December 2026 Events in Southwest Florida

by Integrity 1st Group

Southwest Florida Holiday Guide

December 2026 Events in Southwest Florida

Palm trees wrapped in lights, Santa arriving by boat, and parades you can watch in shorts. Here are the holiday events worth putting on your calendar this month, from Fort Myers Beach to Naples.

A Southwest Florida Kind of December

The holidays look a little different down here. Instead of snow, you get warm evenings on the water, lit-up boats, and downtown streets full of music and twinkle lights. December is also when seasonal residents are back in town and families come to visit, so there is something happening almost every weekend.

Whether you live here year-round or you are just visiting, these are the events we think are worth the trip.


This Month's Events

Friday · Dec 4 (expected)

Christmas on Fifth Avenue South

Fifth Avenue South, Downtown Naples · Evening

Fifth Avenue South usually lights its big tree on the first Friday of December, and the whole avenue turns into an evening of carolers, window shopping, and dinner on the sidewalk. It is one of the prettiest nights of the year in downtown Naples.

Good to know: the 2026 schedule had not been officially posted when we wrote this. Check fifthavenuesouth.com before you head out.

Saturday · Dec 5

Fort Myers Beach Christmas Boat Parade

Estero Bay, Fort Myers Beach · After sunset

The 38th annual Christmas Boat Parade kicks off the season on the water. Local boaters deck out everything from fishing boats to pontoons and cruise past the crowds once the sun goes down.

Good to know: grab a waterfront table early, or book a seat on one of the tour boats that follow the parade. Start times and viewing spots are posted on fortmyersbeach.org closer to the date.

Tuesday · Dec 8

City of Naples Christmas Parade

Downtown Naples · 6:30 PM

Floats, marching bands, and Santa himself roll through downtown Naples. The parade starts at 3rd Street South and 9th Avenue South, heads up toward Fifth Avenue South, and wraps up on 8th Street South in front of City Hall.

Good to know: bring a chair and get there early, because the best curb spots fill up fast.

Saturday · Dec 19

Cape Coral Holiday Boat-a-Long

Four Freedoms Park, Cape Coral · 4:00 to 9:00 PM

This is Cape Coral's favorite holiday night. Lit-up boats parade through Bimini Basin with Santa and his elves on board, and the park fills with families, food, and holiday music. In past years the night has wrapped up with a holiday movie in the park.

Good to know: bring blankets or lawn chairs. If you own a boat and want to be in the parade, check the City of Cape Coral event page for how to register.

Nightly · Through the Holidays

Holiday Nights at the Edison and Ford Winter Estates

2350 McGregor Blvd, Fort Myers · Evenings

Thomas Edison's winter home glows with holiday lights every December, and the evening tours take you through the decorated grounds and gardens. It is one of the most beautiful things to do in Fort Myers this time of year.

Good to know: tickets are required, and the season usually runs from late November into early January. Check edisonfordwinterestates.org for this year's dates and hours.

🧭 Local Insight from Sheri Harris

The boat parades are some of the best nights of the year here, and the best seats are the ones you claim early. If you have friends who live on a canal along the route, now is a great time to call them.

And if you catch yourself looking at those waterfront homes all lit up and wondering what it would be like to watch the parade from your own dock, we would love to show you what is available.


December at a Glance

Date Event Where
Fri, Dec 4 Christmas on Fifth Avenue South (expected) Naples
Sat, Dec 5 Christmas Boat Parade Fort Myers Beach
Tue, Dec 8 City of Naples Christmas Parade Naples
Sat, Dec 19 Holiday Boat-a-Long Cape Coral
Nightly Holiday Nights Fort Myers
Before You Go

Dates and times come from each organizer as of early November 2026. Outdoor events can change or be canceled because of weather, so please check with the organizer before you head out.

Love the Holidays in Southwest Florida? Make It Home.

Whether you are dreaming of a canal home in Cape Coral or a place near Fifth Avenue in Naples, our team would love to help you find it.

Talk With Our Team

Frequently Asked Questions

When is the Cape Coral Holiday Boat-a-Long in 2026?
The City of Cape Coral lists the 2026 Holiday Boat-a-Long for Saturday, December 19, from 4:00 to 9:00 PM at Four Freedoms Park. The lit-up boats parade through Bimini Basin, so the park is the best place to watch.
When is the 2026 Naples Christmas Parade?
The City of Naples Christmas Parade is on Tuesday, December 8, 2026, starting at 6:30 PM in downtown Naples. It begins at 3rd Street South and 9th Avenue South and ends on 8th Street South in front of City Hall.
Do I need tickets for Holiday Nights at the Edison and Ford Winter Estates?
Yes. Holiday Nights is a ticketed event, and the season usually runs from late November into early January. Check edisonfordwinterestates.org for this year's dates, hours, and prices.
What happens if it rains on parade night?
Outdoor holiday events in Southwest Florida can be rescheduled or canceled because of weather. Check the organizer's website or social media on the day of the event before you head out.
About the Author
Sheri Harris, Integrity 1st Group, Cape Coral FL

Sheri Harris

Luxury & Waterfront Real Estate Advisor · Cape Coral, FL

Sheri Harris is a Top 250 Producer with eXp Realty and the founder of Integrity 1st Group SWFL, based in Cape Coral. With over 30 years of sales experience and deep roots in the Southwest Florida market, Sheri brings hyper-local knowledge and a client-first approach to every transaction.

She and her husband Joe Harris serve buyers and sellers across Cape Coral, Fort Myers, Naples, Bonita Springs, Port Charlotte, and Ave Maria, with a specialty in luxury and waterfront properties.

📍 615 Cape Coral Pkwy W, Suite 105, Cape Coral FL 33914 📞 (239) 471-2550 ✉ integrity1stgroup@gmail.com 🌐 integrity1stgroupswfl.com

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