Category: retirement
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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…
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Travel Smarter in an Uncertain World
Planning a long-term international trip used to feel like a puzzle you could solve once and then relax. Now it can feel like the pieces keep moving: visa requirements shift, flight routes get consolidated, exchange rates jump, and headlines make every destination sound risky. The core skill is not predicting the future. It is building…
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When the Job Description Doesn’t Include “Prove You’re Still Alive”
Note: Ages and details below current as of July 2026 unless noted. The news that Lindsey Graham has died at 71 is going to generate a lot of tributes this week, and it should — the man spent decades in public life. But if I’m honest, my first reaction wasn’t grief. It was a gut-punch…
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The Reality of Long-Term Travel
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Long-term travel isn’t only about epic sights and bucket-list moments. It’s a lifestyle choice that reshapes your days, your expectations, and your patience. On Wherever We May Roam, we talk through the reality of long-term travel: the rewards, the challenges, and the surprises people rarely plan for. Whether you’re considering an extended getaway, part-time roaming,…
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Skip the Airport: How Buses and Trains Make Europe Better (and Cheaper)
By Jim Santos | Wherever We May Roam There’s a moment every traveler knows. You’ve just landed at a new airport, shuffled through passport control, waited at baggage claim, navigated a confusing terminal, and finally emerged into daylight — blinking and slightly dazed — in a city you haven’t actually seen yet. You flew over 600 miles…
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How Much Does Long-Term Travel Really Cost?
Most people plan travel like a vacation, and that mindset quietly breaks the budget. In this podcast episode of “Wherever we May Roam”, we argue that extended travel, part-time roaming, and full-time travel all have different cost structures, so comparing your numbers to someone else’s is usually useless. A practical travel budget starts with your…
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Planning Long-Term Foreign Travel in a Volatile World
When the world won’t sit still, how do you plan a trip that will? There’s never been a more exciting — or more complicated — time to be a traveler. The world is more accessible than ever, yet the political, economic, and logistical landscape shifts almost daily. For those of us who dream in passport…
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Wherever We May Roam: A Practical Guide to Longer Travel
Most people treat travel like a map problem, but Jim and Rita Santos argue it is really a style problem. After 16 years on the road, living abroad, and testing everything from short breaks to full-time roaming, they land on a simple idea: there is no single “right way” to travel longer. Long-term travel planning…
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Wherever We May Roam: Finding Your Travel Style — Now Available
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After years of traveling, learning, adjusting, and sometimes getting it completely wrong, I’m excited to finally share something that has been a long time in the making: My new book, Wherever We May Roam: Finding Your Travel Style, is now available. Why I Wrote This Book Travel has never been a one-size-fits-all experience. Over time, my…
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Ditching the 9-to-5 for Wide Open Roads: Is Full-Time RV Living for You?
Ever dreamed of saying “see ya!” to the daily grind and hitting the open road? The idea of living full-time in an RV or camper has definitely captured the hearts of many, promising a life filled with freedom, adventure, and a whole lot less stuff. But is it all sunshine and scenic overlooks? Let’s dive…