Why Key West is Stranger Than Fiction
With its funky charm, quirky characters, end-of-the-road mindset and reputation as a bastion of the bizarre, Key West might seem more like a fictional setting than a real locale.

Free-range "poultry in motion" add to Key West's offbeat atmosphere -- and are even the inspiration for quirky costumes during annual festivals. (Florida Keys News Bureau, Andy Newman)
As those lucky enough to be residents can attest, America’s southernmost island is real enough … but it definitely proves the old adage that fact can be stranger than fiction (one of the reasons, by the way, that residents and visitors find it so engaging).
Want some examples? No problem.
1. Key West (and the rest of the Keys) make up an independent island nation called the Conch Republic. In 1982, the Keys staged a secession from the United States to protest a U.S. Border Patrol blockade that virtually stopped traffic on the only road in and out. After proclaiming the Conch Republic, they declared war on the mother country, pelted federal agents with stale Cuban bread, surrendered 60 seconds later and demanded $1 billion in foreign aid. (FYI, it still hasn’t arrived.)
2. Key West is closer to Havana (90 miles) than Miami (159 miles). In 1978, after a challenge from a local reporter, then-mayor Sonny McCoy traveled that 90-mile distance to Havana on a single slalom ski. The grueling feat took six hours and 10 minutes, with challenges including six-foot seas and an escort from Cuban gunboats.

In 1982, hundreds gathered to watch the historic secession ceremony and birth of the independent Conch Republic.
3. The Key West Cemetery, a small, sunny and oddly comforting spot in the center of picturesque Old Town, includes gravestones reading “I Told You I Was Sick” and “Devoted Fan of Singer Julio Iglesias.” They’re not far from the Otto family plot, where a tiny Key deer lies buried with its devoted owners — and three of the family’s pet dogs.
4. For the best Cuban sandwich in Key West, head for the laundromat. Really. One of the top purveyors of the traditional sandwich, a luscious concoction of ham, cheese and spiced pork pressed between slices of Cuban bread, is Sandy’s Cafe at the M & M Laundry on White Street.

To celebrate Ernest Hemingway's Key West legacy, Sloppy Joe's Bar presents an annual "Papa" Hemingway Look-Alike Contest.
5. Each July, some 125 stocky, white-bearded middle-aged men arrive in Key West to take part in a unique ritual. No, it’s not a convention of vacationing Santas — it’s the “Papa” Hemingway Look-Alike Contest at Sloppy Joe’s Bar, the literary legend’s favorite local watering hole. Hemingway lived and wrote in Key West throughout the 1930s, and set “To Have and Have Not,” his only novel with a U.S. setting, on the island he loved.
6. In 2004, the City of Key West had an official chicken catcher on its payroll. Third-generation island resident Armando Parra, a barber and amateur bird buff, was hired to trap some of the island’s free-range poultry population for relocation. However, the position was short-lived because, apparently, too many chickens crossed the road to avoid him. Today, the renegade roosters and hens are flourishing … and providing abundant photo ops for fascinated visitors.
Of course, these are just a few of Key West’s “stranger-than-fiction” realities. To discover others … well, there’s no better way than coming down on a personal fact-finding mission. One warning, however: many of today’s residents evolved from yesterday’s visitors who simply refused to leave.













