Holiday Events In Southwest Florida

Naples, Florida, USA – December 22, 2018: Christmas lights as sunrises over The French restaurant along 5th Street in Old Naples, Florida.

Source: ShutterStock

It’s the most wonderful time of the year! Embrace the spirit of the season as we delve into the enchanting world of holiday festivities in the stunning landscapes of Southwest Florida. As the sun-kissed shores and lush palm trees set the backdrop, this region comes alive with a myriad of joyous celebrations, transforming the tropical paradise into a sandy winter wonderland. Join us on a journey through the vibrant communities, from Naples to Fort Myers, as we uncover the most magical and memorable holiday events. Whether you're a local looking for new traditions or a visitor eager to experience the unique charm of Southwest Florida during the holidays, our guide will illuminate the best events, activities, and experiences offered for the rest of this year. I hope you enjoy them and Happy Holidays!

Cape Coral

December 9 - Holiday Market at Grazing House

Go holiday shopping with your friends and get the best from local vendors. Enjoy some charcuterie while at it.

Time: 10:00am

Where: 821 Cape Coral Pkwy W, Cape Coral, FL 33914

December 9 - Grinch Fest

Celebrate Christmas with the Grinch and enjoy several family friendly activities. Best of all: free entry

Time: 11:00am

Where: 1215 Cape Coral Pkwy E, Cape Coral

December 16 - Polar Express Family Party

Crafts, cookies, Santa, food trucks, end the night watching the Polar Express Movie at Four Freedoms Park.

Time: 5:00pm

Where: 4818 Tarpon Ct, Cape Coral

Naples

December 7 - Third Street South Traditional Holiday Stroll

Festive dresses, Christmas Carolers, holiday menus, and so much more.

Time: 5:00pm

Where: Third Street South

December 10 - Breakfast with Santa

Have a delicious breakfast at the Ritz-Carlton and meet Santa andMrs. Claus.

Time: 8:00am

Where: 280 Vanderbilt Beach Rd, Naples, FL 34108

December 31 - New Years Eve in Blue Martini

Bring in the New Year with good drinks and partying with your friends.

Time: 8:00pm

Where: 9114 Strada Pl #12105, Naples, FL 34108

Fort Myers

December 15 - Collaboratory Night Market

The Collaboratory will be hosting a night filled with food, music, and local artisans. Get your local holiday gifts and enjoy one of the most inclusive places in Southwest Florida.

Time: 6:00pm

Where: 2031 Jackson St, Fort Myers, FL 33901

December 16 - The Nutcracker

The Gulfshore Ballet is bringing this classic for the whole family.

Time: 2:00pm

Where: Barbara B Mann - 13350 FSW Pkwy, Fort Myers

December 18 - Candle Making and Shopping

Two of our favorite local businesses get together for a night filled with good times, candle making, and holiday shopping. Join Nokomis home fragrance and The New England Floridian Collective in their candle making and shopping night.

Time: 7:00-9:00pm

Where: 7050 Winkler Rd, Fort Myers

December 22 - Christmas Cookie & Beer Pairing

Coastal Dayz is bringing the holiday spirit and pairing locally baked Christmas cookies and their beer.

Time: Starting at 1:00pm

Where: 2161 McGregor Blvd, Fort Myers

Estero/Bonita Springs

December 8 - Christmas at Farmer Mikes

Celebrate the holidays with different activities for the whole family.

Time: 6:00pm

Where: 26031 Morton Ave, Bonita Springs

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