📍 Where to Live in Italy

Retire in Puglia? Discover how a scouting trip to Ceglie Messapica—with Ostuni, Martina Franca & Cisternino as options—helped a couple plan with clarity.

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.

You’re not just touring. You’re test-driving your future life. So here’s what actually matters. There’s a seductive rhythm to Italian...

Renting in Italy can be a dream — or a bureaucratic, mold-infested nightmare. This guide breaks down everything you need to know to evaluate a long-term rental, including contract types, heating systems, energy ratings, and internet access. If you’re scouting, applying for a visa, or planning your escape from the U.S., this checklist could save your wallet (and your sanity).

Thinking of retiring to Italy under the 7% flat tax? Here’s what $200,000 can actually buy you in walkable small towns—from restored homes in Puglia to fixer-uppers in Le Marche. Real listings, real advice, no sugarcoating.

Retiring in Italy? Start here. This first CaesarTheDay newsletter dives deep into Liguria—real towns, real prices, and why we chose it over the usual postcard fantasies. You’ll get city-by-city breakdowns, healthcare insights, and tips on cutting U.S. state tax ties (especially if California still wants your money). It’s free, honest, and packed with what actually matters when planning your escape.

Italy’s 7% tax deal for retirees sounds amazing—but most advice online is dubious. Here’s what’s real, what’s BS, and how to qualify.

How we found our corner of paradise on Earth in Italy. What factors matter, what speaks to you, what feel "right."

How to avoid the biggest mistakes when moving to Italy.

How to decide where in Italy you should call home.