Father/Daughter duo run for King and Queen of Fantasy Fest



A Royal Renaissance COURTESY PHOTO

A Royal Renaissance COURTESY PHOTO

Although it’s always contentious, this year’s competition for King and Queen of Fantasy Fest has gotten a little more interesting with the entrance of the double trouble father-daughter team of Bucky and Destiny Montgomery into the race. Two notorious Key West celebrities in their own ways, the Montgomerys have already formed a dynasty and don’t necessarily need to be crowned royalty to cement their regal status in the community (although they wouldn’t say no to a couple of shiny crowns).

Louisville-born Bucky is an artist, writer, musician, publisher, producer, activist, host and promoter of various annual Key West functions, including the Freshwater Conch Gala and Celebration, the Santa Run and the Key West Kentucky Derby Party. He has lived in Key West for the better part of 20 years and is a single father of five grown children: Legend August, Amber Leigh, Destiny Blue (our queen candidate), Jasmine Day and Chauncey (Chance) Brook-Alan Montgomery.

Full disclosure: Bucky is a writer for Florida Weekly’s Key West edition. He is the author of a series of fantasy novels and currently has the Amazon number one best-selling new release in Florida Keys travel books – “Key West TODAY – The Very Best 153 Things You Must Do.” He also produces the bestselling annual “Best of Key West” singer/ songwriter compilation CDs, which get regular rotation on most of the local radio stations. All three volumes are for sale online and at several retail outlets around the island, and proceeds go to benefit the Sister Season Fund of Key West.

Are you sensing a theme? Bucky is a relentless champion of all things Key West. He is also the definition of a jackof all-trades. He has bartended for years around the United States (most recently seven years at the now-shuttered Pat Croce’s Rum Barrel), owned a bar/ restaurant in Louisville called Bucky’s, worked as a morgue attendant, was a rifleman in an ultralight infantry cohort unit in the U.S. Army and was a law enforcement officer at the University of Louisville campus. Did I mention he was also a glam rocker in a past life? With a personality that big, it’s no wonder his daughter is also a force to be reckoned with.

Destiny’s tale of how she came to Key West echoes the familiar refrains of so many of our island transplants.

“I fell in love with the island back between 1997 and 1999 when I would come down to visit my dad,” she explains. “I absolutely loved the laidback vibe, friendly people, gorgeous weather, water and the flora and fauna of Key West. I felt at home here immedi- ately. After college, I worked at a couple of design firms in Louisville but I always felt it wasn’t the right path for me. I decided to take a break, move down to Key West and reevaluate my life. Initially, I planned on a sixmonth stay, but here it is almost nine years later and yeah, I’m still here!”

When Destiny isn’t adeptly slinging drinks behind the always-packed Sloppy Joe’s bar, you can catch her belting tunes at any one of Key West’s live music venues.

“I’ve always been a singer, but I never really considered my voice anything special until I moved to Key West,” she recounts. “I started going to karaoke bars here in Key West with friends after work and quickly realized that the response to my numbers was always pretty damn good. I also met several local musicians who would call me up onstage on occasion, which is always fun.”

Much like her father, Destiny is deeply committed to raising much-needed funds for various charitable organizations in town and to campaign for queen on behalf of AIDS Help was a nobrainer.

“I was asked to run for queen by former king Mark Watson after running other charity events around town,” Destiny recounts. “Once I started reading about AIDS Help and found out everything they do and the amazing work they do, not just with people struggling with AIDS/HIV but other people in the community as well, I was sold. Everyone is affected by AIDS/HIV whether you know it or not. When I started talking about running for queen, so many of my friends came to me and said they’d been clients for 20 years and wouldn’t be alive or able to live here if it weren’t for the help and medications and housing and counseling AIDS Help provides. When you hear first-hand from your friends why the organization has been so important, it makes you start wanting to be a champion for them.

“Now that I’ve learned so much about the organization, I plan on doing several things throughout the year to help,” Destiny continues. “So many of my events were wiped out by Hurricane Irma and it has been heartbreaking to me that I can’t do everything I had committed to doing. Because I wasn’t able to do what I had planned on doing, I don’t want it to stop for me. No matter what happens with the competition, my commitment to AIDS Help doesn’t end with this.”

Destiny next campaign event is BOY-lesque 2 from 6-8 p.m. on Thursday, Oct. 12, at Aqua Nightclub. A fee of $20 at the door gets you an evening of all-male revue with local celebrities and amateur performers hosted by the incredibly talented chanteuse Bria Ansara. BOY-lesque 2 performers include sexy pole dance instructor Nick Mazza, local DJ Sanaris Peacock and the ever-present studly photographer Larry Blackburn.

From 8-10 p.m. on Sunday, Oct. 15, Bucky and Destiny are co-hosting Girls Rock the Theater at the Key West Theater

– an “honest-to-God rock concert with the best female talent Key West has to offer.” The lineup includes local rock goddesses Robyn Whitehead, Destiny Montgomery, Dora Gholson, Bria Ansara, Michelle Dravis, Marjory Lee Mitchell, Jodyrae Campbell and Florida Weekly correspondent Laura Richardson with an all-star backing band comprised of some of Key West’s most talented musicians.

Bucky’s final two solo campaign events are as eclectic as the man himself. At 6 p.m. Tuesday, Oct. 17, Cowboy Bill’s is hosting the Bill Hoebee Roast and the Carolyn Guarini Bachelor ‘n Bachelorette Auction. Local celebrities and notables will flock to Cowboy Bill’s to skewer, fry and roast lovable local radio DJ Bill Hoebee for a generous donation. Anything goes, so maybe leave the kids at home for this one. Immediately following the roast, between 10 to 15 of Key West’s hottest bachelors will parade across the stage, strutting their stuff while anyone interested can bid for a hot date night with their favorite stud muffin. Key West’s hottest bachelorettes will tease and try to please for the men who will throw out the most cash for a hot date night with the girl of their dreams, all on the same night. These events always draw a full house, so plan accordingly.

On Wednesday, Oct. 18, Bucky will host The Queen’s Dinner at Martin’s on Duval (917 Duval St.), a night of upscale, four-course, paired fine dining with all the queens and duchesses of Fantasy Fests past. For your contribution to AIDS Help, enjoy an evening of decadent dining and drinking with the most beautiful women on the island. Formal attire is requested, so dust off that suit or party dress. Valued at over $120, the current asking donation of $40 is a once-in-a-lifetime steal.

The campaign season culminates at 6 p.m. with The Royal Coronation Ball, presented by Casa Marina, A Waldorf Astoria Resort, at 1500 Reynolds St., on Friday, Oct. 20. Celebrate the Renaissance of our royal family and the rebirth of “One Human Family” in the Keys. Simply go to ahi.ticketleap.com/ coronation/ and reserve your VIP dinner tickets while they’re still available. It’s an event that sells out fast, so be sure to make your plans now!

More information on the campaign for king and queen of Fantasy Fest and the remaining campaign events can be found at www.ahmonroe.org. ¦

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