| Best Lawn Service INC | Other Services (except Public Administration) | $57,145 | $57,813 | 10 | <$5M | AI Deep Dive |
| All Keys Cleaning and Restoration INC | Construction | $56,187 | $56,764 | 7 | <$5M | AI Deep Dive |
| Florida Keys Diesel Repair LLC | Manufacturing | $56,125 | $56,700 | 7 | <$5M | AI Deep Dive |
| Tropical Fish International INC | Agriculture, Forestry, Fishing and Hunting | $55,937 | $56,173 | 3 | <$5M | AI Deep Dive |
| San Pablo Church | Other Services (except Public Administration) | $55,825 | $56,422 | 6 | <$5M | AI Deep Dive |
| Professional Construction Management, Inc. | Construction | $55,212 | $55,917 | 14 | <$5M | AI Deep Dive |
| Greater Marathon Chamber of Commerce | Other Services (except Public Administration) | $54,800 | $55,350 | 6 | <$5M | AI Deep Dive |
| Corinna's Happy Clam LLC | Accommodation and Food Services | $54,744 | $55,145 | 12 | <$5M | AI Deep Dive |
| Cruz-In the Keys Construction, LLC | Construction | $54,448 | $54,797 | 8 | <$5M | AI Deep Dive |
| Professional Bars INC | Accommodation and Food Services | $54,344 | $55,020 | 10 | <$5M | AI Deep Dive |
| Greater Marathon Chamber of Commerce | Other Services (except Public Administration) | $53,443 | $53,720 | 6 | <$5M | AI Deep Dive |
| Two Kate's INC | Retail Trade | $53,223 | $53,511 | 24 | <$5M | AI Deep Dive |
| Clairmont Construction INC | Construction | $53,200 | $53,648 | 6 | <$5M | AI Deep Dive |
| All Keys Yamaha Inc. | Other Services (except Public Administration) | $52,900 | $53,517 | 4 | <$5M | AI Deep Dive |
| Marathon Bagel Company LLC | Accommodation and Food Services | $52,270 | $52,889 | 9 | <$5M | AI Deep Dive |
| J.w. Charters INC | Transportation and Warehousing | $51,367 | $52,031 | 7 | <$5M | AI Deep Dive |
| Can Do Construction of the Keys, Inc. | Construction | $51,208 | $51,700 | 4 | <$5M | AI Deep Dive |
| Can Do Construction of the Keys INC | Construction | $51,208 | $51,503 | 4 | <$5M | AI Deep Dive |
| Two Kates INC | Retail Trade | $50,800 | $51,143 | 26 | <$5M | AI Deep Dive |
| Art From the Heart | Retail Trade | $50,700 | $0 | 10 | <$5M | AI Deep Dive |
| Frank's Grill, Inc. | Accommodation and Food Services | $50,052 | $50,680 | 10 | <$5M | AI Deep Dive |
| All Keys Glass INC | Construction | $50,017 | $50,613 | 5 | <$5M | AI Deep Dive |
| Reefside Renovations and Construction | Retail Trade | $50,000 | $50,359 | 5 | <$5M | AI Deep Dive |
| Reefside Renovations and Construction | Construction | $50,000 | $50,230 | 5 | <$5M | AI Deep Dive |
| Duck Key Operator, LLC | Transportation and Warehousing | $50,000 | $50,396 | 7 | <$5M | AI Deep Dive |