| Ergi, Inc. | Administrative and Support and Waste Management | $106,313 | $107,723 | 17 | <$5M | AI Deep Dive |
| Fl Keys Food Services LLC | Accommodation and Food Services | $105,650 | $106,394 | 24 | <$5M | AI Deep Dive |
| Grassy Key Resort Group | Accommodation and Food Services | $105,000 | $105,484 | 18 | $5.6M | AI Deep Dive |
| Keys Marine Construction Inc. | Construction | $103,982 | $104,566 | 5 | <$5M | AI Deep Dive |
| Ss Wreck INC | Accommodation and Food Services | $103,552 | $103,862 | 41 | $7.3M | AI Deep Dive |
| White Water Seafood Corp | Agriculture, Forestry, Fishing and Hunting | $102,985 | $103,575 | 9 | <$5M | AI Deep Dive |
| Captain Pip's Marina and Hideaway, LLC | Accommodation and Food Services | $100,777 | $101,801 | 18 | $5.6M | AI Deep Dive |
| The Weekly Media Group, LLC | Retail Trade | $100,701 | $101,361 | 8 | <$5M | AI Deep Dive |
| Shelter Bay Marine, Inc. | Arts, Entertainment, and Recreation | $100,645 | $101,311 | 8 | <$5M | AI Deep Dive |
| The Weekly Newspapers Inc. | Information | $100,600 | $101,181 | 9 | <$5M | AI Deep Dive |
| Marlene Cruz Morato, CPA , PA | Professional, Scientific, and Technical Services | $100,600 | $101,776 | 14 | <$5M | AI Deep Dive |
| Coco Plum Hotel & Lodging Corp | Accommodation and Food Services | $99,526 | $100,737 | 12 | <$5M | AI Deep Dive |
| Imaara Investments LLC | Accommodation and Food Services | $99,242 | $100,491 | 21 | $6.6M | AI Deep Dive |
| Keys Encounters INC | Agriculture, Forestry, Fishing and Hunting | $97,335 | $98,435 | 12 | <$5M | AI Deep Dive |
| Coastal Docks, LLC | Construction | $92,577 | $93,820 | 12 | <$5M | AI Deep Dive |
| Coastal Docks LLC | Construction | $92,576 | $93,177 | 8 | <$5M | AI Deep Dive |
| Mps Marathon Holdings LLC | Finance and Insurance | $91,760 | $92,798 | 25 | $12.8M | AI Deep Dive |
| Island Breeze Realty LLC | Real Estate and Rental and Leasing | $90,600 | $91,390 | 7 | <$5M | AI Deep Dive |
| Drifters Two LLC | Accommodation and Food Services | $90,580 | $91,079 | 14 | <$5M | AI Deep Dive |
| 1525 LLC | Accommodation and Food Services | $89,400 | $90,172 | 11 | <$5M | AI Deep Dive |
| Numismatic Guy Corp | Accommodation and Food Services | $89,005 | $89,644 | 10 | <$5M | AI Deep Dive |
| Arlington Electric South INC | Construction | $88,815 | $89,585 | 8 | <$5M | AI Deep Dive |
| Grace Jones Community Center, Inc. | Health Care and Social Assistance | $86,760 | $87,889 | 13 | N/A | AI Deep Dive |
| Arlington Electric South INC | Construction | $85,194 | $86,271 | 9 | <$5M | AI Deep Dive |
| Island Time Bites,inc. | Accommodation and Food Services | $82,944 | $83,928 | 20 | <$5M | AI Deep Dive |