🛵 Expat Life & Culture

People love the fantasy of retiring abroad: two people strolling through narrow streets, coffee cups clinking on a sunlit table, life finally slowing down to the rhythm they always wanted. And yes, some parts of that are real. But the thing no glossy article says — the thing I’ve started thinking about more and more when I talk to couples planning their move to Italy — is that a relocation this big doesn’t magically strengthen a marriage. It magnifies it. When you remove the

I thought I knew Italy from summers, Rome, and traveling the country—then these books showed me whole new sides: the chaos, the humor, the real daily life most of us never see. They made Italy feel bigger, more human, and—without meaning to—turned my “someday” into an actual plan.

Retiring in Italy is more than visas and logistics. This piece explores the deeper truth of aging abroad, what happens when life takes an unexpected turn, and how to build a community that actually holds you when you need it.

There is no perfect country — only different imperfections arranged in new ways. From U.S. burnout to European bureaucracy, here’s a candid look at what it really means to retire abroad, why politics sting less when you can’t vote, and how to decide which flaws you’re willing to live with.

Moving to Italy? Discover the 10 absurd American comforts you’ll miss—and the quirky Italian perks that might just win you over.

How do solo retirees, remote workers, and couples with pets experience the same Italian town differently? This guide explores the practical realities of life abroad through three unique lenses — helping you choose the right place for your version of la dolce vita.

What if Italy isn’t the only answer? Greener Pastures is the new no-BS guide to retiring in Europe — with side-by-side comparisons of Italy, Portugal, Spain, and France. Inside: clear timelines, real cost breakdowns, tax strategies, healthcare comparisons, and everything U.S. expats need to plan a smart escape.

Italy is beautiful — and sometimes maddening. After a lifetime of travel here, I’ve learned to love the chaos along with the charm. This isn’t a takedown. It’s a collection of sharp truths, from radiators-as-dryers to the eternal cigarette next to your Aperol. Consider this a love letter written in bureaucratic ink and secondhand smoke.

We didn’t have a single “we’re moving to Italy” moment. No dramatic speech. Just a slow unraveling of the American dream—burnout, layoffs, active shooter drills, and a creeping sense that this system no longer serves us or our kids. So we made a plan. Not an escape, but an intentional departure. This isn’t just my dream. It’s our family’s next chapter—built together, on purpose.

Why rush life when you can pausa like the Italians? A daily slow-down filled with food, chats, and zero guilt.

Italy isn’t a polished lifestyle product. It’s a living, breathing culture—and cultures come with contradictions.

Leaving the U.S. Behind & Embracing a New Future in Italy When I came to the U.S. as a teenager, I believed I was stepping into the...