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| 01 | Sian's Gold Sprint | G2 | 1100 | 3up | Filcher(USA) | 2006 | Put it Back | |
| 01 | First Classic Stakes** | - | 1200D | 3yo | Treasure Hunt(JAM) | 2007 | Tracking | |
| 30 | Caribbean Turf Championship Stakes** | - | 1800 | 4up | Perfect Circle | 2005 | Tory Hole | |
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| 27 | Arima Race Club Cup | G2 | 1800D | 3up | Cactus Amour | 2006 | Cactus Ridge | |
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| 13 | Royal Colours Classic* | G3 | 1300D | 3yo | Grand Riviere | 2007f | A Great Team | |
| 20 | Starlight Stakes** | - | 1350D | 4up | Bruceontheloose(JAM) | 2006 | Wheelaway | |
| APRIL | ||||||||
| 05 | Ibis Stakes** | - | 1350D | 3yof | Grand Riviere | 2007f | A Great Team | |
| 05 | Flamingo Stakes** | - | 1350D | 3yoc | Treasure Hunt(JAM) | 2007 | Tracking | |
| 17 | Champagne Stakes | G1 | 1600 | 3up | Raging Halo(USA) | 2006 | Gulf Storm | |
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| 01 | Gleneagle Stakes** | - | 1750D | 3yof | Grand Riviere | 2007f | A Great Team | |
| 08 | Santa Rosa Dash | G2 | 1200D | 3up | Bruceontheloose(JAM) | 2006 | Wheelaway | |
| 31 | Guineas** | G1 | 1800D | 3yo | Grand Riviere | 2007f | A Great Team | |
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| 12 | Eric"Colt"Durant Memorial | - | 1700 | 3up | Bruceontheloose(JAM) | 2006 | Wheelaway | |
| 19 | 3yo Sprint Stakes | - | 1350D | 3yo | Bristling(USA) | 2007 | Congaree | |
| 19 | National Stakes* | - | 1800D | 3up | Windjammer | 2003g | Freshly Squeezed | |
| JULY | ||||||||
| 03 | Oaks Stakes** | G2 | 1800D | 3yof | Grand Riviere | 2007f | A Great Team | |
| AUGUST | ||||||||
| 02 | Midsummer Classic** | G1 | 1900D | 3yo | Sam's Hero(JAM) | 2007g | Traditional | |
| 14 | President's Cup | G2 | 1900D | 3up | Cactus Amour(USA) | 2006 | Cactus Ridge | |
| 31 | Independence Cup | G1 | 1800 | 3up | Bruceontheloose(JAM) | 2006 | Wheelaway | |
| SEPTEMBER | ||||||||
| 04 | Nursery Stakes** | - | 1000D | 2yo | Oriental Appeal(JAM) | 2008f | Saint Appeal | |
| 24 | Diamond Stakes | G2 | 1350D | 2up | Bruceontheloose(JAM) | 2006 | Wheelaway | |
| 24 | Derby Stakes** | G1 | 2000D | 3yo | Back on Top | 2007 | Put it Back | |
| OCTOBER | ||||||||
| 02 | Futurity Stakes* | - | 1100D | 2yo | Remember Me | 2008f | A Great Team | |
| 09 | Santa Rosa Classic** | G2 | 1200D | 3yo | Dionysus | 2007 | Unbridled Optism | |
| 23 | Caribbean Sprint Championship** | - | 1200D | 3up | Mister Kingston | 2006 | Storm Report | |
| 23 | Caribbean Championship Stakes** | G1 | 1800D | 3up | Bruceontheloose(JAM) | 2006 | Wheelaway | |
| NOVEMBER | ||||||||
| 06 | The Stud Farm Association's Breeders Stakes* | - | 1200D | 2yo | Remember Me | 2008f | A Great Team | |
| 20 | Turf Classic* | - | 1800 | 3yo | Grand Riviere | 2007f | A Great Team | |
| 27 | Stewards Cup | G1 | 1200D | 2up | Bruceontheloose(JAM) | 2006 | Wheelaway | |
| DECEMBER | ||||||||
| 04 | St.James Stakes** | G2 | 1350D | 2yoc | Lawbreaker(JAM) | 2008g | Western Classic | |
| 04 | St.Ann's Stakes** | G2 | 1350D | 2yof | Oriental Appeal(JAM) | 2008f | Saint Appeal | |
| 11 | Juvenile Sprint | - | 1200D | 2yo | Signal Alert(USA) | 2008 | Omega Code | |
| 27 | Gold Cup | G1 | 2000D | 2up | Cactus Amour(USA) | 2006 | Cactus Ridge | |