Havana Wild Weekend

Stacy Keach as H.K. Duff
Deb Lacusta as Isabella

"Havana Wild Weekend" is the seventh episode of the twenty-eighth season of the animated television series The Simpsons, and the 603rd episode of the series overall. It aired in the United States on Fox on November 13, 2016.

When Grandpa accidentally urinates on the couch, the Simpsons try to get him medical help but find the nursing home has no resources or personnel at all, and the Veterans Administration tells Abe they can't see him for an appointment for 23 years. On the advice of another elderly ex-soldier, the family goes to Havana, Cuba to get Grampa cheap medical care. As they arrive there a friendly doctor sadly says there is nothing that can be done to help Abe, but the sights of cars and music from the 1950's leads to him feeling much healthier. While the family enjoys the sights of Havana, including Homer making a drinking game out of old speeches by Fidel Castro, Grandpa meets a bar matron, Isabella, whom he fancies. He also runs into an old friend of his, a pilot who was thrown out of the Air Force for nearly detonating an atomic bomb by accident and stayed in Cuba after hijacking a plane and diverting it to there in the 1970's. He brings Granpa to a plane hidden in the jungle which he turned into a secret nightclub, where such nefarious types as drug lords and the founder of Ticketmaster (who is the only person everyone immediately punches in the face) are enjoying their exiles. Seeing how much fun life is there Granpa decides he wants to stay in Cuba. The Simpsons family tries to talk him out it. As they all aboard the plane it turns out that Isabella is a C.I.A. agent who tries to search for and arrest American refugees and transport them back to the U.S. Thus Granpa and the family are brought back home but Grandpa does retain some better feeling when he's back in the U.S.

The chalkboard gag in this episode is a response to the victory of Donald Trump in the 2016 presidential election. Coincidentally the season eleven episode "Bart to the Future", an episode set in the future, jokingly mentions Trump as being president.