| Boothbay Harbor Memorial Library Association | Information | $32,570 | $32,798 | 5 | N/A | AI Deep Dive |
| The Opera House at Boothbay Harbor | Arts, Entertainment, and Recreation | $32,054 | $32,247 | 2 | N/A | AI Deep Dive |
| The Opera House at Boothbay Harbor | Arts, Entertainment, and Recreation | $32,054 | $32,265 | 3 | N/A | AI Deep Dive |
| Mirabile Family LLC | Retail Trade | $32,009 | $32,410 | 5 | <$5M | AI Deep Dive |
| Eventide Specialties | Retail Trade | $31,850 | $32,106 | 12 | <$5M | AI Deep Dive |
| Eventide Specialties | Retail Trade | $31,800 | $32,106 | 7 | <$5M | AI Deep Dive |
| Jordan Construction Co Inc. | Construction | $30,900 | $31,110 | 3 | <$5M | AI Deep Dive |
| Ae Ceramics | Retail Trade | $30,600 | $30,886 | 4 | <$5M | AI Deep Dive |
| Ae Ceramics LLC | Arts, Entertainment, and Recreation | $30,600 | $30,809 | 3 | <$5M | AI Deep Dive |
| Gimbels of Maine INC | Retail Trade | $30,305 | $30,576 | 10 | <$5M | AI Deep Dive |
| Jordan Construction Co. Inc. | Construction | $30,200 | $30,354 | 5 | <$5M | AI Deep Dive |
| Mid Coast Marine Services INC | Arts, Entertainment, and Recreation | $30,000 | $30,223 | 22 | <$5M | AI Deep Dive |
| Atlantic Ark Inn Inc. | Accommodation and Food Services | $29,519 | $29,718 | 3 | <$5M | AI Deep Dive |
| Shirts by the Bay, Inc. | Retail Trade | $26,895 | $27,014 | 10 | <$5M | AI Deep Dive |
| Mid Coast Marine Services INC | Arts, Entertainment, and Recreation | $26,567 | $26,724 | 18 | <$5M | AI Deep Dive |
| Boothbay Harbor Region Chamber of Commerce | Other Services (except Public Administration) | $25,900 | $26,038 | 5 | <$5M | AI Deep Dive |
| Philbrick Lobster Company LLC | Agriculture, Forestry, Fishing and Hunting | $25,672 | $25,851 | 7 | <$5M | AI Deep Dive |
| Gimbels of Maine, Inc. | Retail Trade | $24,348 | $24,620 | 25 | <$5M | AI Deep Dive |
| The Hutch | Retail Trade | $24,300 | $24,437 | 4 | <$5M | AI Deep Dive |
| Carousel Theater Company, LLC | Arts, Entertainment, and Recreation | $24,000 | $24,171 | 4 | <$5M | AI Deep Dive |
| Tdr Auto Supply, Inc. | Retail Trade | $22,200 | $22,346 | 3 | <$5M | AI Deep Dive |
| Atlantic Edge Lobster INC | Retail Trade | $22,080 | $22,123 | 3 | <$5M | AI Deep Dive |
| The Inn at Greenleaf Lane, Inc. | Accommodation and Food Services | $22,011 | $22,141 | 3 | <$5M | AI Deep Dive |
| Edgewater Plus, Inc. | Accommodation and Food Services | $21,000 | $21,169 | 2 | <$5M | AI Deep Dive |
| James Dale Lancaster | Real Estate and Rental and Leasing | $20,833 | $20,947 | 1 | <$5M | AI Deep Dive |