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Plot Summary


In December 1958, Major Robert Dapes (Sean Connery), a former British military officer and counter-insurgency expert, arrives in Havana, Cuba, with intentions of working as a mercenary. He has been recruited by General Bello (Martin Balsam) on behalf of the military dictator General Fulgencio Batista. Their goal? To assist the Cuban army in quelling Fidel Castro’s rebellion. On the same flight, American businessman Larry Gutman (Jack Weston) is greeted at the airport by the sophisticated and poised Alexandra Pulido (Brooke Adams). As Robert catches a glimpse of her, he believes he recognizes her from a previous romance, but is unable to reach her before her chauffer whisk her away. His military escort, Captain Ramirez (Hector Elizondo), informs him that she is married to a prominent member of one of Cuba’s wealthiest families.

Alexandra soon takes Gutman to manage her cigar factory. Meanwhile, her husband Juan Pulido (Chris Sarandon) is entangled in a scandalous affair with factory worker Therese Mederos (Lonette McKee). When Alexandra returns, she witnesses a flirtatious encounter between them and subsequently fires Therese in a demonstration of her authority. Juan, determined to impress Gutman, showcases the vast family business that spans tobacco, sugar, and rum. During a meeting with Don Jose Pulido (Walter Gotell), Juan’s father, Gutman learns that while Juan fancies being a playboy, it is Alexandra who runs the factory.

Robert, choosing modest lodgings over a luxurious hotel, meets with General Bello to discuss the military strategy against the rebels. He warns that Castro’s forces will be difficult to defeat if the populace supports them. Days later, Robert encounters Alexandra at a military barracks, only to find she rebuffs his attempts at friendship, steadfastly reminding him of her marriage.

Amidst escalating violence in Cuba, rebels attack a high-society gala attended by General Bello, resulting in panic and loss of life. As Robert and Ramirez arrive on the scene, they step into the chaos to aid the wounded. Caught in this conflict is Julio Mederos (Danny De La Paz), an ambitious young rebel who seeks vengeance against Juan. Tensions rise further as Alexandra grows frustrated with Juan during a Christmas party at a nightclub, where her past with Robert comes rushing back.

“I remember a time when we were both happy…”

While an imminent assassination attempt on Juan is thwarted by Robert, the political landscape in Cuba shifts dramatically. A rigged election results in Rivero Agüero becoming President, chosen by Batista. This ignites further unrest as strikes fill the streets. Alexandra’s moral struggle deepens as she devotes herself to the factory and her family, yet she senses her unhappiness in marriage.

As Julio’s desperate actions lead to more bloodshed, Robert discovers Alexandra in danger. A clash with Castro’s forces ensues at a strategic location where Robert decides to aid the rebels, breaking free from the government’s grip and showing his allegiance to the Cuban people. This decision culminates in a fierce battle, where fire and chaos reign, and lives are lost on both sides.

In a dramatic twist on New Year’s Day, Robert tries to persuade Alexandra to flee Cuba with him, but she feels caught between her obligations and desire. As he turns to leave, tragedy unfolds when Juan is murdered by Julio. Amidst the turmoil of the airport and the mad escape of Batista and his allies, Robert hopes against hope that Alexandra would join him. However, destiny pulls her back to Havana as she must confront her uncertain future alone.

The film concludes with the turmoil in Cuba evident and Fidel Castro arriving as the new leader, leaving audiences to reflect on the personal and political upheavals of the time, as the screen fades to black with the poignant text: Cuba, 1959.

Timeline


Arrival in Havana

In December 1958, Major Robert Dapes arrives in Havana, Cuba, intending to work as a mercenary. He has been recruited by General Bello to assist the military dictatorship of Fulgencio Batista in quelling Fidel Castro's rebellion.

December 1958 Havana, Cuba

Meeting Alexandra

On the same flight to Havana, Robert catches a glimpse of Alexandra Pulido, a sophisticated woman he believes he recognizes from a past romance. Unfortunately, he loses the chance to reconnect as she is whisked away by her chauffeur.

Havana Airport

Introduction to the Cigar Factory

Alexandra takes businessman Larry Gutman to manage her family’s cigar factory. During this visit, Gutman discovers that despite her husband Juan's playboy tendencies, Alexandra is the true driving force behind the factory's operations.

Cigar Factory

Juan's Affair Exposed

Juan Pulido's affair with factory worker Therese Mederos comes to light when Alexandra witnesses their flirtation. In her fury, she fires Therese, asserting her authority in the family business and trying to restore order.

Cigar Factory

Strategy Meeting with General Bello

Robert meets with General Bello to discuss military strategies against Castro's rebels. He warns that the rebels may be difficult to defeat if they have the support of the Cuban populace.

Military Barracks

Reunion with Alexandra

Robert unexpectedly encounters Alexandra at a military barracks, where his attempts at friendship are firmly rebuffed. She insists on her loyalty to her marriage despite Robert's lingering feelings.

Military Barracks

Gala Attack

A high-society gala attended by General Bello is violently disrupted by a rebel attack. Amidst the chaos, Robert and Captain Ramirez rush to assist the wounded, stepping into the heart of the conflict.

High-Society Gala

Christmas Party Conflict

During a Christmas party at a nightclub, frustrations ignite as Alexandra confronts Juan about his behavior. Memories of her past with Robert resurface, igniting deeper emotional turmoil within her.

Nightclub

Assassination Attempt Thwarted

After a thwarted assassination attempt on Juan, Robert finds himself in the midst of a changing political landscape. Meanwhile, the increasing unrest among the people of Cuba marks a shift in the country's future.

Cuba

Elections and Unrest

A rigged election results in Rivero Agüero being named President by Batista, which further fuels unrest in the streets. Alexandra struggles with her moral compass as she is pulled between her family and her sense of justice.

Cuba

Robert Defects

In a pivotal moment, Robert discovers Alexandra in peril and decides to help the rebels. This decision marks his break from the government as he chooses to support the Cuban people's fight for freedom.

Cuban Countryside

Battle for Freedom

A fierce battle ensues, filled with chaos and devastation as gunfire erupts around them. Lives are lost on both sides, underscoring the brutal cost of war and the struggle for liberation.

Cuban Countryside

New Year's Day Tragedy

On New Year’s Day, Robert urges Alexandra to escape Cuba with him, but she is torn between her obligations and her desires. Just as they part ways, tragedy strikes when Juan is murdered by Julio.

New Year's Day Airport

Alexandra's Decision

In the aftermath of Juan's murder and the chaos of Batista's escape, Alexandra faces an uncertain future. Though tempted to join Robert, she feels the pull of her responsibilities in Havana.

Havana

Cuba Under Castro

As the film concludes, Fidel Castro's rise to power is evident. The political and personal upheavals are felt throughout Cuba, leaving the audience to ponder the implications of this turbulent era.

Cuba

Characters


Major Robert Dapes (Sean Connery)

A former British military officer turned mercenary, Robert is caught between duty and personal feelings as he navigates the tumultuous political landscape of Cuba. His character embodies both a sense of honor and the complexity of aligning himself with either rebels or the government forces. He struggles with his past connection to Alexandra while seeking a cause worth fighting for.

🪖 Military 💔 Love

Alexandra Pulido (Brooke Adams)

Sophisticated and resilient, Alexandra represents the conflicted loyalties of her time. As the manager of a cigar factory, she navigates her responsibilities amid her troubled marriage and her undeniable past with Robert. Her character illustrates the challenges women faced during political upheaval, reflecting her courage in the face of personal betrayal and societal expectations.

👗 Fashion ⚖️ Struggle

General Bello (Martin Balsam)

As a military leader supporting Batista, General Bello embodies the entrenched power structures resisting change. He is pragmatic but ruthless, and his decisions directly impact the lives of many, including Robert and the Cuban people. His character portrays the complexities of military politics during a volatile time.

🪖 Authority 💼 Politics

Setting


Time period

December 1958

The movie takes place during a critical moment in Cuba's history, right before Fidel Castro's revolution led to sweeping changes in the country. This time period is marked by civil strife, political corruption, and the struggle for freedom among the Cuban populace. Turmoil and violent confrontations between government forces and rebels characterize this tumultuous era.

Location

Havana, Cuba

Havana is the capital city of Cuba, known for its rich history, vibrant culture, and stunning architecture. In December 1958, it serves as the backdrop for major political unrest and turmoil as revolutionary forces rise against the dictatorship of Fulgencio Batista. The city's lively atmosphere contrasts sharply with the violence brewing within its streets.

🇨🇺 Cuba 🏙️ Urban

Themes


⚔️

Conflict

The central theme of conflict is manifested both politically and personally throughout the narrative. The struggle between the Cuban government and revolutionary forces highlights the broader themes of power, loyalty, and resistance. Additionally, personal conflicts arise as characters navigate love, betrayal, and commitment amidst the chaos of war.

💔

Love and Sacrifice

The theme of love is poignantly explored through the relationships of Alexandra, Juan, and Robert. Their struggles underscore the sacrifices they must make for their beliefs and desires, showcasing the emotional toll that political turmoil inflicts on personal lives. Alexandra's predicament highlights the complexity of love in the face of moral dilemmas.

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