| 147274 | Human Rights | Government and Civil Society | Cuba | U.S. Agency for International Development | Freedom House | $623,110 |
| 169028 | Humanitarian Assistance to Cuba | Government and Civil Society | Cuba | U.S. Agency for International Development | Grupo de Apoyo de la Democracia, Inc. | $611,556 |
| 145712 | Civic Participation | Government and Civil Society | Cuba | U.S. Agency for International Development | NGO – United States Redacted | $578,671 |
| 145735 | Civic Participation | Government and Civil Society | Cuba | U.S. Agency for International Development | International Republican Institute | $569,120 |
| 176330 | USAID Pay and Benefits | Operating Expenses | Cuba | U.S. Agency for International Development | U.S. Government – U.S. Agency for International Development | $510,568 |
| 169025 | Humanitarian Assistance to Cuba | Government and Civil Society | Cuba | U.S. Agency for International Development | Pan-American Development Foundation | $474,016 |
| 171993 | Advancing Human Rights and Democratic Values – Canyon Communications | Government and Civil Society | Cuba | U.S. Agency for International Development | Enterprise – United States Other | $461,878 |
| 169026 | Humanitarian Assistance to Cuba | Government and Civil Society | Cuba | U.S. Agency for International Development | International Republican Institute | $445,747 |
| 171992 | Advancing Human Rights and Democratic Values – Bacardi Family Foundation | Government and Civil Society | Cuba | U.S. Agency for International Development | Enterprise – United States Other | $436,268 |
| 169027 | Humanitarian Assistance to Cuba | Government and Civil Society | Cuba | U.S. Agency for International Development | Evangelical Christian Humanitarian Outreach for Cuba | $354,453 |
| 171958 | Administration and Oversight | Operating Expenses | Cuba | U.S. Agency for International Development | EnCompass, LLC | $304,476 |
| 170824 | Human Rights | Government and Civil Society | Cuba | U.S. Agency for International Development | National Democratic Institute | $275,570 |
| 172916 | Human Rights | Government and Civil Society | Cuba | U.S. Agency for International Development | Enterprise – United States Other | $245,976 |
| 145737 | Civic Participation | Government and Civil Society | Cuba | U.S. Agency for International Development | NGO – United States Redacted | $223,140 |
| 171994 | Advancing Human Rights and Democratic Values – Center for Free Cuba | Government and Civil Society | Cuba | U.S. Agency for International Development | Center for a Free Cuba | $218,118 |
| 145693 | Civic Participation | Government and Civil Society | Cuba | U.S. Agency for International Development | Enterprise – Non United States Redacted | $210,942 |
| 172248 | Civil Society | Government and Civil Society | Cuba | U.S. Agency for International Development | Enterprise – United States Other | $185,400 |
| 176330 | USAID Pay and Benefits | Administration and Oversight | Cuba | U.S. Agency for International Development | U.S. Government – U.S. Agency for International Development | $131,163 |
| 176111 | USAID Miscellaneous Goods, Services, and Operations Maintanence | Administration and Oversight | Cuba | U.S. Agency for International Development | Enterprise – United States Redacted | $96,953 |
| 176111 | USAID Miscellaneous Goods, Services, and Operations Maintanence | Operating Expenses | Cuba | U.S. Agency for International Development | Enterprise – United States Redacted | $87,396 |
| 154561 | Human Rights | Government and Civil Society | Cuba | U.S. Agency for International Development | International Republican Institute | $86,129 |
| 172921 | Human Rights | Government and Civil Society | Cuba | U.S. Agency for International Development | Freedom House | $70,000 |
| 294362 | U.S. Department of State: Bureau of Western Hemisphere Affairs (WHA) – 9000: Information Redacted | Other Multisector | Cuba | Department of State | U.S. Government – Department of State | $30,816 |
| 155808 | Administration and Oversight | Administration and Oversight | Cuba | U.S. Agency for International Development | EnCompass, LLC | $27,777 |
| 174852 | Human Rights | Government and Civil Society | Cuba | U.S. Agency for International Development | International Republican Institute | $22,413 |
| 94410 | Julia Taft Refugee Fund: Embassy Havana – Resettlement Support Center (Resettlement Support Center) Operations | Emergency Response | Cuba | Department of State | U.S. Government – Department of State | $19,108 |
| 176451 | USAID Travel and Transportation | Administration and Oversight | Cuba | U.S. Agency for International Development | U.S. Government – U.S. Agency for International Development | $17,387 |
| 175826 | USAID Communications, Utilities, and Rental Payments | Operating Expenses | Cuba | U.S. Agency for International Development | U.S. Government – General Services Administration | $15,000 |
| 176451 | USAID Travel and Transportation | Operating Expenses | Cuba | U.S. Agency for International Development | U.S. Government – U.S. Agency for International Development | $12,624 |
| 174939 | LAC Cost Recovery-funded IT – 2019 | Other Multisector | Cuba | U.S. Agency for International Development | U.S. Government – U.S. Agency for International Development | $11,768 |
