1999 Mobjack Schedule as of 8/24/99
| April 24 | Lake of the Woods | Spring Regatta | John Berry |
| April 25 | Fishing Bay YC | Spring Series #1 | Jerry Desvernine (804) 550-9389 |
| May 15 | Hampton Yacht Club | Trapeze Regatta | Bill Dougherty - (757)722-9669 |
| May 29/30 | Potomac River Sailing Association | Spring Regatta | Tom Ward (202) 363-2780 |
| May 31 | Portsmouth Boat Club | Portsmouth Challenge | Len Guenther (757) 465-8832 |
| June 5 | Norfolk Yacht & Country Club | First Colony Regatta | Eddie Wolcott (757)497-6633 |
| June 12 | Broad Bay Sailing Association | Annual (Broad Bay Bucket) Regatta *** | Mark Arnold (757)312-0768 |
| June 19 | Glenmar Sailing Association | Small Boat Regatta | Sam Jackson (410) 833-6367 |
| June 19/20 | Warwick Yacht & CC | Annual Regatta | Jim Rice - (757) 874-3808 |
| June 26 | Southern Maryland SA | SMSA One Design Regatta | Joe & Tracy Kubinec (301) 373-3477 |
| July 3/4 | Hampton YC | Annual Regatta | Bill Dougherty (757)722-9669 |
| July 24 | Broad Bay SA | Richard Johnston Memorial *** | Mark Arnold (757)312-0768 |
| August 7/8 | Ware River YC | 35th Annual Governor's Cup | Tom Roberts (804) 843-2682 |
| Aug 14/15 | Fishing Bay YC | 60th Annual Regatta *** | Jerry Desvernine (804) 550-9389 |
| Aug 20-22 | Glenmar Sailing Association | 40th (This one's for Bob) MOBJACK NATIONALS *** Results are posted! | Jack Tar |
| Sept 4/5 | Norfolk Y&CC | Annual Regatta *** | Eddie Wolcott (757)497-6633 |
| Sept 11 | Potomac River SA | Leukemia Cup | Tom Ward (202) 363-2780 |
| Sept 12 | Potomac River SA | Presidents Cup | Tom Ward (202)363-2780 |
| Sept 18/19 | Pasquatank River YC | Moth Boat Regatta | |
| Sept 25/26 | Southern Maryland SA | Small Boat Regatta *** | Joe & Tracy Kubinec (301) 373-3477 |
| Oct 2/3 | Virginia Inland Sailing Association | Smith Mountain Lake | Hugh Hagan (703)774-6976 | Oct 9 | Fishing Bay Yacht Club | Indian Summer Regatta | Tom Roberts (804)843-2682 |