In this episode, the Simpson family goes to Cuba to get Grampa medical care where he meets an old friend and becomes infatuated with a bar matron.
When Grampa accidentally urinates on the carpet, 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.
While the family enjoys the sights of Havana, including Homer making a drinking game out of old speeches by Fidel Castro, Grampa 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 1970s.
He brings Grampa 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.
Club gave the episode a C+ stating, "in the long and storied history of Simpsons travelogues, 'Havana Wild Weekend' is as sure to be forgotten as is poor old Abe.
"[7] Andrew S. Vargas of Remezcla thought the episode accurately depicted the details of Cuban culture and behavior without resorting to clichés.