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October 2025
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 »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
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
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
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 »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
Christmas Walk and Avenue Dining 2025
The biggest Christmas showcase in Naples! Enjoy the official Christmas tree lighting on 5th Avenue South in Sugden Plaza and amazing holiday experiences, including a living nativity by the First Church of the Nazarene, skating rink, live music, Santa Claus and Avenue dining. Two- Day Festival. Friday, December 5 , 5 pm to 10 pm / Christmas Tree lighting ceremony on Friday the 5th beginning approximately 6 pm. Saturday, December 6, 10 am to 10 pm
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