Osborn History
Welcome to Osborn Airfield
Where Stories Soar and Community Lands Softly
From Open Skies to Open Hearts – A Story Worth Sharing
At Osborn Airfield, flight is more than a function — it’s a way of life. It all started with Jon, a small-town guy from Brooklyn, Michigan, who came to Florida in 1980 chasing a motocross dream and never looked back. It was here that he met Darlene, a born-and-raised Floridian from the Fort Lauderdale area. Their story began at her parents’ KOA Campground, and after marrying in Haines City, they’ve been on one long, adventurous journey — together — for over 44 years and counting.
Over the decades, Jon and Darlene wore many hats. From bricklaying and real estate in Brandon, to long-haul trucking for nine years with D & K Transport out of Dade City, they’ve always shared one thing: the spirit to build something lasting. That spirit eventually led them back to college — Darlene, graduating with honors in Math Education from UCF, taught school for six years, while Jon graduated summa cum laude in Civil Engineering and is now happily retired.
After being told in the late 80’s they would likely never have children, they were more than surprised in 1998, after 17 years of marriage, to be blessed with a son. Neil is now in his middle 20’s, living at the field and helping run things.
Feel the Difference the Moment You Land
Upon landing on the manicured runway, where the trees along the side protect pilots from those pesky crosswinds, you’ll feel right at home surrounded by the pristine Florida green. If landing on grass is not something you regularly do, you will be pleasantly surprised by the ease and forgiveness of the well maintained turf.
A Place Where Flying Feels Personal
Osborn Airfield isn’t just another airstrip — it’s a family-run oasis, where planes park next to old friendships, and strangers quickly become neighbors. It's the kind of place where your arrival is met not just by a ground crew, but by a happy clowder of friendly cats, Patches, Tig, Charolette, and Blaze.
Settle in on the grass — trust us, the kitties will come say hello.
For Pilots, Dreamers, and Everyone In Between
Whether you’re touching down for a rest stop, looking for a new home for your aircraft, or just want to feel part of something special, Osborn Airfield is here for you. We’ve poured our life, love, and legacy into making this airfield what it is: welcoming, warm, and one-of-a-kind.
Why Osborn?
Real people, real passion.
An airport with soul.
A place where even the pets are on the welcome committee.
Our Mission
To create an airfield that reflects the values we live by — community, hard work, friendship, and a lifelong love of aviation.
Here’s What Our Visitors Say:
✈️ “Osborn isn’t just a landing spot. It’s like pulling into a friend’s driveway — and getting greeted by two dogs and a dozen purring cats.”
✈️ “You won’t find another place like this. Honest people, peaceful place, and a personal touch that bigger airports lost long ago.”
✈️ “The animals alone are worth the trip. But the people? That’s what makes you stay.”
Come See What Makes Us Different
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