The Bayshore District will kick off the holiday season with the Annual Bayshore District Holiday Festival & Tree Lighting, a beloved community tradition that has rapidly grown into one of Naples’ most anticipated holiday events. Taking place on Thursday, December 4 that 5:30 PM at 3321 Bayshore Drive, the celebration wil lwelcome hundreds of residents, families, and visitors for an evening of festive activities, live art, live entertainment, local shopping, and community pride.
What began as a small neighborhood gathering has evolved into a district-wide festival featuring the Bayshore District businesses, a tree lighting ceremony, a holiday caroling, the Holiday Bayshore Walk led by the Naples Girls Walk Club (200+ walkers), an outdoor concert, a holiday market, Santa & Mrs.Claus photobooth, an outdoor movie watch party, live art by Agua artist, Ugly Sweater contest and exclusive holiday specials from Bayshore’s top restaurants.
This year marks the third year the Bayshore District nonprofit has organized the community tree lighting. Today, the event stands as a symbol of Bayshore's rapid growth, unity, and emerging identity as one of Naples’ most vibrant cultural and culinary districts.
A District-Wide Celebration for All
Following the official Tree Lighting Ceremony at 5:30 PM, the entire district comes alive with holiday activations from 6 PM to 9 PM, including:
Photos with Santa & Mrs. Claus at The Gardenia House
Holiday Market with local vendors, kids crafts & live music
Holiday Rave Party at Bayshore Bodega with DJUNēK
Outdoor Live Holiday Concert at Celebration Park (20% off all food trucks)
Outdoor Movie Watch Party presented by Torch Yoga (Viewing of The Santa Clause)
Fur-Baby Photo Booth & Holiday Braid Station
Ugly Sweater Contest at Alice Sweet water’s ($100, $75, $50 prizes)
Taste of Bayshore Holiday Specials from Seventh South, Rebecca’s, The Med, The Real Macaw, Ankrolab, Baci, Low Brow, Bayshore Bodega, Los Molcajetes, I Love Curry & more
With activities across the entire Bayshore corridor, guests are encouraged to stroll, shop, dine, and experience the district’s unique blend of culture, art, food, and waterfront energy.
A Message From the Founder
“The Bayshore District has become one of the most diverse, creative, and spirited communities in Naples,” said Diane Sullivan, Founder and President of the Bayshore District nonprofit. “This event is much more than a tree lighting — it’s a celebration of our residents, our local businesses, and our growing identity as a destination. Seeing the entire community come together each year is one of the greatest joys of my work here.”
Growing Community Momentum
The Bayshore District continues to gain regional attention for its rapid revitalization, uniquelocal businesses, expanding market scene, and emerging arts and cultural experiences.
This year’s Christmas Walk & Tree Lighting is expected to draw the largest crowd yet, supported by district-wide collaboration from restaurants, retailers, artists, vendors, walk clubs, fitness groups, and neighborhood families.
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