| Miami Cuban Link Jewelry, Inc. | Wholesale Trade | $104,700 | $106,163 | 21 | $6.4M |  AI Deep Dive |
| Geo & Company, LLC | Retail Trade | $104,349 | $105,624 | 15 | <$5M | AI Deep Dive |
| Tjbsp LLC | Accommodation and Food Services | $103,800 | $105,351 | 34 | $6.0M | AI Deep Dive |
| Tony Herce Plumbing, INC | Construction | $103,600 | $104,495 | 10 | <$5M | AI Deep Dive |
| The Cook Group, LLC | Professional, Scientific, and Technical Services | $103,285 | $104,421 | 17 | $5.4M | AI Deep Dive |
| Construction and Home Services LLC | Construction | $103,215 | $103,588 | 6 | <$5M | AI Deep Dive |
| Long Investments | Accommodation and Food Services | $102,600 | $103,780 | 16 | <$5M | AI Deep Dive |
| Rams Head Promotions of Key West LLC | Arts, Entertainment, and Recreation | $102,500 | $103,872 | 29 | $7.6M | AI Deep Dive |
| Paul Maurer DBA Keys Eye Care | Health Care and Social Assistance | $102,447 | $103,668 | 6 | <$5M | AI Deep Dive |
| The Basilica of Saint Mary Star of the Sea | Other Services (except Public Administration) | $102,000 | $102,864 | 17 | N/A | AI Deep Dive |
| Aqua Key West LLC | Accommodation and Food Services | $101,900 | $102,574 | 38 | <$5M | AI Deep Dive |
| Aqua Key West LLC | Accommodation and Food Services | $101,900 | $102,625 | 38 | <$5M | AI Deep Dive |
| Key West Gallery INC | Retail Trade | $101,850 | $102,512 | 13 | <$5M | AI Deep Dive |
| James Dean | Other Services (except Public Administration) | $101,600 | $102,164 | 7 | <$5M | AI Deep Dive |
| The New Camille's INC | Accommodation and Food Services | $101,500 | $102,059 | 11 | <$5M | AI Deep Dive |
| Twh Investments LLC | Construction | $101,200 | $102,324 | 6 | <$5M | AI Deep Dive |
| 913 Duval Street LLC | Accommodation and Food Services | $101,199 | $102,408 | 8 | <$5M | AI Deep Dive |
| Nyah Key West LLC | Accommodation and Food Services | $100,900 | $101,671 | 6 | <$5M | AI Deep Dive |
| The Flaming Buoy | Accommodation and Food Services | $100,891 | $101,491 | 14 | <$5M | AI Deep Dive |
| Star of the Sea Foundation, Inc. | Other Services (except Public Administration) | $100,600 | $101,175 | 15 | N/A | AI Deep Dive |
| Key West Fisherman Inc. | Retail Trade | $100,000 | $100,872 | 15 | <$5M | AI Deep Dive |
| Beach On Duval, LLC | Accommodation and Food Services | $99,900 | $0 | 24 | <$5M | AI Deep Dive |
| Lucky Seven Uw LLC | Accommodation and Food Services | $98,900 | $99,719 | 18 | <$5M | AI Deep Dive |
| Thomas E. Pope, P. A. | Professional, Scientific, and Technical Services | $98,872 | $100,020 | 6 | <$5M | AI Deep Dive |
| Florida Keys Medical Associates, PA | Health Care and Social Assistance | $98,800 | $100,189 | 8 | <$5M | AI Deep Dive |