Breaking the bill typically means getting smaller bills out of your already big one. For example if you were to break an $100 bill into 20's hen you would get 5 $20 bills.
Reel
Reel is a homophone for the word real. Even though the words are spelled differently, they are pronounced the same. Homophones are words that sound the same but have different meanings. Real means actual; not imagined. Reel is a spool on which thread is wound. You can also reel in a fishing line.
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Answer: The entire poem is an extended metaphor, or figurative language that implies comparison between seemingly unlike things, for the United States after the Civil War and Abraham Lincoln's assassination. In the metaphor, the captain is Lincoln, the voyage is the war and the ship is the United States.
In my opinion, you always wait till the end and do it when you are done with everything.