Islamorada
The sport-fishing capital of the world. Premium waterfront living, a vibrant arts scene, and some of the most spectacular sunsets in the Keys.
Islamorada, known as the sport-fishing capital of the world, stretches across several islands in the Upper Keys. It attracts serious anglers, waterfront estate buyers, and those who appreciate a sophisticated yet relaxed Keys lifestyle. The Islamorada ZIP code 33036 covers Upper Matecumbe Key, Lower Matecumbe Key, and Windley Key, spanning Mile Marker 90 to 70.
The village is home to world-class offshore and backcountry fishing, with species ranging from tarpon and bonefish to mahi-mahi and sailfish. Robbie's Marina, where visitors can feed tarpon right from the dock, is one of the most iconic spots in the entire Keys chain.
Beyond fishing, Islamorada offers a thriving arts community with galleries, boutiques, and waterfront dining. Lazy Days Restaurant is a long-standing favorite for waterfront meals. The area also hosts fishing tournaments and cultural events throughout the year.
The real estate market in Islamorada is the most premium in the Keys, with median listing prices ranging from $1.25 million to over $2.2 million. Waterfront estates with direct ocean access or deep-water canal frontage command the highest values, and competition for prime properties is strong.
Sea Horse Private Charters: Islamorada's 5-Star Fishing Charter at Whale Harbor Marina
Private offshore fishing charters at Whale Harbor Marina, Mile Marker 83.4, with a 5.0-star Google rating from more than 1,100 reviews.
Robbie's of Islamorada: The Heart of the Florida Keys
The number one tourist attraction in the Florida Keys. Hand-feed tarpon, rent a boat, or enjoy waterfront dining at Mile Marker 77.5.
Best Dog-Friendly Beaches and Parks in the Florida Keys
Anne's Beach and Founders Park are top dog-friendly spots in Islamorada. See the full guide.
Halloween in the Florida Keys: Your Local Guide
Neighborhood trick-or-treating, waterfront costume parties in Islamorada, haunted Key West history, and ghost tours from Key Largo to Key West.
Fall Fishing in the Florida Keys: What's Biting in October and Where to Go
The fall mullet run, tarpon, permit, bonefish, snook, and blackfin tuna. A local guide to October fishing from Key Largo to Marathon, with the sport-fishing capital of the world at its center.
What To Do This Weekend in the Florida Keys | August 7-9
Key West Lobsterfest, regular spiny lobster season opening, Open Air Market at Boondocks, the Florida Keys Farmers Market in Islamorada, and the best sunset dining spots from Key Largo to Marathon.
Paddleboarding and Kayaking in the Florida Keys: Best Spots and Tips
Indian Key Fill, Anne's Beach, and the mangrove tunnels around Islamorada offer world-class paddling. A complete guide to the best paddleboarding and kayaking spots in the Keys.
The Complete Guide to Waterfront Living in the Florida Keys
Islamorada offers premier bayfront properties. This guide covers canal homes, docks, and open-water living in the Keys.
Best Waterfront Dining in the Florida Keys
Islamorada's bayside restaurant row is the epicenter of waterfront dining in the Keys. Marker 88, Lazy Days, and more.
Signature Florida Keys Cocktails: The Rum Runner and More
The Rum Runner was born at the Holiday Isle Tiki Bar in Islamorada. A local guide to the signature drinks and waterfront bars of the Keys, from Key Largo to Marathon.
November in the Florida Keys: Events, Fishing, and Things to Do
Powerboat racing in Key West, sailfish and stone crab season, the Islamorada farmers market every Sunday, and the Southernmost Turkey Trot.
Thanksgiving in the Florida Keys: Where to Dine and What to Do in 2026
Waterfront Thanksgiving dinners from Key Largo to Key West, the Southernmost Turkey Trot, and holiday weekend things to do.
Islamorada Real Estate FAQs
Why is Islamorada called the Sport Fishing Capital of the World?
Islamorada earned this title because of its exceptional access to three distinct fishing environments: the shallow backcountry flats of Florida Bay for bonefish, permit, and tarpon; the coral reefs offshore for snapper and grouper; and the deep Gulf Stream for sailfish, mahi-mahi, and tuna. The village is also home to Robbie's Marina, the legendary tarpon-feeding dock, and hosts world-class fishing tournaments year-round. Read our complete Keys fishing guide.
What luxury communities are in Islamorada?
Islamorada features several prestigious waterfront communities, including Ocean Reef Club (just north at Mile Marker 106), Mangrove Marina, and the premier bayfront estates along Upper Matecumbe Key and Windley Key. Many luxury properties in ZIP code 33036 offer deep-water dockage, private boat lifts, and stunning sunset views over Florida Bay. Gated waterfront communities with controlled access and resort-style amenities are also available. Contact Steve for Islamorada listings.
What is the price range for waterfront properties in Islamorada?
Islamorada is the premium market in the Florida Keys. Median listing prices range from $1.25 million to over $2.2 million, with waterfront estates commanding the highest values. Bayfront properties with open water views and direct ocean-access canals are the most sought-after and typically sell in the $2 million to $5 million range. Despite the premium, inventory remains tight and well-priced properties attract competitive interest. Let Steve guide you through the Islamorada market.
What is the difference between Upper and Lower Matecumbe Key?
Upper Matecumbe Key and Lower Matecumbe Key are the two main islands that form the heart of Islamorada. Upper Matecumbe is home to most of the commercial and residential development, including the Morada Way Arts District, Founders Park, and the Overseas Highway corridor with restaurants and shops. Lower Matecumbe is more residential and less developed, featuring Anne's Beach, quieter neighborhoods, and a more laid-back Keys atmosphere. Both offer excellent waterfront real estate. Contact Steve to explore both islands.
Interested in Islamorada real estate?
The premium Keys market demands an agent who knows every waterfront and every value driver.