Vacation Smarter. Explore Islamorada Like a Local.

 Fresh seafood and waterfront flavors define dining in the Upper Keys. From the historic Green Turtle Inn to the daily catch prepared any way you like at Chef Michael’s, Islamorada is a food lover’s paradise. Settle in at Lazy Days for generous portions and toes-in-the-sand dining, or slip away to Square Grouper—a local secret where creative coastal cuisine and craft cocktails meet laid-back island style. Whether it’s toes-in-the-sand casual or a more refined evening out, you’ll find unforgettable meals and authentic Keys flavor around every corner.

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Aventure in Islamorada starts on the water. Head out with Sea Horse Charters to chase mahi, sailfish, or tuna offshore, or explore both shallow and deep waters with Islamorada Backcountry & Offshore for the full Keys experience. For a flexible mix of backcountry, reef, and nearshore action, Dauntless Fishing Charters delivers trips that guests rave about. Not all the fun requires a rod—stop by Robbie’s of Islamorada to hand-feed massive tarpon or browse local shops, spend the day like a local at the famous Islamorada Sandbar with Clearly Unique Charters, or set out for a private sunset cruise with  Solfinis Keys Cruising. However you play, Islamorada is built for unforgettable days on the water.

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 There’s more to Islamorada than the water. Families love Theater of the Sea, where you can swim with dolphins, sea lions, and rays in a one-of-a-kind Keys setting. Dive into history at the History of Diving Museum, showcasing centuries of undersea exploration, or wander through the exhibits at the Florida Keys History & Discovery Center for a deeper look at island life. For nature lovers, Windley Key Fossil Reef Geological State Park offers trails through ancient coral formations, while the Morada Way Arts & Cultural District brings the island’s creative side to life with galleries, murals, and monthly art walks. Wherever you go, Islamorada is full of ways to connect with its history, nature, and colorful community. 

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