| WESLEY HOUSE FAMILY SERVICES INC | FL | 7 | 2024 | $1,650,000 |
| MONROE COUNTY EDUCATION FOUNDATION INC | FL | 6 | 2024 | $455,000 |
| FLORIDA KEYS AREA HEALTH EDUCATION CENTER PROGRAM INC | FL | 3 | 2024 | $363,563 |
| KEY WEST LITERARY SEMINAR INC | FL | 4 | 2024 | $342,000 |
| SAMUELS HOUSE INC | FL | 6 | 2024 | $265,000 |
| MONTESSORI CHILDRENS SCHOOL OF KEY WEST INC | FL | 2 | 2024 | $150,000 |
| KEY WEST ROTARY CLUB FOUNDATION INC | FL | 6 | 2024 | $143,750 |
| LITERACY VOLUNTEERS OF AMERICA MONROE COUNTY INC | FL | 4 | 2024 | $125,000 |
| KEY WEST IMPROMPTU CLASSICAL CONCERTS INC | FL | 7 | 2024 | $114,800 |
| KIDS COME FIRST IN THE FLORIDA KEYS INC | FL | 4 | 2024 | $95,000 |
| STAR OF THE SEA FOUNDATION INC | FL | 4 | 2024 | $80,000 |
| KEY WEST BOTANICAL GARDEN SOCIETY INC | FL | 3 | 2024 | $75,750 |
| MARINE RESOURCES DEVELOPMENT FOUNDATION | FL | 3 | 2024 | $75,000 |
| BAPTIST HEALTH SOUTH FLORIDA FOUNDATION INC | FL | 2 | 2024 | $50,000 |
| OLD FIRE HOUSE PRESERVATION INC PRESERVATION | FL | 2 | 2024 | $45,000 |
| FIRST RESPONDERS APPRECIATION FUND INC | FL | 1 | 2024 | $41,225 |
| AUTISM SOCIETY OF THE KEYS | FL | 1 | 2024 | $30,000 |
| KEY WEST PRE-SCHOOL CO-OPERATIVE INC | FL | 7 | 2024 | $27,500 |
| PERFORMING ARTS CENTERS OF KEY WEST INC | FL | 1 | 2024 | $25,000 |
| REEF RELIEF INC | FL | 1 | 2024 | $25,000 |
| VETERAN SAILING INC | FL | 4 | 2024 | $20,000 |
| CATHOLIC DAUGHTERS OF AMERICA | FL | 2 | 2024 | $16,500 |
| HISTORIC FLORIDA KEYS FOUNDATION INC | FL | 1 | 2024 | $16,000 |
| KEY WEST ART & HISTORICAL SOCIETY INC | FL | 1 | 2024 | $14,350 |
| FLORIDA KEYS CHILDRENS SHELTER INC | FL | 1 | 2024 | $10,000 |
| CONCH REPUBLIC MILITARY FORCES INC | FL | 1 | 2024 | $10,000 |
| FLORIDA KEYS HEALTHY START COALITION INC | FL | 5 | 2023 | $370,096 |
| KEY WEST WILDLIFE CENTER INC | FL | 2 | 2023 | $188,719 |
| CHERYL CATES MEMORIAL FOUNDATION | FL | 2 | 2023 | $100,000 |
| KEY WEST RETIRED CATHOLIC PRIESTS FUND INC | FL | 1 | 2023 | $100,000 |
| SOUTERNMOST HOCKEY CLUB | FL | 1 | 2023 | $75,000 |
| COMMUNITY FOUNDATION OF THE FLORIDA KEYS | FL | 2 | 2023 | $40,000 |
| KEY WEST GIRLS SOFTBALL RECREATIONAL LEAGUE INC | FL | 2 | 2023 | $25,000 |
| METROPOLITAN COMMUNITY CHURCH KEY WEST | FL | 1 | 2023 | $20,000 |
| MAY SANDS MONTESSORI SCHOOL INC | FL | 1 | 2023 | $2,500 |
| ST MARY STAR OF THE SEA BASILICA CATHOLIC PARISH IN KEY WEST INC | FL | 5 | 2022 | $1,645,500 |
| KEYS TO BE THE CHANGE INC | FL | 4 | 2022 | $68,000 |
| CHAPTERS HEALTH FOUNDATION INC | FL | 1 | 2022 | $35,000 |
| SISTER SEASON FUND INC | FL | 1 | 2022 | $5,000 |
| WOMANKIND INC | FL | 2 | 2021 | $325,000 |
| FLEMING STREET FAITH CENTER INC | FL | 2 | 2020 | $250,000 |
| KEY WEST COMMUNITY SAILING CENTER INC | FL | 1 | 2019 | $50,000 |
| KEY WEST POLICE ATHLETIC LEAGUE INC | FL | 1 | 2019 | $49,834 |