Islamorada is a collection of six keys, Plantation Key, Windley Key, Upper and Lower Matecumbe are all connected by the Overseas Highway. Indian Key and Lignumvitae Key round out the rest and are only accessible by boat. Filled with historical sites, fishing charters, and amazing cuisine, Islamorada is a perfect spot to spend a day or two!

Fishing Capitol

Not to be outdone by Key Largo’s claim of being the diving capitol of the world, Islamorada is considered be the fishing capitol of the world. Knowledgeable back country guides and recreational fishing guides are plentiful and there should be no problem finding one to help you land that Sailfish for above your mantle.

Things to do in Islamorada

Did you know that Islamorada has their own brewery and distillery? That’s right, you can get your very own Keys made beer right here at the Islamorada Brewery and Distillery. Grab a beer while you’re hanging out in the beer garden munching on those conch fritters that you just got off their food truck. It’s dog friendly too, so you don’t have to leave Rusty at home.

There is also a ghost town, well, ghost island actually and the only way to get to Indian Key is by boat or kayak. Bring your own kayak and launch around MM78, just make sure to park in a legal spot so that your vehicle is waiting for you when you get back. Don’t have a kayak or a way to transport it? Robbies Marina and Backcounty Cowboys both rent kayaks to get you there.

Speaking of Robbies, check them out for eclectic souvenirs or grab a bucket of chum and feed the Tarpon right off the deck. If you plan it right, you can have an enjoyable lunch while you’re relaxing on island time!

Brush up on your diving history at… you guessed it, The History of Diving Museum. Just as the name implies, you’ll learn about diving history from diving with a glass bucket over your head, about 5,000 years ago, to modern day divers in robotic suits.

Islamorada History

Set some time aside to visit the Keys History & Discovery Center where you’ll learn about the history of the Florida Keys. From early 16th century artifacts to the people who made the keys into what they are today. Find out why and how the Overseas Railroad transformed into the Overseas Highway.

Kayak, boat, or take a ferry to Lignumvitae Key Botanical State Park and get a feel for how the Florida Keys were in the early 1900s. Explore a caretaker’s house from 1919 and take a self-guided tour of the grounds to learn the history of how the keys were made and what migratory birds, and butterfly’s call this hammock home.

Wander around the quarry that was used to make the Overseas Railroad at Windley Key Geological State Park. Pack a lunch and hike along the 1.5 miles of trails where you can stop at one of the many picnic tables. They also have a ranger lead and self-guided trail to fill you with the history of the park.