Back in my younger days (1981) I did an Iron Butt on a 78 Sportster from Whidbey Island, Washington to SanDiego, California, with two friends, took right around 23 hours. My best advice these days would be make sure the bike is right, spare no expense on a really good seat, check out a pair of soft under garment bicycle shorts from your local bicycle shop, and most of all be prepaired for the weather. And last but not least, make sure the HOG member dues are up to date along with any warrenty needs just in case of break downs. In all my years of riding I have only used the HOG member service once, it was well worth the cost of the membership. Good luck.
By the way what side of Jacksonville, FL you on? I am on the westside near Chaffee and I-10
By the way what side of Jacksonville, FL you on? I am on the westside near Chaffee and I-10