Last year my son and I rode our motorcycles around the Forever West route put together by Tony Huegel at BackCountryByways. This year I'm taking my Jeep instead of my dual sport bike. The current version of last years trip is now called Heart of the West and is around 2800 miles covering parts of CO, UT, NV, ID, MT and WY.
This kind of trip is why I purchased my Jeep, and it gives me the opportunity to take a passenger and plenty of gear to make the trip comfortable. I still love the bikes, and get a lot more adventurous with them; they are much less expensive to fully equip compared to a Wrangler.
We'll be leaving at the end of July, and it's about two weeks to go all the way around. Some of this is on pavement, and some is on almost never used two-track. The rest is in between. With luck we'll catch a little Fall color, but I think we will be about two weeks early.