| Nadine & Glenn Original Lobster Trap Art, INC | Accommodation and Food Services | $66,023 | $66,633 | 12 | <$5M |  AI Deep Dive |
| Twisted Shrimp | Accommodation and Food Services | $63,448 | $63,822 | 6 | <$5M | AI Deep Dive |
| Great Culinary Concepts Inc. | Accommodation and Food Services | $61,380 | $61,987 | 12 | <$5M | AI Deep Dive |
| Palm Tree Treasures LLC | Retail Trade | $60,782 | $61,123 | 10 | <$5M | AI Deep Dive |
| Palm Tree Treasures, LLC | Retail Trade | $60,782 | $61,413 | 10 | <$5M | AI Deep Dive |
| Mandys Mer-Maid Cleaning Service LLC | Administrative and Support and Waste Management | $60,117 | $60,404 | 20 | <$5M | AI Deep Dive |
| Florida Keys Fly Fishing School & Outfitters, Inc. | Retail Trade | $59,798 | $60,354 | 8 | <$5M | AI Deep Dive |
| Florida Keys Fly Fishing School & Outfitters Inc. | Retail Trade | $59,797 | $60,074 | 6 | <$5M | AI Deep Dive |
| Cove Marina Group LLC | Arts, Entertainment, and Recreation | $58,000 | $58,378 | 6 | <$5M | AI Deep Dive |
| Ocean Gardens and Gifts, LLC | Retail Trade | $57,900 | $58,360 | 15 | <$5M | AI Deep Dive |
| Ocean Gardens and Gifts LLC | Retail Trade | $57,900 | $58,114 | 15 | <$5M | AI Deep Dive |
| Russell Post Properties - Islamorada INC | Real Estate and Rental and Leasing | $56,422 | $56,828 | 3 | <$5M | AI Deep Dive |
| Russell Post Properties - Islamorada INC | Real Estate and Rental and Leasing | $56,400 | $57,088 | 3 | <$5M | AI Deep Dive |
| Islamorada Chamber of Commerce INC | Other Services (except Public Administration) | $55,500 | $55,743 | 10 | <$5M | AI Deep Dive |
| All Keys Rentall, LLC | Real Estate and Rental and Leasing | $55,367 | $55,991 | 5 | <$5M | AI Deep Dive |
| Arim Drop Anchor | Accommodation and Food Services | $53,600 | $53,901 | 9 | <$5M | AI Deep Dive |
| Resort Sports and Recreation, INC | Transportation and Warehousing | $53,000 | $53,456 | 11 | <$5M | AI Deep Dive |
| Matecumbe Resort Owners Assoc | Accommodation and Food Services | $52,900 | $53,336 | 7 | N/A | AI Deep Dive |
| Marine International, INC | Professional, Scientific, and Technical Services | $52,568 | $45,623 | 4 | <$5M | AI Deep Dive |
| Florida Keys History and Discovery Foundation, Inc. | Arts, Entertainment, and Recreation | $52,294 | $52,763 | 3 | <$5M | AI Deep Dive |
| Florida Keys History and Discovery Found | Arts, Entertainment, and Recreation | $52,294 | $52,499 | 3 | <$5M | AI Deep Dive |
| Bob's Bunz INC | Accommodation and Food Services | $52,100 | $52,323 | 15 | <$5M | AI Deep Dive |
| Saint James the Fisherman INC | Other Services (except Public Administration) | $52,098 | $52,454 | 7 | N/A | AI Deep Dive |
| Brunswick Record Corporation | Professional, Scientific, and Technical Services | $51,900 | $52,392 | 4 | <$5M | AI Deep Dive |
| Keys Window and Door Company | Administrative and Support and Waste Management | $51,805 | $47,341 | 4 | <$5M | AI Deep Dive |