On August 23, 1885, the Sweepstakes hit a rock near Cove Island and sank in shallow water close to the light station. She remained there until September 3rd when she was towed into Big Tub Harbor by the tug Jessie.
 

 The City of Grand Rapids was a double-decked steamer working the coastal trade between Owen Sound and the villages of Manitoulin Island and the Bruce Peninsula. On the evening of October 29, 1907, a fire broke out aboard the Grand Rapids while docked in Little Tub Harbor.