Start by trying short 300-500 mile weekend getaways then work up to 750-1000 miles one way. I did two trips to Alabama, one to Deals Gap, one to Daytona. All told I racked up close to 17,000 miles this year.
One of the things I want to do in 2010 is visit the site of the Hunley. The Confederate submarine that was raised three years ago and is on display in Charleston, South Carolina.
I belong to the Iron Butt Association and have done several IBA rides and do what I have to, to get somewhere but I just don't ride LD just for the sake of being an LD rider. I don't want to go 1,000 miles just to "do it" unless there's a destination behind the 1000.
I carry all my camping gear because it's fun to hang out by the fire at night and it also allows me to save big $. I motel when I need to especilly if I'm gone 10 or more days.