| 1 | Montessori Island Charter School INC | Education | $3.8M | $2.9M |
| 2 | Islamorada Fishing Club INC | Unclassified | $2.0M | $3.4M |
| 3 | Florida Keys History and Diving Museum INC | Arts, Culture & Humanities | $1.3M | $5.4M |
| 4 | Youell Legacy Foundation | Philanthropy, Voluntarism & Grantmaking | $1.3M | $1.9M |
| 5 | Islamorada Foundation INC | Community Improvement & Capacity Building | $1.1M | $4.9M |
| 6 | I Care Corporation | Environment | $672K | $373K |
| 7 | Islamorada Chamber of Commerce | Unclassified | $653K | $932K |
| 8 | Florida Keys History and Discovery Foundation | Arts, Culture & Humanities | $574K | $338K |
| 9 | Dreamcatcher Foundation INC | Philanthropy, Voluntarism & Grantmaking | $566K | $2.9M |
| 10 | Islamorada Lodge No 2151 Loyal Order of Moose | Unclassified | $539K | $1.5M |
| 11 | Friends of the Pool INC Rob Dixon President | Education | $513K | $519K |
| 12 | Guides Trust Foundation INC | Unclassified | $278K | $2.1M |
| 13 | Voice for Florida Keys Children INC | Philanthropy, Voluntarism & Grantmaking | $275K | $1.9M |
| 14 | Islamorada Charterboat Association INC | Recreation & Sports | $194K | $209K |
| 15 | Share All Our Blessings INC | Religion-Related | $183K | $21K |
| 16 | Autism Society of the Keys | Diseases, Disorders & Medical Disciplines | $172K | $70K |
| 17 | Upper Keys Foundation INC | Philanthropy, Voluntarism & Grantmaking | $137K | $27K |
| 18 | The Redbone INC | Unclassified | $117K | $320K |
| 19 | Conch Foundation of the Upper Keys INC | Unclassified | $104K | $3K |
| 20 | Morada Way Arts & Cultural District INC | Arts, Culture & Humanities | $100K | $294K |
| 21 | Brothers Project | Philanthropy, Voluntarism & Grantmaking | $95K | $50K |
| 22 | Florida Bay Forever Save Our Waters INC | Environment | $94K | $86K |
| 23 | Florida Keys Fishing Guides Association INC | Unclassified | $69K | $26K |
| 24 | Islamorada Firefighters Benevolent Association INC | Mutual & Membership Benefit | $44K | $114K |
| 25 | Rescate Con@amor Internacional INC | Philanthropy, Voluntarism & Grantmaking | $8K | $100 |
| 26 | Causey Foundation INC | Religion-Related | $8K | $1.9M |
| 27 | Florida Keys Veterinary Medical Association INC | Animal-Related | $4K | $18K |
| 28 | The John and Mary Willis Foundation | Philanthropy, Voluntarism & Grantmaking | $3K | $6K |
| 29 | Islamorada Fishing and Conservation Trust INC | Youth Development | $137 | $201K |
| 30 | Richard W and Kathleen E Mott Family Foundation | Education | $1 | $1 |
| 31 | Sea Base Alumni & Friends Association INC | Youth Development | $0 | $0 |
| 32 | Synergy Education Associates INC | Science & Technology | $0 | $0 |
| 33 | Friends of San Pedro INC | Philanthropy, Voluntarism & Grantmaking | $0 | $0 |
| 34 | Ghe Management Help | Human Services | $0 | $0 |
| 35 | Matecumbe Memorial Gardens INC | Arts, Culture & Humanities | $0 | $0 |
| 36 | First Baptist Church of Islamorada | Unclassified | $0 | $0 |
| 37 | Friends of the Helen Wadley Branch Library INC | Unclassified | $0 | $0 |
| 38 | Historical Preservation Society of the Upper Keys INC | Unclassified | $0 | $0 |
| 39 | Amercian Legion | Unclassified | $0 | $0 |
| 40 | Island Community Church INC | Religion-Related | $0 | $0 |
| 41 | Spirit and Truth Ministries Church Incorporated | Unclassified | $0 | $0 |
| 42 | Friends of the Islamorada Area State Parks INC | Unclassified | $0 | $0 |
| 43 | Florida Keys Environmental Fund INC | Unclassified | $0 | $0 |
| 44 | Matecumbe Historical Trust Corp. | Arts, Culture & Humanities | $0 | $0 |
| 45 | Golden Fly Invitational Tarpon Tournament INC | Recreation & Sports | $0 | $0 |
| 46 | Bluewater in the Keys Community Church INC | Unclassified | $0 | $0 |
| 47 | Ladies Invitational Tarpon Fly Tournament INC | Recreation & Sports | $0 | $0 |
| 48 | Florida Keys Fishing Guides Foundation INC | Animal-Related | $0 | $0 |
| 49 | Cindy Claus INC | Human Services | $0 | $0 |
| 50 | Live Like Jeff Charitable Trust INC | Philanthropy, Voluntarism & Grantmaking | $0 | $0 |