| Mangrove Enterprises, Inc. | Accommodation and Food Services | $50,400 | $50,842 | 14 | <$5M | AI Deep Dive |
| Ll Swim LLC | Arts, Entertainment, and Recreation | $48,635 | $49,196 | 9 | <$5M | AI Deep Dive |
| Keys Window and Door Company | Construction | $46,807 | $47,021 | 4 | <$5M | AI Deep Dive |
| Scupper's Watersports LLC | Transportation and Warehousing | $46,144 | $46,499 | 16 | <$5M | AI Deep Dive |
| Can't Quit Fishing LLC | Retail Trade | $45,558 | $46,117 | 8 | <$5M | AI Deep Dive |
| Wave Link Corp. | Information | $45,192 | $41,051 | 11 | <$5M | AI Deep Dive |
| Rocket Enterprises LLC | Real Estate and Rental and Leasing | $44,898 | $0 | 7 | <$5M | AI Deep Dive |
| Blue Fin Inn, Inc. | Accommodation and Food Services | $44,246 | $44,604 | 10 | <$5M | AI Deep Dive |
| Mangrove Enterprises INC | Accommodation and Food Services | $43,950 | $44,160 | 10 | <$5M | AI Deep Dive |
| Chester's Marine Repair LLC | Manufacturing | $43,600 | $43,926 | 3 | <$5M | AI Deep Dive |
| Florida Keys History of Diving Museum, INC | Arts, Entertainment, and Recreation | $43,441 | $43,775 | 6 | N/A | AI Deep Dive |
| Monifi Technology Group LLC | Other Services (except Public Administration) | $43,128 | $43,401 | 5 | <$5M | AI Deep Dive |
| Ll Swim LLC | Retail Trade | $43,035 | $43,325 | 7 | <$5M | AI Deep Dive |
| Islamorada Marina, LLC | Arts, Entertainment, and Recreation | $42,515 | $42,835 | 5 | <$5M | AI Deep Dive |
| Saint James the Fisherman INC | Other Services (except Public Administration) | $42,243 | $42,645 | 7 | N/A | AI Deep Dive |
| Fishing for Homes, LLC | Real Estate and Rental and Leasing | $41,665 | $42,221 | 2 | <$5M | AI Deep Dive |
| Drift Launch LLC | Professional, Scientific, and Technical Services | $41,600 | $41,890 | 2 | <$5M | AI Deep Dive |
| Drift Launch LLC | Real Estate and Rental and Leasing | $41,600 | $41,776 | 2 | <$5M | AI Deep Dive |
| Florida Keys History of Diving Museum in | Arts, Entertainment, and Recreation | $41,019 | $41,310 | 6 | N/A | AI Deep Dive |
| Trinity Vansteenburg | Accommodation and Food Services | $40,800 | $41,158 | 4 | <$5M | AI Deep Dive |
| Caribbean Catering | Accommodation and Food Services | $40,000 | $40,349 | 82 | $14.6M | AI Deep Dive |
| Ciao Bella Salon & Day Spa | Other Services (except Public Administration) | $39,587 | $39,796 | 6 | <$5M | AI Deep Dive |
| Ciao Bella Salon & Day Spa, INC | Other Services (except Public Administration) | $39,586 | $39,979 | 5 | <$5M | AI Deep Dive |
| Freewheeler Realty, Inc. | Real Estate and Rental and Leasing | $39,481 | $39,820 | 4 | <$5M | AI Deep Dive |
| Coconut Cove Resort & Marina INC | Accommodation and Food Services | $39,220 | $39,422 | 6 | <$5M | AI Deep Dive |