Florida 34102

Bring the family for this unique holiday show with Mr. Glen the Science Guy. Watch as he performs fantastic holiday experiments during this interactive scientific stage show. Enjoy an evening of humor, action, and high-quality educational content, on stage this holiday season.

Christmas Boat Parade
Saturday, December 14, 2019, 6:15 PM – 8:30 PM

Watch as colorfully-lit boats glide across the Naples’ waterways! The parade of holiday boats can be viewed from a variety of locations, including Naples City Dock, Pinchers Tin City, Riverwalk Restaurant, Naples Landing, Kelly’s Fish House, The Boat House Restaurant and Bayview Park.

TUBA Christmas
Saturday, December 14, 2019 6:30 PM – 7:30 PM
Fifth Avenue South, 649 Fifth Avenue South, Naples, Florida 34102

Enjoy an evening of holiday music from the brass section at Sugden Plaza from sousaphone, euphonium, tuba, and baritone horn players.

Naughty or Nice
December 22, 2019 at 3:30 PM – 4:30 PM EST
Glenview at Pelican Bay 100 Glenview Pl, Naples, Florida 34108

Add a little heat to the holidays and come out to see The Hot Flashz, an over 45 entertainment troupe. These talented ladies will perform Christmas hits and classics in this energetic show.

Naples Community Chanukah Celebration 
December 23, 2019, 5:00 PM – 7:00 PM
Mercato 9115 Strada Place, Naples, FL 34108

Celebrate Chanukah at this community even on the lawn at Mercato. There will be a latke eating contest, Klezmer music, menorah lighting, crafts, food, and beverages available for purchase. This fun celebration is free and hosted by the Jewish Federation of Greater Naples.

New Year’s Eve Fireworks
December 31, 2019 7:30 PM – 11:30 PM
Naples Pier 137 12th Avenue South., Naples, FL 34102

Ring in 2020 with a fabulous display of fireworks at the Naples Pier! Find a spot anywhere along Naples Beach or even book a boat sightseeing tour to watch the fireworks from the water vantage point.