At 27 mins, the cigar that Bootstrap Bess smoking is almost consumed; at 27:37 her cigar is longer than earlier; in the next scene her cigar is almost consumed again.
The year is 1879; and the design used on the back of the cards wasn't introduced until 1887 by the Bicycle Card company.
When Salt Peter (Louie Sabatasso) tells Raven McCabe (William Moore) about owing some gold, he finds copper in the bag about 37 mins. In his hand are British old pennies one showing the head of King George VI, one with the head of Queen Elizabeth II, one showing Britannia, and a .2p piece showing the the three feathers of the Prince of Wales.