If I were going to go 100% bike, I would likely get a BMW GS adventure with the luggage. A goldwing with a sidecar or a trailer would be a second choice. A distant third would be a trike, but then the $$ is getting up there and they handle for shit. With the BMW's [650 and or 1200, or one of the older 11 or 1150 models] you can handle most any weather, do most of the maint yourself, and they are designed to take abuse and thrive. Ssmaller bikes [any dualsport 650] are good for zipping around, but not so good at hauling groceries. The bigger bikes cost more but can do more.
I wouldn't consider a cruiser style bike as more than a second vehicle. Big twins of any persuasion can be problematic to start in the winter. You also give up alot of handling with the feet forward riding position.
Check out
Adventure Rider to see what hardcore 100% is all about. Remember the average city street is every bit as challenging as the alps....
Personally I do as much on my bike as possible. Evidence:
My bike pic pageSaavy listers will notice the RIFLE CASE that I have added, actually I can carry two now, enough to attend a 3 gun match on the bike, if I choose...
I could go on and on, Email me if you want more info...