🌴 September Travel Guide: Top Things to Do in Marathon, Florida & the Florida Keys

If you’ve been dreaming of a Florida Keys getaway, September might just be the perfect time to plan it. The summer crowds thin, the waters stay warm, and the atmosphere shifts into a more relaxed, authentic island rhythm. For travelers looking to soak up sunshine, enjoy fresh seafood, and discover unforgettable experiences, there are endless things to do in Marathon, Florida and across the Keys this time of year.

Here’s your guide to why September is such a smart time to visit—and what to put on your must-do list.

🌊 Why Visit in September?

Fewer Crowds, More Peace

As summer vacationers head home, September brings a gentler rhythm to the islands. That means no waiting in long lines, more open tables at waterfront restaurants, and wide-open spaces where your family can spread out and enjoy the view. Imagine strolling into your favorite spot and getting a seat right by the water—no rush, no stress, just laid-back island living.

Warm Waters and Gentle Evenings

September still feels like summer in the Keys, with ocean temperatures perfect for snorkeling, paddleboarding, or a lazy float in the pool. Evenings are breezy and mild, ideal for grilling fresh seafood, gathering around the fire table, or stargazing from the balconies.

Better Rates, Same Luxury

This is the sweet spot of shoulder season. You’ll enjoy all the Caribbean-style scenery and resort-style luxury—without the peak-season price tag. It’s like having paradise on sale, and your family reaps the rewards.

Authentic Keys Experience

September is when the Keys feel most “local.” You’ll find small-town gatherings, neighborhood coffee shops, and community theater productions waiting for you. It’s the perfect month to discover the islands’ culture in a more intimate way—where locals are happy to chat and life slows to island time.

A Vacation for Every Generation

Every member of the family finds their own slice of joy in the Keys. Grandparents can start the day with coffee on a balcony overlooking the water. Parents might slip away for a quiet kayak ride or paddleboard adventure. Kids love having a pool, spa waterfalls, movie nights, and games to keep them entertained. And when it’s time to come together, gathering around a pizza oven, fire pit, or outdoor cabana kitchen turns evenings into unforgettable memories filled with laughter and connection.

🎉 Top 10 Things To Do in September in the Florida Keys

1. Snorkel Sombrero Reef

Marathon is home to some of the best snorkeling in the Florida Keys, and Sombrero Reef is the crown jewel. Just a short boat ride offshore, you’ll find vibrant coral formations, schools of tropical fish, and maybe even a friendly sea turtle or two. September’s calm waters create near-perfect conditions for visibility, making this a top pick for underwater adventurers of all ages.

2. Visit the Turtle Hospital

For a heartwarming experience, head to the Turtle Hospital in Marathon. This one-of-a-kind facility rescues, rehabilitates, and releases injured sea turtles back into the wild. Guided tours give you the chance to learn about marine conservation while meeting the turtles up close. It’s both educational and inspiring—perfect for families traveling with kids or anyone who loves animals.

3. Paddle Through Curry Hammock State Park

September is a great time to explore Curry Hammock State Park, where calm waters and shady mangrove tunnels make kayaking or paddleboarding a peaceful adventure. As you glide along, keep your eyes peeled for herons, manatees, and small reef fish darting beneath your paddle. This is one of the best ways to truly soak in the Keys’ natural beauty.

4. Dine Dockside at Keys Fisheries

When hunger calls, head to Keys Fisheries, a Marathon staple that’s famous for fresh seafood and laid-back waterfront dining. Their lobster Reuben sandwich has a cult following, and the sunset views from the dock are unforgettable. September’s slightly quieter pace means you can relax without the long summer wait times, making the experience even sweeter.

5. Discover Florida Keys Aquarium Encounters

Families won’t want to miss Florida Keys Aquarium Encounters. This interactive attraction lets you feed stingrays, snorkel in a coral reef tank, and learn about marine life up close. It’s hands-on, educational fun that makes it easy for kids and adults alike to connect with the underwater world of the Keys.

6. Catch a Show at Marathon Community Theater

Looking for evening entertainment? Check the lineup at the Marathon Community Theater. From comedies to musicals to special events, this community-driven venue offers an authentic taste of island culture. It’s a cozy, small-town experience that often becomes a highlight for guests seeking something unique to do after a day of sun and sea.

7. Take the Scenic Drive to Key West

The drive from Marathon to Key West is more than just a road trip—it’s a bucket-list experience. The journey across the famous 7-Mile Bridge is breathtaking, with endless turquoise waters stretching out on both sides. Once in Key West, you can stroll Duval Street, tour Ernest Hemingway’s historic home, or watch the lively sunset celebration at Mallory Square. September’s lighter crowds make it easier to explore at your own pace.

8. Sample Key Lime Pie Everywhere You Go

No Florida Keys trip is complete without indulging in the local dessert: Key lime pie. From traditional graham cracker crusts to frozen and chocolate-dipped varieties, you’ll find endless takes on this classic. September gives you the chance to do your own “taste test” as you hop from Marathon bakeries to Key West cafés. It’s a delicious adventure in itself!

9. Join a Fishing Charter

Marathon is known as the sportfishing capital of the Keys, and September is prime time to cast a line. Offshore charters offer the thrill of chasing mahi-mahi, tuna, or sailfish, while backcountry trips through the flats bring opportunities to catch tarpon, bonefish, or permit. Whether you’re a seasoned angler or a first-timer, a day on the water is always unforgettable.

10. Watch the Sunset at a Waterfront Bar

The Keys are famous for their sunsets, and September evenings don’t disappoint. Settle in at a waterfront bar like Marathon’s Sunset Grille or head north to Islamorada’s Lorelei to enjoy live music, a cool drink, and a sky painted in fiery shades of orange and pink. It’s the perfect way to wind down your day island-style.

🏡 September at Casa Feliz: Your Home Base for Things to Do in Marathon, Florida

A September stay at Casa Feliz means you’re not just booking a house—you’re stepping into a private beachfront retreat where every detail is designed to make family time easy, comfortable, and unforgettable. With a heated pool and waterfalls, hammock chairs swaying in the breeze, three balconies with endless ocean views, and a concierge program ready to help with everything from private chefs to luxury picnics, it’s the kind of place where family memories fall into place naturally.

If you’ve been waiting for the perfect time to plan your Florida Keys escape, September is it. Quieter beaches, warmer waters, authentic island experiences, and all the comforts of Casa Feliz—it’s the smartest (and most magical) way to savor paradise.

For booking information, visit us HERE. Looking forward to welcoming you soon!