In 1959, a young journalist ventures to Havana, Cuba to meet his idol, the legendary Ernest Hemingway who helped him find his literary voice, while the Cuban Revolution comes to a boil around them.
| Actor | Role |
|---|---|
 Giovanni RibisiEd Myers | Ed Myers |
 Joely RichardsonMary Hemingway | Mary Hemingway |
 Adrian SparksErnest Hemingway | Ernest Hemingway |
 Minka KellyDebbie Hunt | Debbie Hunt |
 James RemarSanto Trafficante | Santo Trafficante |
 Shaun ToubEvan Shipman | Evan Shipman |
 Jake ElliottOlder Boy | Older Boy |
 Rodrigo ObregónLucas | Lucas |
 Mariel HemingwayWoman Guest | Woman Guest |
| CCarlos Enrique AlmiranteCheckpoint Soldier | Checkpoint Soldier |
 Alexis Díaz de VillegasPaxtchi Ibarlucia | Paxtchi Ibarlucia |
 Joseph BertótRoberto Herrara | Roberto Herrara |
| CChad RobertsEd Myers at 14 | Ed Myers at 14 |