In 1829, Charles married his second wife, Frances Gill Kaye and initiated plans to build a house in Harmar. The couple had a large family; in total, they had seven children. Life as a captain meant Bosworth would be gone for months as he navigated steamboats on the Ohio and Mississippi Rivers. In 1837, a newspaper story announced that two steamboats constructed were launched on March 25. “These boats were built for and under immediate superintendency of Captain Bosworth and Whitney. The one for the New Orleans, and the other for the St. Louis trade…”
During those years, Bosworth was often on the Ohio and Mississippi Rivers transporting cargo and passengers. Then, for a few days, he would be home. Bosworth would sometimes ask Frances to join him on trips. He grew frustrated with being away from home. River life could be tedious and boring, especially when they were held up for long periods due to low water and slow mail service. Letters sometimes contained acknowledgment of sending money and goods to Frances. Bosworth at one point became worried about finances. He grew weary of the river life that he once loved. Bosworth returned to Marietta supposedly due to one of his daughters, Emma, being ill. After that, Bosworth developed yellow fever during a Mississippi River trip. He died in Memphis on September 26th, 1841. His wife Frances delivered a son on March 4th, 1842, months after Bosworth died. She named the child Charles and later sold the house for $1,667.