Having owned both I think I can give you a fairly objective opinion about these bikes. I probably won't tell you anything you don't already know but sometimes maybe we need to hear it again. I liked my roadie for what it was and that is a heavy cruiser. It was great for short rides but any long distance would really take its toll on the bod. Its not that it couldn't do it but the way you sit on it will soon let you know this is a cruiser not a tourer. Mine was very dependable and never let me down. However it does vibrate and for that reason and the fact that the passenger seat left somewhat to be desired did not make it a good two-up bike. Ground clearance wasn't very good either and it didn't take much to scrape the pegs. Good looks, good sound, good short ride.
Now the Venture. To me this is where you get the best of both worlds. This is a great looking bike that has touring capabilities with no sweat. Its easy to handle, has better ground clearance than the roadie, still has great looks, and shaft drive which is a big plus to me. Its still a lot of fun even on those short hops when you just need to get away for a while and it doesn't make you feel like you are wrestling Godzilla.
By now you know my preference. I'd go for the Venture and let the Roadie go but I'm not sure if I would go for an even swap-that ones up to you guys. Dutch:cool17: