| 2006 CBTF Schedule - Completed! | |||
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| Date | Event | CBYRA Event No. | Club |
| 13-May | St. Brendan’s Cup | 312 | Shearwater Sailing Club |
| 27-May | Race to Miles River | 316 | Miles River Yacht Club |
| 28-May | Miles River Race Back | 317 | Rhode River Boat Club |
| 3-Jun | Twilight Race | 318 | Shearwater Sailing Club |
| 24-Jun | Dun Cove Pursuit Race | None | Rhode River Boat Club & CBPSA |
| 29-Jul | Corsica River | 206 | Corsica River Yacht Club |
| 30-Jul | Corsica River Race Back | 207 | Magothy River Sailing Association |
| 19-Aug |
West River Sailing
Club Twilight Race |
346 | West River Sailing Club |
| 9-Sep | Hospice Cup | 351 | Shearwater Sailing Club |
| 23-Sep | PSA Race to Queenstown | 211 | Potapskut Sailing Association |
| 24-Sep | Queenstown Race Back | 212 | Potapskut Sailing Association |
| 7-Oct | Good Old Boat Regatta (Day One) | 359 | Shearwater Sailing Club |
| 8-Oct | Good Old Boat Regatta (Day Two) | 360 | Shearwater Sailing Club |
| 21-Oct | Triton Fall Regatta | 213 | Chesapeake Traditional Sailing Association |
| 22-Oct | Dean Worchester Memorial Race | 214 | Chesapeake Traditional Sailing Association |
| 28-Oct | Clipper City Ghost Regatta | 369 | Rhode River Boat Club |
| Shaded rows indicate overnight races/cruise back | |||