Hi Andrew,
There's a lot in your question so I'll answer the simplest way I know. If you have an MBTileset, you should no longer need Mapnik. You can configure the MBTiles provider, documented here:
http://tilestache.org/doc/#mbtiles-provider
It only takes one parameter, a path to your .mbtiles file. That should be enough to serve tiles over HTTP.
For overlaying trip data, I imagine you'd likely want to overlay some kind of vector data with Leaflet or similar, but that's a fairly separate question.
-mike.
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michal migurski- contact info and pgp key:
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