🌴 Fort Myers Weekly Happenings

Your Complete Guide to Lee County's Top Events

September 29, 2025

Your insider's guide to the most popular events happening in Fort Myers from September 29 to October 5. Here are the standout experiences local organizers have planned, featuring the most anticipated gatherings based on community interest.

We recommend confirming with event hosts for complete details and current schedules.

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🍽️ Food & Dining

FREE Wine & Whiskey Tastings at Downtown SoHo
📅 Date: Wednesday, October 1, 2025
⏰ Time: 6:00 PM
📍 Location: 1406 Hendry St, Fort Myers, FL
🍷 Details: Experience premium wine and whiskey selections in downtown Fort Myers' vibrant social scene.facebook-73.csv

👨‍👩‍👧‍👦 Family-Friendly Activities

9th Annual Millennial Oktoberfest (Downtown Fort Myers)
📅 Date: Friday, October 3-5, 2025
⏰ Time: All Day
📍 Location: 1811 Royal Palm Ave, Fort Myers, FL 33901
🎪 Details: Fort Myers' most anticipated fall festival featuring traditional German celebrations, family activities, and authentic cuisine.facebook-73.csv

CNCP's Annual Haunted Walk
📅 Date: Friday, October 3, 2025
⏰ Time: 7:30 PM
📍 Location: 3450 Ortiz Ave, Fort Myers, FL 33905
👻 Details: Spine-chilling guided tours through Fort Myers' most haunted locations, perfect for thrill-seeking families.facebook-73.csv

The Affordable Art Market
📅 Date: Sunday, October 5, 2025
⏰ Time: 10:00 AM
📍 Location: 10051 McGregor BLVD, STE 104, Fort Myers, FL
🎨 Details: Discover unique artwork from local artists at budget-friendly prices in this community art showcase.facebook-73.csv

🎵 Concerts & Entertainment

Chris Tomlin in Concert
📅 Date: Thursday, October 2, 2025
⏰ Time: 7:00 PM
📍 Location: 4701 Summerlin Rd, Fort Myers, FL
🎤 Details: Contemporary Christian music superstar brings his inspiring live performance to Fort Myers.facebook-73.csv

Adam Calhoun-Sam Galloway Ford Concert Series
📅 Date: Friday, October 3, 2025
⏰ Time: 7:00 PM
📍 Location: 2158 Colonial Blvd, Fort Myers, FL
🎸 Details: Country music excitement featuring rising star Adam Calhoun in an intimate venue setting.facebook-73.csv

The Jeremy McComb Honkey-Tonk Circus Tour
📅 Date: Saturday, October 4, 2025
⏰ Time: 7:00 PM
📍 Location: 2158 Colonial Blvd, Fort Myers, FL
🎪 Details: Experience authentic honky-tonk entertainment with this touring country music spectacle.facebook-73.csv

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🎭 Arts & Special Events

The Rocky Horror Pole Show
📅 Date: Saturday, October 4, 2025
⏰ Time: 7:00 PM
📍 Location: The Sidney & Berne Davis Art Center
💃 Details: A unique artistic interpretation combining classic Rocky Horror with contemporary pole dancing performance art.facebook-73.csv

DARK ART 2025
📅 Date: Friday, October 3, 2025
⏰ Time: 6:00 PM
📍 Location: The Sidney & Berne Davis Art Center
🖤 Details: Explore the darker side of contemporary art in this thought-provoking exhibition.facebook-73.csv

🏍️ Community & Social Events

BIKE NIGHT IS BACK WITH THE SMOKIN' ACES!
📅 Date: Saturday, October 4, 2025
⏰ Time: 5:00 PM
📍 Location: 2158 Colonial Blvd #1, Fort Myers, FL 33907
🏍️ Details: Motorcycle enthusiasts gather for live music, great food, and community camaraderie.facebook-73.csv

OKTOBERFEST PARTY @ CDB
📅 Date: Saturday, October 4, 2025
⏰ Time: 11:00 AM
📍 Location: Crazy Dingo Brewing Co.
🍺 Details: Celebrate Oktoberfest with craft beer, traditional German fare, and festive entertainment.facebook-73.csv

⚠️ Please verify all event details with the respective organizers before attending, as schedules and venues may change.

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News Highlights, Fort Myers, FL

🔗 Fort Myers Beach Says Finances Are Stable and Services Fully Funded 
Town Manager Will McKannay told residents the town is paying its bills, maintaining essential services, and focused on long-term resilience.

🔗 Florida Minimum Wage Rises to $14 on Sept. 30 
Non-tipped workers move to $14/hour (tipped cash wage $10.98), the next step toward the constitutionally mandated $15 in 2026.

🔗 RSW Logs Best August in Airport’s 43-Year History 
Nearly 648,000 passengers used Southwest Florida International in August, up 5% year-over-year—a positive signal for tourism and the local economy.

🔗 Insurers Pour Billions into Cat Bonds as Hurricane Risk Looms 
A record year for catastrophe bonds underscores how Florida-centric hurricane risk is shaping insurance markets and, ultimately, premiums.

🔗 Home Insurance Costs Keep Climbing Nationally 
New analysis shows premiums up 9% nationally since 2023, with storm-prone states like Florida among the hardest hit—relevant to renewal shoppers.

🔗 Fox 4 (WFTX) to Be Sold to Locally Based Sun Broadcasting 
The station’s ownership change is slated to close later this year, potentially affecting local news operations and programming.

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🔗 Fort Myers Beach Pier Rebuild Moves Ahead, Targeting Early 2027 Completion Construction bidding is underway, with a wider, more resilient design and a timeline now a year faster than first expected.

🔗 Official Renderings: New Fort Myers Beach Pier 
County renderings show a 1,000-foot, 12-foot-wide pier funded via FEMA, with construction anticipated to start in late 2026.

🔗 Weekly King-Tide Outlooks Begin for the Season 
The water management district launched weekly tidal forecasts for fall—useful for coastal homeowners tracking nuisance flooding risk.

🔗 2026 Social Security COLA Now Pegged Around 2.7% 
New projections suggest a ~2.7% increase; many retirees should also watch how Medicare Part B premiums affect take-home benefits.

🔗 Analysts: 2026 COLA Could Be Higher Than Expected 
Inflation trends have some forecasters nudging COLA expectations higher, a factor for fixed-income planning.

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