I've just detected a faint glimmer of light/recognition of what you're getting at here, DZ. But just as our images, memories and words fail, as narrow and mediated representations of what the ride was, won't there be a mismatch between the images, words and thoughts that we line up in advance of a ride and the ride itself?
Having said that, I like the idea that there's more to preparing for a ride than checking tyres for glass, buying another spare inner tube and ditching the mudguards, and it would be great if that expectation and preparation (homework?) could overcome the sense of embarking on an increasingly familiar exercise that involves arriving at HPC at the right time (unless you're User10571...) and completing the ride in purely practical terms as a bike ride.
Many of the places that you've led us through are infused with some sort of strangeness, usually accentuated by the darkness or half light or an unfamiliar quiet. I'm sure the military canal beyond Gravesend is a dreary stretch in broad daylight, but the timing of marsh frogs, reed warblers, nightingale, ISS and iridium flare and the mash-up of nature, history and human reworking of the landscape made it an experience that I know was intense at the time but I'd not hope to capture it or represent it in a meaningful way. You'll also recall my irrational delight in the descent to Arundel on one of your Felpham excursions. And also the rolling thunder of the West Wittering trip that GeraldC filmed, including the blast of A3 as well as the final attack on way to the boat at Itchenor. There's no way to bottle that experience, but also no way to direct in advance that it is going to happen in that particular way, not least because of the variability and diversity of the people involved.