This one is like your classic jumping puzzles from various games. Guild Wars 2 came to mind for me. Pick a crate...jump to it. You can hang off the sides of them, but don't get squashed.
And don't get shot. Stop to pop some baddies along the way. I could not figure out why it did not complete at the end...I had to actually get over the rail and move the checkpoint forward for the achievement to pop.
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