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Evening on Fifth (special for Halloween Spooktacular) — Downtown Naples | Events Naples

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Fifth Avenue South

Downtown Naples

Live Music

Evening on Fifth (special for Halloween Spooktacular)

Saturday, October 31, 2026 · 5:00 PM – 8:00 PM

Date & Time

Saturday, October 31, 2026

5:00 PM – 8:00 PM

Location

5th Avenue south, United States

View on Google Maps

About This Event

Happening right after Spooktacular, live musicians will perform up and down the sidewalks of 5th Avenue South, plus dining, shopping, and more.

More from Fifth Avenue South

Evening on Fifth

6:30 PM

Stardust Memories Big Band Concert

Date & Time

Saturday, October 31, 2026

5:00 PM – 8:00 PM

Location

5th Avenue south, United States

View on Google Maps

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Cars and Coffee 239

Family & KidsComplimentary to attend

Cars and Coffee 239

9:00 AM – 11:00 AM·Event Lawn, Mercato

Multiple DatesNorth Naples

Cars and Coffee 239

Complimentary to attend

Cars and Coffee 239

9:00 AM – 11:00 AM·Event Lawn, Mercato

Multiple DatesNorth Naples

Comedian Brad Upton Live in Naples, Florida!

Comedian Brad Upton Live in Naples, Florida!

6:00 PM – 8:00 PM·Off the Hook Comedy Club

Off the Hook Comedy Club

Comedian Brad Upton Live in Naples, Florida!

Comedian Brad Upton Live in Naples, Florida!

6:00 PM – 8:00 PM·Off the Hook Comedy Club

Off the Hook Comedy Club

Big Top Halloween at The Perry Hotel

Family & Kids$25-$55

Big Top Halloween at The Perry Hotel

11:00 AM – 3:00 PM·The Perry Hotel

The Perry Hotel

Big Top Halloween at The Perry Hotel

Big Top Halloween at The Perry Hotel

11:00 AM – 3:00 PM·The Perry Hotel

The Perry Hotel

USA TODAY Wine & Food Experience

CommunityFood & Drink

USA TODAY Wine & Food Experience

12:00 PM – 4:00 PM

Paradise Coast Sports Complex

USA TODAY Network Events

Cars and Coffee 239

Cars and Coffee 239

9:00 AM – 11:00 AM

Event Lawn, Mercato

Comedian Brad Upton Live in Naples, Florida!

Comedian Brad Upton Live in Naples, Florida!

6:00 PM – 8:00 PM

Off the Hook Comedy Club

Off the Hook Comedy Club

Big Top Halloween at The Perry Hotel

Big Top Halloween at The Perry Hotel

11:00 AM – 3:00 PM

The Perry Hotel

The Perry Hotel

Related

Live Music Events in Downtown Naples Fifth Avenue South

7:00 PM

Stardust Memories Big Band Concert

7:00 PM

USA TODAY Wine & Food Experience

Nov 14 · 12:00 PM

Cars and Coffee 239

Sep 20 · 9:00 AM

Comedian Brad Upton Live in Naples, Florida!

Sep 20 · 6:00 PM

Big Top Halloween at The Perry Hotel

Oct 31 · 11:00 AM