| "Havana Wild Weekend"
| Episode Information
"Havana Wild Weekend" is the seventh episode of season 28 of The Simpsons and the six-hundred and third episode overall. It originally aired on November 13, 2016. The episode was written by Dan Castellaneta, Deb Lacusta and Peter Tilden and directed by Bob Anderson. It guest stars Stacy Keach as H.K. Duff and Deb Lacusta as Isabella.
- "When the Retirement Castle and the V.A. Hospital can't solve Grampa's health issues, the Simpsons decide to take a family trip to Cuba to get him cheap medical care."
The Simpsons are watching Vulture's Nest on TV, when Homer sees a pee stain on the carpet and blames Santa's Little Helper, but Grampa confesses it's his fault. The family finds out he's not healthy and they take him to the Retirement Castle, but all they can do is dump him on Skid Row. Taking him to the V.A. Hospital proves to be more difficult as the appointment is scheduled in 23 years.
Another veteran advises them to go to Cuba for cheap health care. The family arrives at Cuba, but at the hospital they can't do much for him and want to let him die. Grampa loses hope, but he soon finds an old 1958 car, and the owner offers him a ride which rejuvenates him and the whole family starts enjoying Cuba.
At the hotel's bar, Grampa meets Isabella, a waitress who wants to hook up with him later, and an old friend from the Army. He organizes a party on a hijacked plane with other war veterans, making Grampa enjoy Cuba so much that he wants to stay there.
Grampa goes to the party on the airplane but Homer, with the help of the U.S. Embassy, tracks him down. Isabella takes Grampa to the cockpit where she reveals she's a CIA secret agent who is recapturing fugitives from the U.S. back to Miami, and gasses everyone on the plane to sleep. Once in Miami, Grampa and Homer reconcile and go to a golf course with Bart where they scare the players with air horns to make them lose concentration and in consequence fail their strokes.