SWFL Events You Can’t Miss

Instructed Life Drawing – Gestural & Structural Approach to the Figure
When: September 3, 2025 | 9:30 AM – 12:30 PM
Where: 10091 McGregor Blvd, Fort Myers, FL 33919
What: Join Francesco for a dynamic figure drawing class designed for all levels. Each session includes a 30-minute demo, 2.5 hours of live model drawing, and personalized instruction to sharpen your skills.
More Info →
September Art Walk – Downtown Fort Myers
When: September 5, 2025 | 5 PM – 9 PM
Where: First & Hendry Streets, Fort Myers, FL 33901
What: Kick off Labor Day weekend at the monthly Art Walk! Explore historic streets filled with 50+ talented artists showcasing and selling their unique creations.
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FC Naples vs. Greenville Triumph SC
When: September 6, 2025 | 7 PM – 9 PM
Where: Paradise Coast Sports Complex, 3865 City Gate Blvd S, Naples, FL 34117
What: Cheer on FC Naples in a high-stakes USL League One match against Greenville Triumph SC.
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Unidos – Latin American Culinary Experience
When: September 15, 2025
Where: Naples, FL
What: Experience the vibrant flavors of Latin America with signature cocktails, Argentinean wines, Peruvian seafood, Colombian dishes, and more.
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Island Hopper Songwriter Fest 2025
When & Where:
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Sept 22–23 | Cape Coral
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Sept 24–25 | Downtown Fort Myers
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Sept 26–28 | Fort Myers Beach
What: One of America’s favorite music festivals returns! Enjoy 60+ free performances, including Chris Young, LOCASH, and BMI’s top songwriters.
Event Details →
Punta Gorda Sullivan Street Craft Festival
When:
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Saturday, September 20, 2025 | 10 AM – 4 PM
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Sunday, September 21, 2025 | 10 AM – 4 PM
Where: 331 Sullivan St, Punta Gorda, FL
What: A favorite local tradition! Browse unique handmade goods, crafts, and specialty items from talented vendors.
More Info →
Whether you’re into art, music, food, or local culture, September in Southwest Florida has something for everyone. Mark your calendar and enjoy the best events our community has to offer!
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