| Marine Resources Development Foundation Inc. | Professional, Scientific, and Technical Services | $218,500 | $220,121 | 29 | $6.0M | AI Deep Dive |
| Ooh La La Incorporated | Other Services (except Public Administration) | $213,900 | $216,657 | 20 | <$5M | AI Deep Dive |
| The Academy at Ocean Reef INC | Educational Services | $212,585 | $213,772 | 30 | N/A | AI Deep Dive |
| Dolphins Plus Bayside INC | Professional, Scientific, and Technical Services | $211,132 | $211,648 | 25 | <$5M | AI Deep Dive |
| The Galley of Key Largo Inc. | Accommodation and Food Services | $209,600 | $211,382 | 45 | $8.0M | AI Deep Dive |
| Shell World of the Florida Keys INC | Retail Trade | $207,542 | $208,591 | 24 | $5.2M | AI Deep Dive |
| Shell World of the Florida Keys, INC | Retail Trade | $193,400 | $194,727 | 29 | $6.3M | AI Deep Dive |
| Atlantic Trash & Transfer LLC | Administrative and Support and Waste Management | $180,672 | $181,731 | 17 | <$5M | AI Deep Dive |
| Sinclair Industries, LLC | Accommodation and Food Services | $179,193 | $180,257 | 28 | <$5M | AI Deep Dive |
| Bailey Cassidy, LLC | Agriculture, Forestry, Fishing and Hunting | $178,125 | $0 | 9 | <$5M | AI Deep Dive |
| The Academy at Ocean Reef INC | Educational Services | $177,600 | $179,983 | 18 | N/A | AI Deep Dive |
| Keys Accounting & Tax Service, Inc. | Professional, Scientific, and Technical Services | $171,226 | $172,319 | 13 | <$5M | AI Deep Dive |
| Crisma Diesel Repair INC | Other Services (except Public Administration) | $170,745 | $0 | 8 | <$5M | AI Deep Dive |
| Lake Worth Bbq LLC | Accommodation and Food Services | $170,511 | $172,146 | 32 | $5.7M | AI Deep Dive |
| Key Largo Service Center, INC | Retail Trade | $170,000 | $172,342 | 14 | <$5M | AI Deep Dive |
| Key Largo Coffee House LLC | Accommodation and Food Services | $169,803 | $170,961 | 18 | <$5M | AI Deep Dive |
| Cross Key Marine Canvas & Upholstery INC | Other Services (except Public Administration) | $161,000 | $162,699 | 14 | <$5M | AI Deep Dive |
| Islander Painting Company | Construction | $155,000 | $156,253 | 17 | <$5M | AI Deep Dive |
| Bayside Companies INC | Construction | $154,100 | $156,347 | 19 | $6.0M | AI Deep Dive |
| The Beach House Garden Center, Inc. | Professional, Scientific, and Technical Services | $153,770 | $155,598 | 18 | <$5M | AI Deep Dive |
| Island Dolphin Care INC | Health Care and Social Assistance | $152,135 | $153,234 | 16 | N/A | AI Deep Dive |
| Dolphins Plus Oceanside Marine Mammal Responder Inc. | Arts, Entertainment, and Recreation | $150,000 | $150,817 | 23 | N/A | AI Deep Dive |
| Dolphins Plus Oceanside Marine Mammal Responder Inc. | Arts, Entertainment, and Recreation | $150,000 | $150,617 | 20 | N/A | AI Deep Dive |
| Sabrecon Corporation | Construction | $150,000 | $154,785 | 10 | $11.4M | AI Deep Dive |
| 99490 Overseas Highway LLC | Accommodation and Food Services | $147,200 | $148,496 | 25 | $7.8M | AI Deep Dive |