Category: Travel
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Sailing Through Life
Selling everything to sail around the world sounds romantic until you hear what it actually costs. It isn’t just the money. It’s your identity, your routines, and the comfort of having a backup for everything. In this episode, Rita and I talk with Alison Gieschen and her husband Dan, who traded a successful equestrian life…
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Storytelling and Travel as a Path to Healing
Life doesn’t follow a map, and I think that’s exactly why this conversation stuck with me long after we stopped recording. Rita and I sat down with Shannon Lampkin, a travel storyteller, author, and podcast host who started “Travel Time Stories” as a show about adventure and then watched it turn into something bigger —…
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Travel More for Less
The fastest way to travel more isn’t a bigger paycheck. Believe me, I’ve had a few different paychecks over the years. Some good, some not so much (looking at you, worm farm), and the size of the number was never really the problem. The real trick is having a better system. Travel writer and coach…
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Expat Parenting and Solo Travel
Paula Barnes has been living the expat life for close to two decades now, and if there’s one thing her story proves, it’s that confidence in travel isn’t something you’re born with — you build it, one uncomfortable moment at a time. She and her husband left Australia thinking they’d do six months in Taiwan.…
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The Gift of Time Together
Coming home exhausted from a trip usually isn’t a travel problem — it’s a planning problem. We learned that the hard way more than once, which is probably why this episode hit home for us. On this one, Rita and I sit down with Paul Partridge, a former financial advisor who traded spreadsheets for travel…
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A Chat With Madison Rolley
Technology is changing travel planning faster than a lot of us can keep up with. And if you’re a retiree, or just late to this particular party, it can feel like someone handed you a new phone and expected you to already know the passcode. This episode is our attempt to connect the dots between…
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Ultimate AI travel planning that actually saves you time
Planning a long Europe trip sounds romantic, but the reality can be tough. Check-in windows, long transit days, and missed connections add to the challenge. The task of stitching lodging, trains, and buses across many countries also wears you down. With overland travel, we stay in city centers instead of airports. It gives us more…
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Picking A Travel Credit Card
Premium travel credit cards sound like an easy win: earn points, get airport lounge access, stack credits, and turn everyday spending into flights and hotels. But the real question is value, especially when annual fees climb toward $895. The key theme is matching the card to your travel style and your actual spending, not your…
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How Educational Travel Builds Confidence Through Connection
Saying yes to the trips that scare you a little can reshape your entire life, and that idea sits at the heart of this conversation with Jewel Rozanski, founder of Cultured Travel. After 14 years as a public high school Spanish teacher and training in educational psychology, she turns educational travel into a practical path…
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A New Life in San Miguel de Allende
Trading a familiar routine for life abroad sounds dramatic until you hear how normal it can feel when you break it into steps. Chris and Deanna move from the Los Angeles area to San Miguel de Allende, Mexico, after realizing they did not want to look back with regret. Their story speaks to anyone searching…
