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October 2025
2025 Halloween Spooktacular and Porsche Naples Trunk or Treat
On the Saturday before Halloween, located in Cambier Park, fun events for families and children, including live music, street dancing, costume contest, games, and more. Evening on 5th to follow from 5:00 pm to 8:00 pm
Find out more »Halloween Spooktacular Evening on Fifth Powered by Porsche Naples
An array of live musical performances up and down the sidewalks of 5th Avenue South, plus dining, shopping, and more following Halloween Spooktacular fun events from 5:00 pm to 8:00 pm
Find out more »Halloween Night Evening on Fifth Powered by Porsche Naples
A special Halloween inspired Evening on Fifth with a spooky array of live musical performances up and down the sidewalks of 5th Avenue South, plus dining, shopping, and more.
Find out more »November 2025
Fine Arts & Craft Show
Naples Artcrafters is a vibrant association of artists and craft artisans that hosts six major fine art and craft shows from November through April.
Find out more »Naples Concert Band
A Veteran's Salute With Guest Vocalist: Heather Ivy For over 50 years, the Naples Concert Band has been a source of joy, inspiration, and connection in our community.
Find out more »Evening on Fifth: Powered by Porsche Naples
An array of live musical performances up and down the sidewalks of 5th Avenue South, plus dining, shopping, and more.
Find out more »Gulf Coast Big Band Jazz Concert
The Gulf Big Band has been performing at the Cambier Park bandshell for more than 30 years. Money is raised for local youth jazz scholarships.
Find out more »Art in the Park
A Naples tradition since 1957, these curated one-day events attract and support local and regional artists.
Find out more »Naples Dixieland Jazz Band
The Naples Jazz Society, Inc. was founded in 1995, for the purpose of sponsoring, preserving, and promoting jazz music in southwest Florida.
Find out more »December 2025
Gifted! A Holiday Party & Boutique
On the 4th, a ticketed cocktail party with wine, appetizers, seasonal music, and vendors offering gift items for the holiday season. Friday will be open to the public and feature the same boutique plus additional booths.
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