After big-time Hemingway fan Jack Phelan falls into a coma following an accident, he somehow finds himself in Key West, Florida, literally rubbing shoulders with his longtime hero.
The legendary author has been sent down by “The Main Man in the clouds” to see if Jack has what it takes to write a book for Him. And though Hemingway knows that his findings may very well determine whether Jack lives or dies, he doesn’t have a clue that the book is going to be about him.
Over the next four days, Jack and Hem not only knock around Key West but they also travel to some more of the legendary author’s old haunts. Together the two meet up with many of Hemingway’s long gone friends and have some rollicking good times. But during their journey they are also forced to go nose to nose with some things that are not at all fun and games. They both face highly-emotional tests of strength as well. But wait. That’s not all. After their time together ends is when things really get out of hand.