| 25/05/2023 | Crown Jewels | 7 | 8 | Gibraltar Journeymen | Won |
| 01/06/2023 | Gibraltar Journeymen | 10 | 5 | Spixworth S.C. Ind | Won |
| 08/06/2023 | Pinches Shamrocks | 5 | 10 | Gibraltar Journeymen | Won |
| 15/06/2023 | Gibraltar Journeymen | 6 | 9 | William Iv Saddlebags | Lost |
| 22/06/2023 | Gibraltar Journeymen | 9 | 6 | Pinches Rockets | Won |
| 29/06/2023 | Windmill Artistes | 5 | 10 | Gibraltar Journeymen | Won |
| 06/07/2023 | Gibraltar Journeymen | 9 | 6 | Angel Gardens | Won |
| 13/07/2023 | Gibraltar Journeymen | 9 | 6 | Crown Jewels | Won |
| 20/07/2023 | Spixworth S.C. Ind | 5 | 10 | Gibraltar Journeymen | Won |
| 27/07/2023 | Gibraltar Journeymen | 12 | 3 | Pinches Shamrocks | Won |
| 03/08/2023 | William Iv Saddlebags | 8 | 7 | Gibraltar Journeymen | Lost |
| 10/08/2023 | Pinches Rockets | 5 | 10 | Gibraltar Journeymen | Won |
| 17/08/2023 | Gibraltar Journeymen | 5 | 10 | Windmill Artistes | Lost |
| 24/08/2023 | Angel Gardens | 7 | 8 | Gibraltar Journeymen | Won |