| Gloucester to Sanford (Maine) | 3,121.23 mi (5,023.14 km) |
| Gloucester to Sanford (North Carolina) | 3,815.95 mi (6,141.18 km) |
| Gloucester to Sanger (California) | 5,247.25 mi (8,444.63 km) |
| Gloucester to Santa Ana (California) | 5,362.03 mi (8,629.35 km) |
| Gloucester to Santa Barbara (California) | 5,382.06 mi (8,661.58 km) |
| Gloucester to Santa Clara (California) | 5,283.39 mi (8,502.79 km) |
| Gloucester to Santa Clara (Oregon) | 4,929.28 mi (7,932.90 km) |
| Gloucester to Santa Clarita (California) | 5,343.35 mi (8,599.28 km) |
| Gloucester to Santa Cruz (California) | 5,307.65 mi (8,541.83 km) |
| Gloucester to Santa Fe (New Mexico) | 4,847.50 mi (7,801.30 km) |
| Gloucester to Santa Fe (Texas) | 4,763.99 mi (7,666.91 km) |
| Gloucester to Santa Fe Springs (California) | 5,356.79 mi (8,620.92 km) |
| Gloucester to Santa Maria (California) | 5,376.07 mi (8,651.95 km) |
| Gloucester to Santa Monica (California) | 5,365.26 mi (8,634.56 km) |
| Gloucester to Santa Paula (California) | 5,365.30 mi (8,634.62 km) |
