I've always walked the City2Surf. When walking alone, I do it in 2 hours 20 minutes. When walking with others, I am in the back of the pack and end up in less than 4 hours.

I've done it for sure in 2000 and some more years by myself.
[...at least two times here...]
In 2005 with GeoDirk in a sling.
[...somewhere here with HanorahTLG in the stroller...]
In 2010 with GeoDirk at least for 50% on my shoulders.
In 2011 with GeoDirk walking mostly himself.
In 2012 with GeoDirk and Hanorah at least for 50% on my shoulders.
In 2013 with GeoDirk and Hanorah walking themselves. Yaaaaaaaaaaaaaaay not more carrying for me.

Currently I'm hoping to get back to under three hours with the two of them in tow, but since they spend a lot of time sightseeing I don't have my hopes up yet.

Rated: for Overall Experience.