Wrap your scarf around the palm trees and ready your hot cocoa — Southwest Florida is getting a major dose of holiday magic! Whether you’re decking the halls or just love crisp evenings with twinkling lights and festive cheer, downtown Naples has you covered. Join me, Realtor Brian Giacomello, for a stroll through the season’s most illuminated events—from the iconic tree lighting down on Third Street South to the merry march of the City of Naples Christmas Parade and the stunning displays at Venetian Village, Fifth Avenue South and Mercato. It’s local lifestyle, community-spirit and seasonal pizzazz wrapped into one festive blog.
1: Sparkle at Venetian Village
For waterfront charm and a twinkle-by-the-bay feel, the tree lighting at Venetian Village is a must. The event “Grand Illuminations 2025” transforms the shopping village into a glowing holiday land by the water. November 22nd, from 3-7pm
If you’re looking for a beautiful backdrop for photos, a more relaxed pace or a different viewpoint than the downtown hustle—this event checks the box.
2: Kick Off the Magic on Third Street South
5: The Grand Parade in the Heart of Town
Nothing says “holiday in Naples” like the annual City of Naples Christmas Parade. Scheduled for Tuesday, December 9, 2025 at 6:30 p.m., the parade begins on 3rd Street South & 9th Avenue South and winds its way east toward 8th Street South, ending in front of City Hall.
Float after float, marching bands, dancing groups, Santa and Mrs. Claus — this is community holiday magic. Arrive early to stake a good spot, bring a folding chair, consider dining nearby beforehand, and soak it all in.
Pro Tips from Brian the Realtor
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Dinner reservations: Downtown Naples and Fifth Avenue South fill up fast on lighting nights—book early.
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Parking & arrival time: Aim to arrive at least 30-45 minutes before ceremony start times, especially for Third Street South and the Parade night.
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Photo ops: Bring your camera/phone early—golden hour + palm trees + twinkling lights = Insta-worthy.
Celebrate the season with intention — and let your Realtor be a holiday guide. If you’re thinking about buying or selling in Naples this winter, need local update advice, or want to explore neighborhoods that shine (literally) this time of year, give me a call. I’m always out exploring the “why we love Naples” moments—and I’d love to show you around.
Wishing you a dazzling holiday season ahead — and I’ll see you under the lights!
— Brian Giacomello, Realtor | Naples & Southwest Florida
Thinking about buying or selling in Naples?
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📞 Call Brian J Giacomello at 239-281-5269
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William Raveis Real Estate | 720 5th Ave S. #201 Naples FL 34102
