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Timeline of recent US-Cuba relations amid heightened tensions in Trump’s second term

Timeline of recent US-Cuba relations amid heightened tensions in Trump’s second term

Summary

The United States has increased pressure on Cuba after President Nicolás Maduro of Venezuela was captured in early 2025. The U.S. government is preparing criminal charges against former Cuban leader Raúl Castro, escalating tensions with Cuba during President Donald Trump’s second term. Meanwhile, talks and some limited cooperation between the two countries have taken place amid ongoing political challenges.

Key Facts

  • Venezuela’s President Nicolás Maduro was captured in a military operation early in 2025.
  • The U.S. Justice Department plans to seek charges against former Cuban leader Raúl Castro.
  • Tensions between the U.S. and Cuba rose as part of a broader U.S. strategy against countries allied with Maduro.
  • President Trump warned the Cuban government and suggested a “friendly takeover” of Cuba might be possible.
  • Raúl Castro’s grandson met secretly with U.S. officials for talks with Cuban leaders.
  • Cuba’s President Miguel Díaz-Canel rejected calls to resign and denied any justification for a U.S. military attack.
  • Sanctioned oil shipments reached Cuba after a three-month gap amid an energy crisis on the island.
  • Both countries confirmed talks aimed at resolving bilateral differences despite ongoing hostilities.
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