Which Sportster were you going for? I've only had a go on the little one (883), but it seemed hugely gutless. That was just with my 13 stone on and no pillion.
With a pillion (I'm assuming, because you say 'we'') and all associated gear, I don't think you would be getting much of a move on.
If you haven't got your heart set on Harleying it across the states, take a look at some of the threads for more regular adventure bikes. There are hundreds on here. Or maybe look at a Jap cruiser? The Star series from Yamaha are very good, especially the 1600 (Midnight?) Star.
I can see the attraction of doing the trip on a Harley though. If I was to do it I would pick the Fat Boy or the Road King, partly for their added luggage/pilion capability, but mostly for their appearance and just sheer 'yankeeness.' I never said I wasn't shallow.
Some people will say that a cruiser is not the bike for S.A, but this board was founded in the spirit of adventure, and as most people will tell you, any bike is a RTW bike.
Happy Riding
Joel
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