Area Guide
Living in Islamorada: The Sportfishing Capital of the World
By Jaclyn Kelley · June 21, 2026
Islamorada isn't just a destination — it's a lifestyle. Spread across four islands in the Upper Florida Keys between Key Largo and Marathon, this village of approximately 8,000 permanent residents calls itself the Sportfishing Capital of the World. And for good reason.
Fishing Capital, Literally
Islamorada sits at the crossroads of the Atlantic Ocean and Florida Bay, giving anglers unmatched access to both deep-sea and backcountry fishing. World-record catches have been logged here, and the village hosts some of the most prestigious fishing tournaments in the country, including the Islamorada Swordfish Tournament and the Islamorada Marlin Club events.
For recreational anglers, the proximity is unbeatable. From Executive Bay Club at mile marker 87, you're minutes from charter boat captains, bait shops, and the open water. The community's own marina with first-come-first-serve dockage means you can keep your boat right at home.
Waterfront Living at Every Price Point
The real estate market in Islamorada spans waterfront estates to condominiums and townhomes, offering entry points that are hard to find elsewhere in the Keys. A gated bayfront community like Executive Bay Club provides the waterfront lifestyle — beach, marina, pool — at a fraction of the price of direct waterfront single-family homes.
The market has remained resilient. Islamorada's limited land area (the Keys are narrow) and strict growth regulations ensure supply stays constrained, supporting long-term property values. Whether you're buying a primary residence, vacation home, or income-producing rental, the fundamentals are strong.
Beyond the Water
While fishing defines the culture, Islamorada offers far more. Founders Park — a 40-acre waterfront park just a short distance from Executive Bay Club — features athletic fields, a community pool, and a marina. Anne's Beach provides calm, shallow waters for families. The History of Diving Museum at mile marker 83 celebrates the Keys' rich underwater heritage.
The dining scene punches well above its weight. Lazy Days Restaurant, Ziggie & Mad Dog's, Square Grouper, and Papa Joe's Waterfront are just a few of the locally loved spots. Robbie's of Islamorada — with its famous tarpon feeding dock, fishing charters, and waterfront tiki bars — is a must-visit.
The Keys Pace of Life
Perhaps the biggest draw is the intangible. Islamorada operates at a different rhythm. Sunsets are events, not afterthoughts. Flip-flops are formal wear. The Overseas Highway is the only road in and out, which creates a sense of island community that mainland Florida rarely achieves. For many residents, that feeling — of being connected yet removed — is exactly why they stay.
"Islamorada is where the Atlantic meets the Gulf, and where the pace of life slows to match the tides."
If you've been considering a move to the Keys, Islamorada — and Executive Bay Club in particular — deserves a serious look. Contact me for a private showing of Unit B6 and discover what bayfront living really feels like.
Ready to Explore Islamorada Real Estate?
Unit B6 at Executive Bay Club is priced to sell. Contact Jaclyn today.