Kinda been to busy to think much about it other than to know, in my knower, I'm gonna go. I'm sure it will be solo but that's subject to change. I'll reach out to you when it gets further along, thanks!
The KLR will get you there, but not with the zest of a KTM, or Lucky's disdain.
As far as luggage for the bike, I learned early on to stay away from hard bags. All it took was one slide, and putting my left foot down, only to have it be consumed beneath the space of the left hard bag and the ground. It fucking hurt. That was on JimJib's 1100 GS, back in 2004. When I outfitted my new 640 Adv in 2005, I went with Dirt Bagz stuff. DBZ Products - Luggages Solutions for Dual Sport Motorcycles Decent quality. Does exactly what it needs to do. If you're going to be expecting rain, get some liners or dry bags for the important stuff, like clothes.
If you put a set of tires on it, I suggest the Conti TKC-80. I've been using those for 15 years, going back to my first 640 Adv in 2004. Good on asphalt and better in the dirt that most of the DS options out there.