The United States has reportedly given Cuba a two-week deadline to release high-profile political prisoners as part of escalating negotiations tied to broader demands for political and economic reform on the island.
The ultimatum was delivered during a closed-door diplomatic meeting in Havana on April 10 involving a senior delegation from the United States State Department, according to sources familiar with the discussions. The meeting marks the first landing of a U.S. government aircraft in Cuba since 2016, underscoring the significance of renewed contact between Washington and Havana.
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Among those reportedly identified for possible release are dissident artists Luis Manuel Otero Alcántara and Maykel Osorbo, both associated with the San Isidro Movement and sentenced in connection with the 2021 anti-government protests.
A State Department spokesperson reaffirmed Washington’s position, stating that the administration remains committed to securing the release of all political prisoners and continues to view the issue as central to any potential diplomatic progress.
The talks also included broader proposals from the U.S. side, including demands for economic liberalization, expanded political freedoms, compensation for confiscated property, and reforms aimed at attracting foreign investment. Officials also floated the idea of expanding internet access on the island through the Starlink network.
Pressure Campaign and Strategic Messaging
The deadline forms part of a wider pressure strategy by Washington, which has increasingly linked sanctions relief to political reforms inside Cuba. U.S. officials reportedly warned that Cuba’s economic crisis is deepening and that time is running out for the government to avoid further deterioration.
The Trump administration has also continued to frame its Cuba policy around national security concerns, arguing that instability on the island could have wider regional implications.
At the same time, President Donald Trump has publicly signaled a hardline posture toward Havana, describing Cuba as a “failed state” and suggesting that stronger action may follow if negotiations fail to produce results.
Cuban Response
Cuban authorities have rejected claims that they were presented with an ultimatum or formal deadline, insisting that recent talks were “respectful and professional” and that no conditions were imposed during the meeting.
President Miguel Díaz-Canel has repeatedly defended Cuba’s sovereignty, stating that leadership decisions are made internally and that the country will not accept external interference in its political system.
Rising Tensions
The latest developments come amid heightened diplomatic friction and competing narratives over the future of U.S. Cuba relations. While Washington pushes for reforms and prisoner releases as preconditions for easing sanctions, Havana continues to accuse the U.S. of economic coercion and political pressure.
Despite the sharp rhetoric, both sides have confirmed that dialogue channels remain open, suggesting that further negotiations may follow as the two-week period approaches its conclusion.
The situation now places both governments on a tight diplomatic timeline, with the outcome likely to shape the next phase of one of the Western Hemisphere’s most sensitive geopolitical relationships.