| 27a Eastbound Oakdale-W. Sayville | 1.35 mi | -10 ft | -0.0% |
| Dale to Atlantic Ave | 0.78 mi | 7 ft | 0.2% |
| West Ave to 112 | 0.59 mi | 7 ft | 0.2% |
| Montauk Highway Climb | 0.46 mi | 328 ft | 13.5% |
| Hampton Dr Climb | 1.71 mi | 272 ft | 3.0% |
| Moriches Millpond sprint eastbound | 0.40 mi | -26 ft | -0.6% |
| East bound East Moriches to Hampton Bays | 15.26 mi | 89 ft | 0.1% |
| East Moriches Climb (eastbound) | 0.65 mi | 30 ft | 0.4% |
| Spadaro Airport sprint eastbound | 0.86 mi | -26 ft | -0.6% |
| Spe-ONK | 2.88 mi | -43 ft | -0.3% |
| Old Riverhead to 104 | 3.07 mi | -30 ft | -0.1% |
| Quogue to Hampton Diner | 5.08 mi | 43 ft | 0.1% |
| EQ to HB | 1.77 mi | -36 ft | -0.0% |
| Tiana Creek roller eastbound | 0.31 mi | -23 ft | -1.0% |
| East Montauk Highway Climb | 0.48 mi | 292 ft | 11.5% |
| Montauk East | 4.89 mi | -79 ft | -0.3% |
| Montauk Hwy. descent to canal eastbound | 0.35 mi | -56 ft | -2.9% |
| HB to SH | 5.84 mi | 66 ft | 0.0% |
| E run to Tuckahoe Rd | 1.88 mi | -36 ft | -0.1% |
| Montauk to Halsey Neck | 3.09 mi | -52 ft | -0.1% |
| Montauk | 1.75 mi | 33 ft | 0.3% |
| Village of Southampton Ordinance Code § 82-7(1) prohibits biking here | 0.29 mi | 7 ft | 0.4% |
| Southampton to Clam Bar | 19.88 mi | 72 ft | 0.0% |
| Halsey Ln Climb | 0.28 mi | 3 ft | 0.3% |
| Water Mill to Butter Lane | 2.68 mi | 33 ft | 0.2% |
| Water Mill to East Hampton | 8.59 mi | -49 ft | -0.0% |
| Roadrunner | 4.63 mi | -46 ft | -0.1% |
| Town Line to the Pond | 3.48 mi | -43 ft | -0.2% |
| EH Sprint E | 0.47 mi | -20 ft | -0.8% |
| Bluff to Napeague Meadow | 3.51 mi | -46 ft | -0.2% |
| eye-of-the-tiger | 4.88 mi | -23 ft | -0.1% |
| Amagansett to Montauk Sprint | 4.36 mi | 13 ft | 0.0% |
| Nappeague Meadow -> Old Mtk Hway | 1.68 mi | 7 ft | 0.0% |
| Lobster Roll to Cyril's BLAST East | 0.95 mi | -7 ft | -0.0% |
| OMH East - Split to Grant | 2.89 mi | 115 ft | 0.1% |
| Old Montauk Highway to Lighthouse | 10.16 mi | 105 ft | 0.0% |
| Old Montauk Hwy. descent eastbound | 1.02 mi | -59 ft | -0.9% |
| town to east lake | 2.02 mi | -75 ft | -0.2% |
| Hither East | 10.43 mi | 102 ft | 0.0% |
| NY27 descent across W. Lake Dr. | 0.60 mi | -49 ft | -1.3% |
| West Lake Dr to Montauk State Park | 3.90 mi | 89 ft | 0.1% |
| westlake to lighthouse | 4.31 mi | 112 ft | 0.0% |
| Ranch to East Lake | 0.69 mi | 46 ft | 0.8% |
| Deep Hollow Ranch Hill | 0.27 mi | 72 ft | 4.9% |
| Ranch | 0.32 mi | 72 ft | 4.1% |
| Lighthouse Hill Eastbound | 0.26 mi | 66 ft | 4.7% |
| Deep Hollow Ranch Hill Decent | 0.64 mi | -92 ft | -2.8% |
| Montauk Visitor Center to Lake | 2.80 mi | -95 ft | -0.4% |
| Ranch West | 0.62 mi | 89 ft | 2.7% |
| Lighthouse Hill Westbound | 0.28 mi | 72 ft | 4.6% |
