As autumn settles in across Southwest Florida, the calendar is lighting up — with music, running, art, family fun, and more. Here are standout events and ideas for your week ahead (Oct. 9–15).
🔍 Featured Events to Check Out
|
Date |
Event |
Where |
Time |
Details |
|---|---|---|---|---|
|
Thu, Oct 9 |
Charlie Berens: Working It All Out (Comedy Show) |
Naples |
6:30 PM |
A one-night performance from this popular comedian. |
|
Thu, Oct 9 |
Evening on Fifth (Live Performances) |
5th Avenue South, Naples |
6:30 PM |
Music and sidewalk performances, part of the monthly series. |
|
Fri, Oct 10 |
Rocktoberfest Half Marathon & 5K |
North Collier Regional Park |
6:30 AM start |
Run plus festival atmosphere. |
|
Sun, Oct 12 |
Rock the Block (Mercato event) |
Mercato, Naples |
6:30 PM |
Neighborhood block party with live music. |
|
Wed, Oct 15 |
“Bobby Broom: All That Jazz” |
Naples |
6:00 PM |
Jazz concert with Naples Philharmonic Jazz Orchestra. |
🌼 Ongoing / Seasonal Highlights & Ideas
-
Artists in Bloom at Naples Botanical Garden — Exhibition in Kapnick Hall, open through mid-October.
-
Naples Theater October Shows — Check weekly schedule for plays and performances.
-
Visit Naples Events Calendar — Keeps updated listings for art walks, pop-ups, and community happenings.
-
Paradise Coast Events Directory — For Marco, Everglades, & Bonita event listings.
🌴 Ideas for Almost-Any Day
-
Sunrise walk at Naples Pier / beaches — peaceful, picturesque, and free.
-
Bike or kayak local preserves — e.g. Delnor Wiggins Pass, Collier-Seminole, or Clam Pass.
-
Stroll galleries & street fairs — Third Street South, 3rd Street S., art walks.
-
Sunset at Vanderbilt or Lowdermilk Park — perfect photo ops.
-
Visit Naples Zoo or Botanical Garden — especially on quieter weekdays.
