Young woman with braided hair in casual clothes, crouching on stone ruins at an ancient Mayan archaeological site with stone stairs and structures, surrounded by green trees and under a bright sunny sky.

Field Notes from the Road

Real stories from the road—wins, weird moments, and the “wish-I’d-knowns.” These posts are my unfiltered take on places I’ve actually traveled, with honest opinions and the simple tricks that help solo women feel confident. Expect practical takeaways tucked inside personal tales, from budget blunders to street-food gold. No fluff, no filters—just the truth and a nudge to go.

Guatemala Blog #3 — Bryce Arrives: Airport Chaos, “Mommy Is Waiting,” & The Road to Antigua
Guatemala, Central America, Travel Blog Unsettled JD Kerwin Guatemala, Central America, Travel Blog Unsettled JD Kerwin

Guatemala Blog #3 — Bryce Arrives: Airport Chaos, “Mommy Is Waiting,” & The Road to Antigua

After five years apart, Bryce finally landed in Guatemala — and our reunion was pure chaos. From holding a ridiculous “Mommy Is Waiting” sign at the airport to rum-and-Gatorade adventures, secret bars, hangover recoveries, wandering through Antigua, and an accidental two-hour walk to a coffee plantation… here’s how our trip together officially began.

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How to Go Through Airport Security Like a Pro (First-Time Traveler’s Guide)

How to Go Through Airport Security Like a Pro (First-Time Traveler’s Guide)

If airport security makes you nervous, this guide is for you. I’ll walk you through what to pack, how to organize your bag, and what to expect in the security line so you can breeze through like a pro — even on your very first flight.

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Guatemala Blog #2 — Semuc Champey, The Caves, the Chaos & the Road to Guatemala City
Guatemala, Travel Blog, Central America Unsettled JD Kerwin Guatemala, Travel Blog, Central America Unsettled JD Kerwin

Guatemala Blog #2 — Semuc Champey, The Caves, the Chaos & the Road to Guatemala City

After a peaceful stay on Flores Island, I set off for Semuc Champey — the caves, the turquoise pools, and one of the craziest travel days of my Guatemala trip. From climbing rusty ladders underground to tubing through the jungle, cacao tasting, the viewpoint climb, a freezing tarp-covered truck ride, and getting dropped on the wrong side of Guatemala City… this day had everything.

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Flights: The Good, The Bad, and The Almost Missed
Travel Stories, Travel Tips, Lessons Learned Unsettled JD Kerwin Travel Stories, Travel Tips, Lessons Learned Unsettled JD Kerwin

Flights: The Good, The Bad, and The Almost Missed

I’ve never missed a flight — but that doesn’t mean they’ve all gone smoothly. From sprinting through airports in China to watching my luggage take its own trip to Prague, flying has taught me patience, flexibility, and a good sense of humor. After 15 years of travel, I’ve learned that the journey between takeoff and landing is full of lessons — and sometimes, the best stories happen before you even reach your destination.

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7 Common Travel Insurance Mistakes (and How to Avoid Them)
Travel Tips, Safety & Preparation, Travel Planning Unsettled JD Kerwin Travel Tips, Safety & Preparation, Travel Planning Unsettled JD Kerwin

7 Common Travel Insurance Mistakes (and How to Avoid Them)

Buying travel insurance isn’t exciting — but needing it and not having it can ruin your trip. After 15 years of traveling, I’ve seen it all. From cheap plans with no coverage to missed claims and policy loopholes, here are 7 common travel insurance mistakes — and how to avoid them.

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Travelling Solo: Finding Joy in My Own Company
Travel reflections, Solo Female Travel, Life Abroad Unsettled JD Kerwin Travel reflections, Solo Female Travel, Life Abroad Unsettled JD Kerwin

Travelling Solo: Finding Joy in My Own Company

After 15 years of travelling, living in eight countries, and visiting more than fifty, I’ve learned that solo travel isn’t lonely — it’s freeing. From friendships made around the world to the peace found in quiet moments, here’s how travelling solo taught me confidence, connection, and the joy of my own company.

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Greece Blog – Part 2: Delphi & Meteora: Ancient Ruins and Endless Stairs
Travel Blog, Greece, Europe Adventures Unsettled JD Kerwin Travel Blog, Greece, Europe Adventures Unsettled JD Kerwin

Greece Blog – Part 2: Delphi & Meteora: Ancient Ruins and Endless Stairs

After chasing sunsets in Santorini, our Greek adventure continued into the mountains. From racing the clock in Delphi’s ancient ruins to climbing the monasteries of Meteora, this leg of the journey was filled with history, surprises, and a few hostel hiccups along the way.

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Travel Insurance: To Buy or Not to Buy?
Travel Stories, Travel Tips, Safety & Preparation Unsettled JD Kerwin Travel Stories, Travel Tips, Safety & Preparation Unsettled JD Kerwin

Travel Insurance: To Buy or Not to Buy?

When I first started traveling, I thought travel insurance was a waste of money. I was young, healthy, and reckless. But from hospital visits in Australia to trip interruptions in Shanghai and NYC, I’ve learned the hard way why coverage matters. Here are the real stories that changed my mind.

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