Events and Things to Do in Fort Myers, FL

Wednesday, October 14

Featured

Free Bra Fittings to Support Breast Cancer Awareness

OCT

14

10:00 AM

Dillard's, 4125 S Cleveland Ave, Fort Myers, FL

Join Wacoal for Fit for the Cure®, a special in-person event that combines expert bra fittings with meaningful impact in the...

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Thursday, October 15

Featured

Free Bra Fittings to Support Breast Cancer Awareness

OCT

15

10:00 AM

Dillard's, 8017 Via Sardinia St, Estero, FL

Join Wacoal for Fit for the Cure®, a special in-person event that combines expert bra fittings with meaningful impact in the...

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Saturday, October 24

Featured

2026 Annual Charity Fashion Show & Lunch

OCT

24

10:30 AM

Palmetto Pine Country Club, 1940 SW 9th Ct, Cape Coral, FL

Join Cape Coral for the Children for a stylish afternoon featuring fashions by The Looke and Eva by the Sea. This charity event...

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Saturday, October 3

• Mystery Dinner Show 6:00 pm

  Saint Hilary's Episcopal Church, 5011 McGregor Blvd, Fort Myers

  
  
• United We Dance 7:00 pm

  The Ranch Concert Hall & Saloon, 2158 Colonial Blvd, Fort Myers

  
  

Saturday, October 10

• Partners Pink Run 8:00 am

  Bell Tower, 13499 S Cleveland Ave, Fort Myers

  
  
• Big Cypress Celebration 9:00 am

  Burns Lake Campground, 18495 Burns Rd, Ochopee

  
  

Monday, October 12

• Goodwill Columbus Day Sale 9:00 am

  4950 Challenger Blvd, Fort Myers

  
  

Wednesday, October 14

• Free Bra Fittings to Support Breast Cancer Awareness 10:00 am

  Dillard's, 4125 S Cleveland Ave, Fort Myers

  
  

Thursday, October 15

• Free Bra Fittings to Support Breast Cancer Awareness 10:00 am

  Dillard's, 8017 Via Sardinia St, Estero

  
  
• JWB Wine Experience: A Tour of Spain 6:30 pm

  JWB Grill, 1170 Estero Blvd, Fort Myers Beach

  
  

Sunday, October 18

• Candlelight: Queen vs. The Beatles 6:00 pm

  The Naples Players at Sugden Community Theatre - and The Baker Day School of TNPA, 701 5th Ave S, Naples

  
  
• Candlelight: Coldplay & Imagine Dragons 8:30 pm

  The Naples Players at Sugden Community Theatre - and The Baker Day School of TNPA, 701 5th Ave S, Naples

  
  

Wednesday, October 21

• Sips & Bites Free Tasting Event @ Grumpy Goat Coffee 3:00 pm

  Grumpy Goat Coffee Roastery, 28280 Old 41 Rd, Bonita Springs

  
  

Friday, October 23

• Learning to Fly South at Bay Street Yard 6:00 pm

  Bay Street Yard, 2136 Bay St, Fort Myers

  
  

Saturday, October 24

• 2026 Annual Charity Fashion Show & Lunch 10:30 am

  Palmetto Pine Country Club, 1940 SW 9th Ct, Cape Coral

  
  
• Boys & Girls Clubs of Lee County’s Reach for the Stars gala 6:00 pm

  Park Meadows Community Club, 1900 Park Meadows Drive Fort Myers 33907

  
  

Sunday, October 25

• Coyote Island at Bay Street Yard 5:00 pm

  Bay Street Yard, 2136 Bay St, Fort Myers

  
  

Monday, October 26

• "Girls Night Out the Show” at Bay Street Yard 8:00 pm

  Bay Street Yard, 2136 Bay St, Fort Myers

  
  

Saturday, October 31

• The Halloween Bar Crawl - Fort Myers 4:00 pm

  Cowboy Up Saloon, 1609 Hendry St, Fort Myers

  
  
• Monster Mash 2nd Annual Halloween Pub Crawl 5:00 pm

  Bayside Park, Fort Myers Beach

  
  

Saturday, November 7

• Rock Against Hunger at Bay Street Yard 6:00 pm

  Bay Street Yard, 2136 Bay St, Fort Myers

  
  

Wednesday, November 11

• Bay Street Yard: Military and Veterans Appreciation – Industry Night 5:00 pm

  Bay Street Yard, 2136 Bay St, Fort Myers