| 2008 CBTF Schedule | ||||
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| Date | Event | CBYRA Event No. | Club | |
| 1 | 24 May | Annapolis to Miles River | 316 | MRYC/RRBC |
| 2 | 25 May | Miles River Race Back | 317 | MRYC/RRBC |
| 3 | 31 May | SSC Twilight Race | 318 | SSC |
| 4 | 21 June | Dun Cove Pursuit Race | None | RRBC/CBPSA |
| 5 | 12 July | WRSC Twilight Race | 346 | WRSC |
| 6 | 26 July | Corsica River Race | 207 | CRYC/MRSA |
| 7 | 27 July | Corsica River Race Back | 208 | CRYC/MRSA |
| 8 | 16 Aug | Poplar Island Race | 338 | WRSC |
| 9 | 6 Sept | CRAB Regatta | 343 | EYC |
| 10 | 13 Sept | HISF Night Race | None | HISF |
| 11 | 20 Sept | Race to Queenstown | 211 | PSA |
| 12 | 31 Sept | Queenstown Race Back | 212 | PSA |
| 13 | 10 Oct | GOB Regatta, Day One | 355 | SSC |
| 14 | 11 Oct | GOB Regatta, Day Two | 356 | SSC |
| 15 | 18 Oct | Triton Fall Regatta | None | CBTF |
| 16 | 19 Oct | Dean Worchester memorial Race | None | CTSA |
| Shaded rows indicate overnight races/cruise back | ||||