Poughkeepsie New York to Milwaukee is a 14 hour trip, perfect for a 1 day ride out to earn your iron butt patch and then a nice 2 day ride home. So uh, yeah it is a "3 day trip". Sorry that it isn't your idea of a trip, but it does fall into the suggestions for a 3 day trip.
Heck just for an example, I found out the shipper for my new bike did not pick it up in Phoenix on Saturday so at 6pm Saturday I jumped into the truck, by 9:30am his time on Sunday I had driven about 1,200 miles to load the bike. I fueled up the truck, turned around and headed home, I got here at 6:00am this morning. Almost 36 hours and 2,300 miles. So define "trip".