Three weeks after CIA Director John Ratcliffe met with officials in Havana, reopening a political backchannel between Washington and the Cuban government, a rare military-to-military meeting unfolded at the edge of the U.S. naval base at Guantanamo Bay.U.S. Southern Command wrote on X that Marine Gen. Francis Donovan, head of U.S. Southern Command, met with Cuban Gen. Roberto Legrá Sotolongo and other officers at the perimeter of Naval Station Guantanamo Bay for what SOUTHCOM described as a "brief exchange on operational security matters."#SOUTHCOM Commander Gen. Francis L. Donovan met with Army Corps General, Gen. Roberto Legrá Sotolongo, First Deputy Minister of the Chief of the General Staff, and other senior leaders from the Cuban military today at the perimeter of Naval Station Guantanamo Bay, Cuba, for a… pic.twitter.com/V4Fau3HxSo

— U.S. Southern Command (@Southcom) May 29, 2026SOUTHCOM did not elaborate on the brief exchange between top U.S. military brass in the region and Cuban generals. No statement was issued by the U.S. Embassy in Havana, leaving the meeting framed as yet another signal that U.S.-Cuba talks are strengthening. In mid-May, CIA Director John Ratcliffe held high-level talks with Cuba's Interior Minister, the head of Cuban intelligence, and Raúl Castro's grandson, Raulito Rodríguez Castro.Havana, Cuba pic.twitter.com/7S7TtJPyf5