I voted for the Jumbo before, and I'm not changing my opinion given the add'l info hehe.
Reason being that yes, the Dark Silver is stunning, and as someone who owns a few metallic reissues, one of which is a DS 226, I can personally attest to that fact!
Sure, the 227 size would give you the option of a more casual/dressy chic look because of its size (maybe v. the 226 rose gold reissue), however, I wouldn't get the Dark Silver 227 it if it meant NOT having the black caviar Jumbo.... if that makes any sense.
IMO, the Jumbo is more practical, and timeless (non-metallic, etc).
The metallic reissues, while I adore them, are timeless styles in "trendier" leathers IMHO, KWIM? The caviar Jumbo goes with pretty much any and everything, and besides, you can always snag a Pewter 227 reissue (what I'm after hehe), which is less similar to the rose gold... and, unlike the dark silver, it does not have the rose/bronze undertones.