| Tom Hanlon Landscaping INC | Professional, Scientific, and Technical Services | $497,882 | $468,136 | 40 | $8.1M | AI Deep Dive |
| Waste Options Nantucket, LLC | Administrative and Support and Waste Management | $465,035 | $467,799 | 21 | <$5M | AI Deep Dive |
| Tanker Corporation | Accommodation and Food Services | $455,473 | $459,357 | 31 | $5.5M | AI Deep Dive |
| Ventuno LLC | Accommodation and Food Services | $453,637 | $459,547 | 51 | $9.1M | AI Deep Dive |
| Nantucket Catering Company LLC | Accommodation and Food Services | $449,411 | $455,240 | 10 | <$5M | AI Deep Dive |
| Ernst Land Design INC | Administrative and Support and Waste Management | $440,235 | $443,916 | 30 | $6.5M | AI Deep Dive |
| Egb Enterprises INC | Accommodation and Food Services | $439,473 | $442,501 | 18 | <$5M | AI Deep Dive |
| Brotherhood of Thieves Restaurant Management Group LLC | Accommodation and Food Services | $438,892 | $0 | 54 | $9.6M | AI Deep Dive |
| Wooden Leg LLC | Accommodation and Food Services | $431,722 | $434,900 | 18 | <$5M | AI Deep Dive |
| Queequeg LLC | Accommodation and Food Services | $431,095 | $437,537 | 37 | $6.6M | AI Deep Dive |
| Mac Davis Flooring LLC | Construction | $428,732 | $431,935 | 35 | $8.8M | AI Deep Dive |
| Ernst Land Design INC | Administrative and Support and Waste Management | $427,280 | $430,556 | 30 | $6.5M | AI Deep Dive |
| Tom Hanlon Landscaping INC | Professional, Scientific, and Technical Services | $422,108 | $427,384 | 4 | <$5M | AI Deep Dive |
| Ridge LLC | Accommodation and Food Services | $404,795 | $408,056 | 39 | $6.9M | AI Deep Dive |
| Bathing Beach Payroll INC | Accommodation and Food Services | $400,225 | $405,584 | 37 | $6.6M | AI Deep Dive |
| Coal Alley LLC | Accommodation and Food Services | $395,486 | $398,452 | 21 | <$5M | AI Deep Dive |
| Sconset Gardener, INC | Administrative and Support and Waste Management | $386,675 | $389,661 | 26 | $5.6M | AI Deep Dive |
| Cisco Brewers INC | Manufacturing | $386,022 | $388,983 | 37 | $13.1M | AI Deep Dive |
| Mac Davis Flooring LLC | Construction | $380,600 | $380,145 | 36 | $12.3M | AI Deep Dive |
| Nantucket Conservation Foundation, Inc. | Other Services (except Public Administration) | $378,200 | $380,595 | 17 | N/A | AI Deep Dive |
| Gregory Raith Inc. | Administrative and Support and Waste Management | $370,926 | $373,749 | 39 | $8.4M | AI Deep Dive |
| Strang, LLC | Construction | $367,900 | $372,621 | 21 | $7.9M | AI Deep Dive |
| Sconset Gardener INC | Administrative and Support and Waste Management | $366,985 | $370,706 | 34 | $7.4M | AI Deep Dive |
| Harbor Fuel Oil Corporation | Retail Trade | $361,734 | $366,105 | 15 | <$5M | AI Deep Dive |
| Island Lumber Co INC | Wholesale Trade | $359,897 | $363,896 | 24 | $7.4M | AI Deep Dive |