September in the Florida Keys: Things to Do from Key Largo to Key West

31 Aug 2025 2 min read No comments
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September in the Keys: Slower, Sunnier, and a Whole Lot of Fun

September is called the “slow season” in the Florida Keys, but that’s just code for extra elbow room. With lighter crowds, calmer waters, and more space to breathe, it’s one of the best times to see the islands the way they were meant to be experienced: at your own pace.

Whether you’re diving into the reefs of Key Largo, fishing the backcountry in Islamorada, exploring Marathon’s marine life, or sipping a mojito in Key West, there’s plenty to keep you busy (or relaxed, your call!).

Key Largo – Dive Capital of the World
If Key Largo had a business card, it would just say: “World-Class Diving, Call Me.” Or something within those lines. September is a diver’s dream! no summer rush, just you, the reef, and maybe a curious parrotfish or two. From the Christ of the Abyss statue to the massive Spiegel Grove wreck, the underwater world is wide open.

Islamorada – Fishing and Art Walks
Islamorada didn’t get the “Sportfishing Capital of the World” title for nothing. Offshore or backcountry, September is still delivering the goods—snapper, tarpon, and stories that start with, “You should’ve seen the one that got away.” And if fishing isn’t your thing? Hit Islamorada on the Third Thursday for Morada Way Art Walk, where the creative side of the Keys comes alive with local art, music, and a little island magic.

Marathon – Museums and Marine Life
Think Marathon is just a pit stop? Think again. Families love the Turtle Hospital, Florida Keys Aquarium Encounters, and Crane Point Museum. Each one is equal parts education and entertainment, with a healthy splash of island quirk. Or, skip the itinerary altogether and spend a lazy day at Sombrero Beach—it’s island time, after all.

Key West – Island Fun Without the Crowds
Sure, Key West has a reputation for late nights and wild stories, but September lets you see its softer side. Sunsets at Mallory Square are still putting on a show, the bars and galleries are easier to wander into, and Old Town feels a little more like the charming neighborhood it actually is. In short: same Key West, fewer lines.

So, Why September?
Because it’s the Keys… just quieter. September is when you slow down, find space to stretch out, and maybe even feel like a local for a while. Whether you’re casting a line, strapping on a snorkel, or just watching the sun melt into the ocean, it’s the perfect reminder that the best things in life aren’t rushed.

Alright, I’m out, See you out there. I’ll be the one pretending my phone has no service.