Don't fret over the need for a solo boat. I paddle my Old Town Tripper at 17 ft. 2 in. with 2 inches of rocker solo on this river all the time. Just shift some gear forward and away I go. It really is not a problem. Feel free to bring someone if you like. I am about 30-40 minutes from New Buffalo.
The World is my country, all mankind are my brethren, and to do good is my religion.