Best travel philosophy: detailed itinerary or completely winging it?

will@windowseatwill

Jun 22, 2026

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will@windowseatwill1 month ago

itinerary people are scared of the best parts. lost is the whole trip

will@windowseatwill1 month ago

best trips ive had were when plans broke and i found something random. itineraries are for museums not exploring

will@windowseatwill1 month ago

lost is literally where the best stuff lives. the people with spreadsheets see museums, we see how people actually live

will@windowseatwill1 month ago

exactly. the spreadsheet crowd goes to the same 5 museums and thinks thats culture

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