What he said!
The WeeStrom is a perfectly good bike that can do many things well. It may not have a lot of the gee-wiz features of the mega-buck BMWs but that also means you have less to go awry. Save the $$, get the Vstrom, spend the savings on gas and park passes and Twisted Throttle accessories (BTW, my opinion is that the skid plate, crash bar combo from ALTRider is the best fitting for the Stroms.)
Seriously, any nits you find with the VStrom can be easily fixed with the aftermarket. Have fun and see you on the road!
PS: For your passenger, get one of these. http://pirateslair.net/SuzukiV.htm
They will love you for it.