Masks, Madness and Memories: Fantasy Fest Marks 30 Years

Carol Shaughnessy | October 22, 2009

In 1979, October in Key West meant the dog days of a late subtropical summer. Many streets were so empty that dogs could actually be spotted dozing on the asphalt.

Happy birthday, Fantasy Fest! Key West doesn't "clown around" when it comes to producing its flamboyant annual festival and its spectacular grand parade.  (Photo by Andy Newman/Florida Keys News Bureau)

Happy birthday, Fantasy Fest! Key West doesn't "clown around" when it comes to producing its flamboyant annual festival and spectacular grand parade. (Photo by Andy Newman/Florida Keys News Bureau)

But a group of local merchants changed that when they conceived a novel way to mark Halloween, a favorite island holiday that residents celebrated with uninhibited flair: a Halloween festival they dubbed Fantasy Fest.

Their 1979 event was a two-day party and a parade — featuring a local woman who draped her nude metallic-painted body across the hood of a Lincoln Continental and proclaimed herself its hood ornament.

After that auspicious beginning, the festival became an annual extravaganza known as the perfect place to “let it all hang out.” Organizers promoted it nationwide, and visitors began flocking to Key West each October.

Eventually it grew to 10 days. National and international media — including television weatherman Willard Scott — lauded its often risqué costume competitions, lavish masquerade balls and grand parade that featured fabulous floats and marching groups in bright-colored finery.

A past Fantasy Fest costume contest and parade featured a wacky flock of (wait for it) poultry in motion. (Photo by Andy Newman/Florida Keys News Bureau)

A past Fantasy Fest costume contest and parade featured a wacky flock of (wait for it) poultry in motion. (Photo by Andy Newman/Florida Keys News Bureau)

In the mid-1990s Willard made an on-air statement that locals still remember. Displaying an elaborate feathered Fantasy Fest mask live on “The Today Show,” he enthusiastically blurted, “And in Key West this week, they’re having their annual Fanny Fest.”

Whatever you call it, the festival marks its 30th birthday this year — and most Key West residents can recall an offbeat Fantasy Fest incident or two. Like the time a local celebrity and his entourage appeared in costumes satirizing then-president Bill Clinton’s Monica-mania. Or the night a “spaceman” had dire technical difficulties with his flying saucer outside Sloppy Joe’s Bar. Or the year half-naked “headhunters” invaded Duval Street.

Yet despite its outrageous flavor, Fantasy Fest also has a more serious side as a reflection of current events.

What do you get when you combine a blue dress, a cigar and a president who shall remain nameless? A fantastic entry in the Fantasy Fest parade! (Photo by Andy Newman/Florida Keys News Bureau)

What do you get when you combine a blue dress, a cigar and a president who shall remain nameless? A fantastic entry in the Fantasy Fest parade! (Photo by Andy Newman/Florida Keys News Bureau)

In 1998, for example, a few weeks after Hurricane Georges swept through the Lower Keys, the festival went on as planned — offering triumphant proof that no storm could dampen the Keys’ resilience or creativity. The parade honored U.S. 1 Radio for staying on the air throughout the hurricane to offer Keys-wide updates and comfort.

One float featured the station’s generator, nicknamed “Zippy” because it powered the broadcasts during the storm-induced electrical blackout. Parade spectators saluted the valiant little generator with nonstop applause and laughter.

Perhaps the most poignant moment in Fantasy Fest history came in 2001. Just weeks after the Sept. 11 attacks, the festival gave eight exhausted, grieving New York City firefighters a chance to relax and smile.

The FDNY firefighters were rightfully hailed as heroes during the 2001 Fantasy Fest parade. Rob Carlo (center) held up his late brother's photo as they marched. (Photo by Andy Newman/Florida Keys News Bureau).

The FDNY firefighters were rightfully hailed as heroes during the 2001 Fantasy Fest parade. Rob Carlo (center) held up his late brother's photo as they marched. (Photo by Andy Newman/Florida Keys News Bureau)

Months before, firefighters Michael Carlo and his brother Rob, teammates on the 10-member FDNY volleyball team, had decided to march in the year’s Fantasy Fest parade. But their plans — and their lives — were shattered when the World Trade Center collapsed.

Mike Carlo died in the rubble, as did volleyball team member Tim Welty. The remaining eight teammates, though devastated by their loss, put in heartbreaking days and weeks working at the site that came to be known as Ground Zero.

But the night of the 2001 Fantasy Fest parade, dressed in red, white and blue T-shirts bearing Mike and Tim’s names, they marched the length of the parade route in memory of their lost brothers.

Whether honoring heroes or saluting creative costumes and floats, Fantasy Fest has earned its place as Key West's premier annual festival. (Photo by Andy Newman/Florida Keys News Bureau

Whether honoring heroes or saluting creative costumes and floats, Fantasy Fest has earned its place as Key West's premier annual festival. (Photo by Andy Newman/Florida Keys News Bureau)

Rob carried Mike’s photograph, while a teammate waved a sign that read, “FDNY — Still the Greatest Job on Earth.” An estimated 50,000 spectators cheered, blinked back tears, and chanted “USA! USA!” as the firefighters passed by.

The 30th annual Fantasy Fest begins Oct. 23 and runs through Nov. 1, with the parade set for Halloween night. Whether you’ve never attended or are a veteran fest-goer, this is the year to join Key Westers in celebrating the festival’s colorful history … and anticipating the next 30 years.

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