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Vacation in the Age of Apocalypse

Yeah, good luck relaxing.

7 min readMay 27, 2026

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On Tuesday evening, my family and I had an early sunset dinner at a place in Anguilla called, appropriately, Sunset Lounge. I had salmon, eel and shrimp nigiri; my son Wynn had chicken fingers. We watched the sun go down. It was very pleasant.

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This is the Sunset Lounge.

The purpose of some vacations is to explore, to discover, to open yourself up to worlds and cultures previously unfamiliar. The purpose of other vacations is to unplug, shut down and try to calm everything down for a while, as much as one can. This vacation was absolutely the latter. I didn’t work — these right here are the first words I’ve written in a week, which has to be the longest I’ve gone without writing anything since I was in elementary school — I read two books (one about Jonestown and one about insurance fraud and pelvic mesh, nice light beach reading) and I regularly slept two hours later than I usually do. We were all like that. We are a family built around the concept of forward momentum, of being productive and useful, of always remaining busy. But we took a week off from that. We tried to take a week off from everything.

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Will Leitch
Will Leitch

Written by Will Leitch

Author seven books, including “How Lucky” "The Time Has Come" and "Lloyd McNeil's Last Ride." NYMag/MLB. Founder Deadspin. https://williamfleitch.substack.com