I think it would really depend on your circumstances. I could not imagine trying to get out of NYC while pulling that cart. It would take me a long time to pull and slow me down. Also, I would have a tough time fitting with me on a train. If I were in the suburbs of this area, I think I'd have the same answers. For my circumstances, I don't see it.
If it works for you, if the extra time it would take is available, and it does not attract too much attention, I think more (more supplies, more gear) is better. So then. I'd want it.