The Top 5 Things to Do in Islamorada—in a Day

The tropical islands of the Florida Keys stretch for about 120 miles, offering limitless attractions and activities. And within this greater archipelago, the village of Islamorada features its fair share of things to see and do. It can all be a bit overwhelming. Fortunately, we’ve put together a suggested itinerary for enjoying some of the best things to do in Islamorada—in a single day.

Tip: Take advantage of the shuttle service provided by Cheeca Lodge & Spa, which provides transportation to attractions within a 2-mile radius.

8am – Breakfast at Atlantic’s Edge

Start your day of exploration with a fresh and satisfying breakfast spread from Cheeca’s flagship restaurant, Atlantic’s Edge. Take your pick from our Island Continental Buffet or choose from delicious hot dishes, such as buttermilk pancakes, three-egg omelets, and more.

10am – Tour the History of Diving Museum

After breakfast, you can head to the History of Diving Museum to learn about the evolution of deep sea exploration. Open daily from 10am to 5pm, this small-but-mighty museum offers a fun, hands-on educational experience, including both permanent and featured exhibitions. Don’t miss the helmet photo op in the Aquarium.

12pm – Visit Betsy the Lobster

Next, meet Betsy, a top contender for largest lobster in the world. Paying a visit to this eye-catching roadside attraction is one of the more unique things to do in Islamorada. As a representative of native wildlife, this massive spiny lobster is difficult to miss as she stands guard outside The Rain Barrel Artisan Village. Seeking souvenirs? Be sure to check out the village shops.

1pm – Lunch at Islamorada Shrimp Shack

Take a break from sightseeing and enjoy a casual lunch at Islamorada’s Shrimp Shack. This family-owned local hangout serves a menu of fried seafood staples alongside some more adventurous selections, like gator and conch.  

2pm – Feed the Tarpon at Robbie’s Marina

After lunch, drive down to Robbie’s Marina and marvel at a school of more than 100 tarpons that stop by the dock on a daily basis.These air-breathing silver giants are truly a sight to behold—plus, you can take it a step further and feed them. Admission to the dock is just $2, while a bucket of fish is $3.

4pm – Sample Beers at Florida Keys Brewing Company

Wind down the afternoon with a stop at the Florida Keys Brewing Company, known as the first Upper Keys microbrewery. Open daily, this quirky tasting room features local artwork and pours year-round and seasonal beers by the pint, flight, or growler. (Note: If you happen to be traveling with your four-legged friend, this dog-friendly brewery is a great option.)

6pm – Dinner at Nikai

At the end of the day, head back to Cheeca and enjoy dinner at Nikai, offering the freshest sushi in Islamorada right at the resort. Indulge in over 20 different rolls and sashimis, and over 35 different types of hot and cold sake to complement your meal. Plus, take in the breathtaking views of the ocean at night from the rooftop deck.

Of course, these are just a few of our favorite things to do in Islamorada. See them all, or chart your own course. Looking for more? Check out some of the resort activities offered at Cheeca, including golf and tennis.

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