| Windy Day Plumbing Company Inc. | Construction | $167,715 | $169,038 | 12 | <$5M |  AI Deep Dive |
| The Hungry Heron of the Keys, LLC | Accommodation and Food Services | $162,474 | $164,139 | 28 | <$5M | AI Deep Dive |
| Oceanview Pub INC | Accommodation and Food Services | $162,043 | $163,290 | 24 | <$5M | AI Deep Dive |
| Islamorada Leisure Properties, Inc. | Accommodation and Food Services | $154,744 | $156,020 | 15 | <$5M | AI Deep Dive |
| Coastal Contracting Group INC | Construction | $153,652 | $154,553 | 12 | <$5M | AI Deep Dive |
| Kaiyo LLC | Accommodation and Food Services | $150,002 | $150,656 | 19 | <$5M | AI Deep Dive |
| The Islamorada Fishing Club | Accommodation and Food Services | $147,980 | $149,115 | 11 | <$5M | AI Deep Dive |
| Mcf Construction and Consultants Inc. | Construction | $140,412 | $141,457 | 17 | $19.4M | AI Deep Dive |
| R. Hendrick Construction INC | Construction | $139,303 | $140,503 | 14 | <$5M | AI Deep Dive |
| R. Hendrick Construction, Inc. | Construction | $138,000 | $139,173 | 17 | $5.2M | AI Deep Dive |
| Jtcc, Inc. | Construction | $135,583 | $136,455 | 16 | <$5M | AI Deep Dive |
| Islamorada Shrimp Shack, LLC | Accommodation and Food Services | $132,000 | $133,129 | 27 | <$5M | AI Deep Dive |
| Island Holding Corp. | Arts, Entertainment, and Recreation | $131,400 | $131,955 | 21 | <$5M | AI Deep Dive |
| Mmi 82 LLC | Accommodation and Food Services | $129,929 | $130,776 | 14 | <$5M | AI Deep Dive |
| Mmi 82, LLC | Accommodation and Food Services | $125,449 | $93,529 | 14 | <$5M | AI Deep Dive |
| Island Holding Corporation | Accommodation and Food Services | $124,400 | $124,956 | 23 | <$5M | AI Deep Dive |
| Ryno's Whistle Stop LLC | Accommodation and Food Services | $124,180 | $124,811 | 20 | <$5M | AI Deep Dive |
| Florida Keys Brewing Co LLC | Manufacturing | $121,500 | $122,776 | 15 | $5.3M | AI Deep Dive |
| Coral Medical Equipment & Supply, Inc. | Real Estate and Rental and Leasing | $121,440 | $122,604 | 14 | $6.3M | AI Deep Dive |
| Florida Keys Brewing Co. LLC | Accommodation and Food Services | $117,318 | $165,564 | 20 | <$5M | AI Deep Dive |
| Breezy Palms Resort, Inc. | Accommodation and Food Services | $116,901 | $118,028 | 21 | $6.6M | AI Deep Dive |
| Mcf Construction and Consulatnts Inc. | Construction | $116,500 | $117,875 | 28 | $8.5M | AI Deep Dive |
| Oceanview Pub, INC | Accommodation and Food Services | $115,745 | $116,761 | 23 | <$5M | AI Deep Dive |
| Coastal Contracting Group, Inc. | Construction | $114,059 | $114,944 | 13 | $14.8M | AI Deep Dive |
| Ryno's Whistle Stop LLC | Accommodation and Food Services | $106,900 | $107,752 | 18 | <$5M | AI Deep Dive |