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| 2008 Roadmaster Schedule | |||
| Date | Event | Sponsoring Club | |
| January 26 | Three Bridge Fiasco | Singlehanded Sailing Society | |
| March 1-2 | Spring Keel Regatta | St. Francis Yacht Club | |
| April 12-13 | Resin Regatta | San Francisco Yacht Club | |
| May 3-4 | Cruz Regatta | Santa Cruz Yacht Club | |
| June 7 | Delta Ditch Run | RYC / SSC | |
| June 21-22 | Commodore's Cup - Huntington Lake | MHRA | |
| July 20-25 | PCCs - Whidbey Island Race Week | WIRW | |
| September 5-7 | Nationals - South Hampton Shoal | Richmond Yacht Club | |
| October 25 | Great Pumpkin Regatta | Richmond Yacht Club | |