Help with steamship ID

3rd August 2014, 02:50
Hello, I bought this drawing several years ago and occasionally try to find out which ships these are, but I haven't had any luck. Can anyone out here help me? Either someplace that can help, or at the least a date range of when these ships were in use?

Also, what would all the signal flags being flown represent?

Sorry the images are a bit blurry. I think the steamship is American and the ship to left might be British (by the look of the flags)