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I do kind of know as I've done 2 tours on them. We toured 2 up so space gets a bit more limited. Before we left we bought our own HD liners for the electra glide luggage and were able to check what fitted, we sold them for reasonable money after the tour. They are also useful to have when you're touring because you can use them between the bike and hotel at night. The top box is big as well but that tends to be useful for day stuff to (depending on what kind of touring you're doing). I also had a stuff sack strapped to the top box which has a steel mesh around it so you can lock it to the seat with your jacket and lid in it if you're going for a walk.
What we got in the side panniers was light weight clothes, spare undies and toiletries. Like Rohan lightweight for the evenings and bare toiletries. You'll want to be wearing most of what you are taking most of the time. Waterproofs can go in the stuff sack and layers for day wear if your suit doesn't adapt to changing conditions. Top box for cameras gloves if you run 2 pairs, maps and some of the spare clothing if you have to. The top box empty will take 2 full face lids so it's not small.
Sorry I can't just tell you it's x size but I wouldn't pack jeans unless you're travelling alone! I can recommend buying the liners, they don't get that worn on a tour so you'll get good money back for them.
If you are riding alone you'll get a 20litre suitcase in the panniers and top box and strap the rucksack in the back seat. If you're not carrying a pillion I wonder why you'd choose an Electra Glide, It feels a bit silly riding one without anyone on the back and the stripped down Harleys are actually fun to ride, the Electra Glide is a handful because of the weight from the rear seat and luggage being so high.
If you let your pillion ride on an Electra Glide you'll struggle to get them on anything else! It's a seriously comfortable pillion seat, I went on the back one time and it's luxury, in the front not so much.
Don't suppose anyone knows how much luggage you can get in an HD electra glide?
I'm struggling to visualise it.
For context I'd expect to have a standard carry-on suitcase and a 35l backpack worth of stuff.
Also having never ridden a bike that big, would folk suggest possibly sizing down and going for something like a softail* with regular panniers and working out storage?
Cheers.
*the only thing I'm wary of is people often say a softail isn't that comfy for pillions.