The Key West Mystique

Key West Island News


Key West Island News connects Key West residents and friends of the island, fosters our One Human Family culture and advances understanding of shared goals for our island community

Higgs Beach

Two kinds of people live in Key West | Those who love it. And those who don’t

By Linda Grist Cunningham, editor and proprietor

Linda Grist Cunningham is editor and proprietor of Key West Island News and KeyWestWatch Media LLC. She and her husband, a park ranger at Fort Zach, live in Key West with their Cat 5s.


“How’d you end up in Key West?”

Unless one is a born-and-bred Conch, there’s really only one answer. Visited; decided I’d move.

Whether one arrived 50 years ago or yesterday, two kinds of people live in Key West. Those who love it, warts and all. And those who hate it and plot everyday to get off the island.

Unlike a lot of places one might live, learning to love this island isn’t an option. If you’re not in love from touchdown, you’re not likely to shrug off the challenges the longer you’re here. In short, (cliche coming) love it or leave it.

Most folks love Key West on a vacation. I mean, what’s not to like? Great food, music, nightlife. Laid back happy hours. Sparkling water with sunset sails, snorkeling and fishing. Wandering the streets of Old Town; even surviving the ubiquitous Duval Crawl and the T-shirt shops and skanky cosmetic scammers. Petting a six-toed cat. Staring down an iguana. Clucking at the chickens.

Vacationing isn’t living here. Nor is spending a couple months over the winter. Snowbirding is an extended vacation; your “real life” is somewhere else. Living here — with a 305 area code on your cell and a Florida drivers license with a 33040 ZIP code — is a whole other experience.

Ed and I moved permanently to Key West in 2012 with the Cat 4s (now Cat 5s) in tow. We bought our house in 2008, weeks before the real estate market crashed, rented it to long-time locals for four years while we disentangled from our corporate worlds, downsized by 66 percent, found local employment and moved in. In July 2019 we could claim to be “fresh water Conchs,” the appellation for those who weren’t born here, but who’ve made it seven years full-time.

We’ll lodge our ashes in the Key West Cemetery and put gravestones in our various family plots “up there” that read: Ed and Linda are in Key West.

We are among those who love Key West, warts and all. So, what is it that’s got our feet buried deeply in the coral bedrock?

Key West Island News

Key West takes you at face value — as long as you’re not a jerk. We love sharing our how-did-you-get-here stories and our here’s-what-I-did-in-the-old-world bona fides, but once past the few minutes that takes, we don’t care who you were or where you came from. What’s important is who you are today. Oh, and don’t be a jerk. That arrogant, entitled, alpha (fe)male, my-way-not-yours stuff that may have made you a star somewhere else has no place on the island. Shed the attitude as quickly as you shed the mainland clothes. No one cares how much money you have or how gilded your titles. As a neighbor told me shortly after I moved in: Be mindful when you’re shopping in Faustos one morning and sniffing censoriously at the homeless-looking guy in the vegetable aisle. He might have had dinner with the Queen last night. Yes, that Queen. Don’t be a jerk.

Key West Island News

Key West is libertarian (little l) not Liberal (big L). No doubt that Key West is an island of blue voters in a sea of red ones. As soon as one crosses the Cow Key Bridge at the triangle out of town, Monroe County goes dark red. There’s not even a smidgen of purple in between. So, yeah, Key West votes blue. But. Huge but. In everyday life, our culture is all about you-live-your-life-I’ll-live-mine — as long as you’re not a jerk. Key West’s is an inclusive, tolerant, non-judging culture that’s happy you love this place as much as we do. Which is why I am baffled by visitors who are shocked, shocked, mind you, by Key West’s vibrant LGBTQ culture and find it necessary to comment unpleasantly aloud at best, or to shout slurs and start fights, at worst. I mean, how could they not have known? Don’t be a jerk.

Key West Island News

Key West is a haven for outcasts, misfits, loners and those who had empty dance cards “up there.” We’ve gentrified over the past couple of decades, which gives us a bit too much gloss these days, but, fact is, one doesn’t end up permanently in Key West if one is a perfect match for, say, Chicago, New York or, well, anywhere else. No joke. We’re a complicated stew of folks who never really fit in in our previous lives. A friend who was horrified when I told her I was moving to Key West simply couldn’t restrain herself: “Where in the world will you shop,” she asked. “There’s no Saks. No country club. No golf course.” Exactly, I said. (Well, there is a yacht club and one golf course, but those are stories for another day.) Two weeks after I ditched the corporate world, I cleared out my closets of everything, everything, that smacked of an executive costume. I never really fit in up there. Was exhausted with the trying. Done.

Key West Island News

The weather. Even in the summer. Even in a hurricane. ‘Nuff said.


That’s it. Four reasons I live here. There are dozens of reasons why living here is challenging, but as my mom says: “Yeah, but you live in Key West.” Indeed.

(Originally published Feb. 15, 2019 and updated Dec. 28, 2019.)



  1. Fred Strolle

    Nice article, Linda, on living here. Especially the fact you can be Your self and not have to flash credentials from a previous life. Just don’t be a jerk.

    • LGC KWIN

      Well, I DO like living my life vicariously through yours! 🙂

  2. Annette Holmstrom

    Exactly right. We can only dream of staying longer than a month or two right now, but this is why the dream won’t die. We live near Seattle, so people think we’re crazy to head to Key West every year – but here is why. Love to meet you one of these days when we are here (we were at 806 Florida this year – near you, I think). Thank you for articulating our love for this wonderful little town.

    • LGC KWIN

      Yep. Folks who don’t understand think we are nuts. That’s why you’re here every year. 🙂

  3. Ramona

    So funny, I got recruited here for a job 4 years ago. I always thought I’d end up in San Diego… had never been here and didn’t know much about it. What a gift that was.

    • LGC KWIN

      Amazing how that works, huh?

  4. Peggy

    Every time I’m in KW I wonder, how do these people make it here. Gotta be a way! I agree with you – there are no bad days – you are in KW after all. Even the most mundane jobs – you guys are all winning at life! I love what you’ve said about ditching the executive life & Just living. ? Awesome article. ❤️

    • LGC KWIN

      Thanks, Peggy! As anyone working a couple or three jobs would tell you, making it in Key West is a daily slog. But… That same person would also say she’s gonna keep slogging because she can’t imagine living anywhere else. That’s some crazy kind of love. PS: Flip flops are a magnificent replacement for four-inch executive heels…. 🙂

  5. Susie Trost

    Linda, as usual, you’ve (cliche) hit the nail on the head. Like you, we love living here, and I hope our paths will cross again soon!

    • LGC KWIN

      LOL! Luv ya.

  6. Sandra Sujak

    Linda, I swear to god we need to meet. I live right around the corner from you, but for all the world it might as well be a mile away. ?

    I started following your writings during Irma, and have recently found you again.

    My story, and that of my husbands is very much like yours, and we too LOVE Key West (warts and all).

    Looking forward to making your acquaintace and your 5 cats someday soon.

    Thanks for sharing your wit and wisdom. It is a joy to read. Your neighbor on Georgia Street!

    • LGC KWIN

      You’re the best kind of neighbor! Always there; never a pest. But… You gotta drop by for coffee on the porch some day!

  7. Pam Trowbridge

    If you don’t like cats, you won’t make it. If you don’t like dogs, you won’t make it. If the thought of chickens running in your back door creeps you out, don’t move here. You may inherit a cat or two with your house. Just roll with it. In fact, that is the best rule, just live with things the way they are.

    • LGC KWIN

      Spot on, Pam. Add to that if you’re not good with sugar ants running across your kitchen counters and lizards watching from the bathroom sink while you brush your teeth, best stay up north. 🙂

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