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| 01 | Sian's Gold Sprint | G2 | 1100 | 3up | Control Unit(USA) | 2012 | Discreetly Mine | |
| 23 | Caribbean Turf Championship** | G3 | 1800 | 4up | Dark Treasure | 2011 | Storms Past | |
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| 13 | Eric"Colt"Durant Memorial | G2 | 1700 | 3up | Nominee(USA) | 2009 | Awesome Again | |
| 20 | First Sprint | G2 | 1200 | 3yo | Academy Award(JAM) | 2013 | Performing Magic | |
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| 12 | Santa Rosa Dash | G2 | 1200D | 3up | -- transffered to 20 June -- | |||
| 28 | Easter Guineas** | G1 | 1800D | 3yo | Academy Award(JAM) | 2013 | Performing Magic | |
| 28 | Champagne Stakes | G1 | 1600 | 3up | Thisonesforron(CAN) | 2011 | Gilded Time | |
| APRIL | ||||||||
| 23 | Sugar Mike Stakes | G2 | 1100 | 3yo | Trini Navigator(USA) | 2013 | Henrythenavigator | |
| 30 | Royal Colours Stakes* | G3 | 1300D | 3yo | Mint Condition | 2013 | Gold Market | |
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| 07 | Starlight Stakes** | G3 | 1350D | 4up | Swept Away | 2012 | Precise Sweep | |
| 30 | Arima Race Club Cup | G2 | 1800D | 3up | Lucky Stranger(USA) | 2012 | Lookin at Lucky | |
| 30 | Midsummer Classic** | G1 | 1900D | 3yo | The Gatsby(JAM) | 2013 | Porto Santo | |
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| 20 | Chief Commander Classic* | G3 | 1700D# | 3yo | Desert Dancer | 2013g | Charismatic Cat | |
| 20 | Santa Rosa Dash | G2 | 1200D | 3up | Control Unit(USA) | 2012 | Discreetly Mine | |
| JULY | ||||||||
| 09 | Mentone Stakes | G2 | 1350D | 3yo | Dunkirk Express(USA) | 2013f | Dunkirk | |
| AUGUST | ||||||||
| 01 | President's Cup*** | G2 | 1900D | 3up | Thisonesforron(CAN) | 2011 | Gilded Time | |
| 01 | T & T Breeders Classic* | G1 | 1800D | 3yo | King Arthur | 2013 | Charimatic Cat | |
| 31 | Gleneagle Stakes** | G2 | 1750D | 3yof | Newthinginthong(JAM) | 2013f | Market Rally | |
| 31 | Independence Cup | G1 | 1800 | 3up | Thisonesforron(CAN) | 2011 | Gilded Time | |
| SEPTEMBER | ||||||||
| 24 | Derek Cozier Classic** | G2 | 1200D | 3yo | Desert Dancer | 2013g | Charismatic Cat | |
| 24 | Diamond Stakes*** | G2 | 1350D | 3up | Whisper Light(USA) | 2013g | Big Drama | |
| 24 | Derby Stakes** | G1 | 2000D | 3yo | Academy Award(JAM) | 2013 | Performing Magic | |
| OCTOBER | ||||||||
| 29 | Caribbean Sprint Championship** | G3 | 1200D | 3up | -- transffered to 05 November -- | |||
| NOVEMBER | ||||||||
| 05 | Caribbean Sprint Championship** | G3 | 1200D | 3up | Swept Away | 2012 | Precise Sweep | |
| 12 | Oaks Stakes** | G1 | 1800D | 3yof | Newthinginthong(JAM) | 2013f | Market Rally | |
| 26 | Caribbean Champion Stakes** | G3 | 1800D | 3up | Magical Victory(JAM) | 2013 | Performing Magic | |
| DECEMBER | ||||||||
| 03 | Stewards Cup*** | G1 | 1200D | 2up | Control Unit(USA) | 2012 | Discreetly Mine | |
| 26 | St.Ann's Stakes** | G3 | 1350D | 2yof | Leading Lady(JAM) | 2014f | Adore the Gold | |
| 26 | St.James Stakes** | G3 | 1350D | 2yoc | Battle Cry(JAM) | 2014 | War Marshall | |
| 26 | Gold Cup*** | G1 | 2000D | 2up | Thisonesforron(CAN) | 2011 | Gilded Time | |