If I had to go 500 miles to a business meeting, then 500 miles back again, I would take my truck. More comfort, carries more, can any of my bikes in the bed, can sleep in it, and weather doesn't worry it. If I had a couple of days, to go 500 miles, for some fun, that was not scheduled, and a few days to come home again, I would take the Enfield. The Harley is a fun ride, but the Enfield is a really fun ride.