| Florida Keys Linen Company, LLC | Other Services (except Public Administration) | $94,949 | $95,621 | 19 | <$5M |  AI Deep Dive |
| Sushi Song Izakaya, LLC | Accommodation and Food Services | $94,793 | $72,201 | 20 | <$5M | AI Deep Dive |
| Back Deck LLC | Accommodation and Food Services | $94,518 | $94,851 | 16 | <$5M | AI Deep Dive |
| Sunset Watersports, Inc. | Transportation and Warehousing | $94,476 | $95,084 | 20 | $5.1M | AI Deep Dive |
| Aqsr Key West LLC | Accommodation and Food Services | $94,406 | $95,376 | 35 | $6.2M | AI Deep Dive |
| Niles, Kight & Company, Pllc | Professional, Scientific, and Technical Services | $94,100 | $95,010 | 7 | <$5M | AI Deep Dive |
| Emeralds International, LLC | Retail Trade | $93,857 | $94,926 | 6 | <$5M | AI Deep Dive |
| Emeralds International LLC | Retail Trade | $93,857 | $94,347 | 6 | <$5M | AI Deep Dive |
| Bender & Associates Architects | Professional, Scientific, and Technical Services | $93,700 | $94,749 | 6 | <$5M | AI Deep Dive |
| Blue Marlin Motel INC | Accommodation and Food Services | $93,584 | $94,333 | 7 | <$5M | AI Deep Dive |
| Eight, LLC | Accommodation and Food Services | $93,454 | $93,843 | 13 | <$5M | AI Deep Dive |
| Southernmost Insurance Agency, Inc. | Finance and Insurance | $93,400 | $94,355 | 8 | <$5M | AI Deep Dive |
| Star of the Sea Foundation, Inc. | Health Care and Social Assistance | $93,400 | $94,365 | 15 | N/A | AI Deep Dive |
| E & E Concrete of Key West, in | Construction | $92,900 | $94,232 | 8 | <$5M | AI Deep Dive |
| Jenkins-Manaher Holding Company | Retail Trade | $92,500 | $93,049 | 26 | <$5M | AI Deep Dive |
| Historic Key West Vacation Rentals, LLC | Administrative and Support and Waste Management | $92,397 | $93,156 | 7 | <$5M | AI Deep Dive |
| Key West Boat Repair and Maintenance LLC | Professional, Scientific, and Technical Services | $92,135 | $93,251 | 11 | <$5M | AI Deep Dive |
| Total Temperature Control Inc. | Construction | $92,000 | $92,994 | 6 | <$5M | AI Deep Dive |
| Local Enterprises INC | Manufacturing | $91,919 | $93,009 | 10 | $9.9M | AI Deep Dive |
| Local Enterprises INC | Manufacturing | $91,917 | $92,571 | 9 | $8.9M | AI Deep Dive |
| Greater Key West Chamber of Commerce | Other Services (except Public Administration) | $91,585 | $92,473 | 7 | <$5M | AI Deep Dive |
| All Things Drywall, Inc. | Construction | $91,495 | $92,585 | 10 | <$5M | AI Deep Dive |
| All Things Drywall Inc. | Construction | $91,495 | $92,255 | 8 | <$5M | AI Deep Dive |
| Thai Island Restaurant LLC | Accommodation and Food Services | $90,252 | $91,058 | 24 | <$5M | AI Deep Dive |
| Barracuda Builders of Key West, Inc. | Construction | $89,500 | $90,276 | 7 | <$5M | AI Deep Dive |