I think the Honda CTX700 DCT vs the Silverwing or Burgman 650 would be a good comparison. All 3 should be comfortable highway cruisers, but I see the CTX being more maneuverable in town, due to it's being narrower with bigger wheels.
I won't spend more on a bike than I think it's worth, but if it's a good deal, I don't seem to have a problem buying bikes I don't need.
2002 Vulcan 750, 2013 Royal Enfield B5
2001 XT225, 2009 Genuine Stella
1980 Puch moped