Yes Mike.
There is a paper trail between Booth and those associated with the Confederate Signal Service (the Confederacy's Secret Service.) In late October of 1864 Booth was in Montreal at the St. Lawrence Hall on St. James Street. It was the finest hotel in Montreal and the local center of Confederate activities. He was supposedly there to see George P. Kane who had planned on freeing prisoners from Johnson's Island. Kane was out of town, so Booth spoke to Patrick C. Martin a blockade runner from Baltimore.

On October 27, Booth and Martin went to the Bank of Ontario to exchange currency. Booth traded 300 dollars in gold coins for sixty pounds sterling and bought an exchange receipt for 455 dollars. After being assured that no else could acess the money, Booth left for a trip back to the States. He left some personal property with Martin and instruced hin to send it by way of Nassau.
See Cincinnati Enquire, April 18, 1892.

Booth's application for the bill of exchange is in (LAS 3:139) LAS is records of the conspiracy trial published by the National Archives on sixteen reels of microfilm. They are designated Microcopy M-599 by some writers.

Booth covered his trip to Montreal with a false story about having an engagement at the Theatre Royal...See Thomas Florence in the New York Sun, April 19, 1865.

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