I've made a 900-1000 mile trip fairly often since about 2005 or 2006, when we began yearly road trips from Orlando to Detroit (where my mother grew up). In 2008 we replaced/supplemented that with trips to New York City, with all but one ending in us driving from NYC to Detroit and back down again in a big triangle. The longest we've ever taken was a little over 24 hours, and only because we stopped in Virginia to spend some time with my adopted sister's brother and his family. And usually we stop to sleep at a rest stop in Maryland, somewhere past Baltimore.
This year our current plan is to do both trips separately.