SWFL December Holiday Events 2025

Southwest Florida shines brightest in December. From 5th Avenue South lit by floats, to festive pub crawls through Fort Myers River District, our region brings holiday events that highlight community, culture, and waterfront lifestyles that draw seasonal visitors and local families alike. Whether you’re scouting walkable streets to enjoy around your listing, meeting vendors for local partnerships, or simply soaking in the season, here are the biggest December traditions across Charlotte County, Lee County, and Collier County.

Cape Coral Christkindlmarkt

When: December 15, 2025 | 12 PM 6 PM
Where: German American Social Club of Cape Coral
What: Holiday vendors, German bites, gluhwein, live music, unique gifts, and peak Cape Coral weekend festivities
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50th Annual Edison + Ford Holiday Nights

When: December 3-12, 2025 | 5:30 PM 9 PM
Where: Fort Myers River District
What: A beautiful holiday walkthrough at historic estates lit up for the season, bringing classic Fort Myers holiday charm
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Coconut Point Holiday Celebration & Tropical Parade

When: December 6, 2025 | 10 AM to 8 PM
Where: Coconut Point Mall of Estero
What: Classic cars lined up with artisan booths, holiday music, photos, food vendors, families, pets, and shoppers stopping by every aisle
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City of Naples Christmas Parade

When: December 9, 2025 | 6:30 PM
Where: Downtown Naples
What: Lighting up 5th Ave South with a high-energy route, community crowds, local businesses, and decorated floats
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19th Annual Festival of Trees

When: December 4, 2025 | 11 AM - 9 PM
December 5, 2025 | 11 AM - 10 PM
December 6, 2025 | 10 AM - 10 PM
December 7, 2025 | 11 AM - 6 PM
Where: Sidney & Berne Davis Art Center of Fort Myers
What: Multiple decorated trees from local sponsors, crowds voting for favorites, raffles, photo ops, and seasonal charm filling every hall
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Holiday Vendor & Craft Fair

When: December 9, 2025 | 6:30 PM
Where: Englewood Elks
What: Lighting up 5th Ave South with a high-energy route, community crowds, local businesses, and decorated floats
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SantaCon Pub Crawl

When: December 13, 2025 | 4 PM - 10 PM
Where: Downtown Fort Myers
What: A 21+ costume bar crawl with drink specials, DJs, and a block-style after party vibe
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Snow Place Like Tarpon Springs & Holiday Boat Parade

When: December 12, 2025 | 5 PM to 10 PM
Where: Downtown Tarpon Springs of Cape Coral
What: A community holiday festival featuring snow slides, vendors, Santa visits, and an award-style boat parade
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December in Southwest Florida is all about community, connection, and seasonal momentum across waterfront hubs and downtown stops. To explore more local events, real estate support, or partnership ideas, connect with Integrity 1st Group and follow us before the New Year to stay plugged into market updates, listings, vendor networks, and community events.