The Long Approach

Places that know what they're doing.

I write about hotels worth the detour — what makes a room work, why one place feels alive and the one next door doesn't, and, when it explains something, the history underneath. Then I plan trips for people who would rather not gamble on the photographs.

Flor da Rosa, Portugal·August 2026

The fortress that stopped needing to be one

A Hospitaller monastery built for a contested border, abandoned for a century, and now a hotel with wheat growing up to the walls.

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Trip planning

The version I'd book for myself.

Anyone can find you a hotel. What takes years is knowing which of the three good ones is actually right, and what the other two get wrong. That judgement is the whole service.

From $350 per week of travel planned
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About

I've spent years collecting places that could only exist where they are — and learning to tell, quickly, which ones are run by someone who cares.

Hi, I'm Tyler. What interests me is the design and the experience of unusual places to stay — and history, and the way it keeps making its mark on the present. Europe is where I go deepest; I hold Portuguese citizenship and work in Portuguese and Spanish. But I'll plan a trip anywhere, and what I'd like to show you is how much one changes when the atmosphere of a place, and the way you meet it, are chosen rather than left to chance. If you're planning something, here's how that works.