You need to do some more research on the West Highland Way. From your post it definitely ticks all the boxes.
I did this with my mate last year - see my report "Milngavnie to Inverness via the Ben"
You will get a distillery at Glengoyne, which is near the start of the walk and they do tours and stuff with some romantic Scottish history thrown in. (I haven't been but my mother has yapped about it).
This walk was very much an extended social walk and this was one of the things we enjoyed most. We wild camped but had a support crew every couple of days so we got some rest from the heavy packs but every where we stopped (The Rowardennan Hotel, The Bridge of Orchy Hotel, The Kings House Hotel) had great banter, mixed ages, from Scotland and other places - roaring log fires and good, traditional Scottish fare (Chips made the Scottish Way!
). I am sure you will be made most welcome and invited to sample local culture! You don't have to camp and could do the whole walk quite luxuriously, even getting bags transported separately so you would only have to carry a day sack if you want.
You also get to walk through Glen Coe which is steeped in Scottish history (good and bad)!!
You will walk through hidden laraig's with remnants of houses left after the clearances.
See lochs and waterfalls through the mist.
None of this walk is hard if you are reasonable fit with good boots (I got blisters!) the only downside would be the midges but that would depend on when you plan on visiting - the little beasties can ruin a hike.
