September on Fort Myers Beach This is Our Season

Cabo Jim • September 1, 2026

September on Fort Myers Beach: Slow Season? Not This Year.


September has always had a certain reputation on Fort Myers Beach.


The crowds thin out. Traffic gets easier. Restaurant tables are easier to find. Locals start joking that we finally have the island back to ourselves.


Traditionally, it's the month when Fort Myers Beach catches its breath between summer vacations and the return of our seasonal visitors.


But somebody apparently forgot to tell September 2026.


Because this month, Fort Myers Beach isn't slowing down.


We're talking offshore powerboat racing, nationally recognized songwriters, sandbar parties, community gatherings, live music, island adventures—and plenty of local businesses ready to welcome you.



Maybe "slow season" needs a new name.

The Roar Returns to Fort Myers Beach


September gets loud in a hurry when Roar Offshore returns September 10–13.


Offshore powerboat racing brings high-speed action back to the Gulf, along with race teams, boating enthusiasts and spectators ready for one of the most exciting weekends of the year.


What's Up FMB is proud to be supporting Roar Offshore and helping rally community support behind an event that brings people—and valuable business—to the island during September.


For a few days, the sound of waves rolling onto shore is going to have some serious competition.


Music, Mixers & a Little Nauti Fun


Once the engines quiet down, September keeps rolling.


On September 16, What's Up FMB members will gather at Yo! Taco at the Lani Kai Island Resort for our Fall Member Mixer. It's a chance for business owners, nonprofits, individual members and community supporters to connect, catch up and build relationships with the people helping shape the future of Fort Myers Beach.


Then comes one of Southwest Florida's most anticipated music events.


Island Hopper Songwriter Fest runs September 18–27, bringing talented singer-songwriters and the stories behind their music to intimate venues throughout Southwest Florida—including Fort Myers Beach.


There's something special about hearing live music on the island.

Maybe it's the salt air.

Maybe it's the sunset.

Or maybe songs simply sound better in flip-flops.


And September 19–20 brings a completely different kind of island experience with Nauti Nation's Fort Myers Beach Takeover, featuring a Saturday sandbar gathering at Big Carlos Pass followed by Sunday's Nauti Trail Bar Crawl.

Boats. Music. Food. Friends.


Not exactly sounding like "slow season," is it?


This Is the Perfect Time to Discover FMB


Here's the other reason we love September.


You can slow down enough to actually explore.


Try the restaurant you've been meaning to visit. Wander into a locally owned shop you've driven past a dozen times. Rent a kayak or paddleboard. Book a fishing charter. Catch some live music. Stay an extra night.


And if you need a little inspiration, keep working your way through the What's Up FMB Island Charm Crawl, which continues through October.


The Charm Crawl was created to get people out exploring Fort Myers Beach—and September may be one of the best months to do it.


Every charm gives you another reason to walk through the door of a local restaurant, bar, boutique, attraction or business. You may start out looking for your next charm and end up finding your new favorite place on the island.


September Is When Supporting Local Really Counts


There's another side to September that matters to us.


Our local businesses don't disappear when peak season ends.


The kitchens are still cooking. Musicians are still playing. Shops are still opening their doors. Hotels are welcoming guests. Charter captains are heading onto the water. And hundreds of people are going to work every day creating the Fort Myers Beach experience visitors love.


That's why where we choose to eat, shop, play and stay during these quieter months matters.

You don't have to do anything extraordinary.


Just choose local.


Grab breakfast on the island. Meet friends for happy hour. Buy a birthday gift from a local shop. Bring the family down for dinner. Book a staycation. Take the boat out. Invite friends to an event.


A lot of small choices can make a very big difference.


And that's at the heart of what What's Up FMB is all about: creating reasons for people to experience Fort Myers Beach while helping our local businesses thrive year-round.


Maybe "Slow Season" Needs a New Name


Maybe it's Local Season.


Maybe it's Island Season.


Or maybe September is simply the month when you get to experience Fort Myers Beach a little differently.


The beaches are beautiful.


The sunsets haven't gone anywhere.


And this month, we've got race boats roaring across the Gulf, songwriters taking the stage, boats gathering at the sandbar, members getting together, charms waiting to be collected and businesses all over the island ready to welcome you.


So come down.

Try somewhere new.

Revisit an old favorite.

Bring some friends.

Stay for the weekend.

And rediscover the island.


Because September on Fort Myers Beach isn't the off-season.

It's our season.


Come see What's Up on FMB.

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