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Top Fall Activities Near Fort Myers Beach

September 15 2025

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The fall season in Fort Myers presents an excellent time to appreciate the area's natural beauty and relaxed atmosphere, free from the summer heat and winter crowds. The community comes alive with a variety of fall festivals and local events, including outdoor markets and seasonal celebrations that are fun for the whole family.

To help make your planning easier, we’ve pulled together some of the best fall activities near Fort Myers Beach for you to enjoy this season.

Related Blog: Top 5 Fun Activities Near Fort Myers Beach This Summer 

 

Island Hopper Songwriter Fest 

If you love catching live music performances, then you’ll love taking in the beautiful autumn weather at the Island Hopper Songwriter Fest in Downtown Fort Myers. Ranked #4 top music fest in the 2024 USA Today 10 Best Readers’ Choice Awards, this festival showcases talented BMI singer-songwriters with free performances from September 19–28, 2025. 

 

Roy Hobbs World Series

With clear skies and mild temperatures, this time of year in Fort Myers is the perfect setting for enjoying live sporting events. The Roy Hobbs World Series is a major baseball event that holds several games featuring today’s top talent at different venues throughout October and November. This event offers an excellent opportunity to enjoy a day outdoors in the pleasant fall weather while appreciating the impressive skill levels on display.

 

Cape Coral Oktoberfest

Cape Coral Oktoberfest is a longstanding cultural gems that brings a slice of German tradition to Southwest Florida. If you’re searching for more spots to grab a drink near Fort Myers Beach, this is a great chance to explore some of the best local bars and breweries. From October 17th-19th and 24th-26th, experience local German-American culture through lively polka bands, delicious bratwurst and pretzels, and a wide selection of brews.

 

American Sand Sculpting Championship

Fort Myers Beach isn’t just the perfect place to go swimming, beachcombing, or shelling during the warm to mild fall season, it’s also the venue for the American Sand Sculpting Championship. From November 20st-24th, you can marvel at whimsical sand sculptures and architectural masterpieces created by artists from around the world. Enjoy food stands, live music, and the sea breeze while celebrating art, community, and family fun.

 

True Tours Historical Walking Tours

Uncover the spooky local lore and hidden histories of Fort Myers with a historical or haunted tour from True Tours. The Historical Walking Tours offers insights into events, like the Civil War era, the Roaring Twenties, and both World Wars, that shaped Fort Myers. For a thrilling twist, the Ghost Tours delve into the spookier side of Fort Myers, sharing tales of haunted locations and eerie encounters.

 

FARMER MIKE’S U-PICK

Fall in Southwest Florida wouldn’t be complete without a visit to Farmer Mike’s U-Pick in Bonita Springs. This family-friendly farm comes alive every October with its annual Fall Festival, featuring pumpkin patches, a massive corn maze, hayrides, and seasonal treats. Weekends are packed with fun for all ages, from live music and food vendors to themed activities that make the most of the harvest season. Whether you are picking the perfect pumpkin or exploring the farm’s festive attractions, Farmer Mike’s is a must-visit spot for autumn adventure.



Fall is finally here, and it’s the perfect time to book unforgettable activities and experiences. Fort Myers Beach offers an array of amazing and unique experiences waiting for you to explore.

If you’re dreaming of a luxury beachfront getaway, Grandview at Bay Beach could be your ideal escape. Contact us today to discover more about this incredible opportunity!

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