| Mon27 May2019 |
|  | 11:00 | Cricket 1st XI | v XL Club | H |
| |
| Wed29 May2019 |
| | 10:00 | Cricket U15A | v S1-S3 Schools Cup | A |
| |
| Thu30 May2019 |
|  | tbc | Tennis U15A, Form 3A, U13A, Form 1A | v Hutchesons' Grammar School | A |
| |
| Fri31 May2019 |
|  | 11:15 | Athletics | SSAA Relay Championships | Hutchesons' Grammar School |
| |
| Sat1 Jun2019 |
| | | Athletics | SSAA Pentathlon Championships/ | Grangemouth Stadium |
| | 09:30 | Cricket 1st XI, 2nd XI, U14A, U11A, U11B | v The High School of Glasgow | A |
| | 09:30 | Cricket U15A, U13A, U12A, U12B | v The High School of Glasgow | H |
| |
| Tue4 Jun2019 |
| | 10:00 | CN Tower | CN Tower, Toronto |
|  | 13:00 | Golf Mixed U18A | v Donalda Club | A |
| | 14:00 | Donalda Club | Donalda Club, Toronto, Ontario, Canada |
| |
| Wed5 Jun2019 |
| | 10:30 | Canada's Wonderland Theme Park | Canada's Wonderland, Toronto |
| | 19:00 | Blue Jays V Yankees | Rogers Centre, Toronto |
| |
| Thu6 Jun2019 |
| | 09:30 | Tennis 1st VI, 2nd VI | v George Watson's College | tbc |
| | 10:00 | Golf Mixed U18A | v St Michael's college, Toronto | A |
| | 12:00 | match V St Michael's College | Hoot Course, Osprey Valley |
| | 12:35 | Blue Jays V Yankees | Rogers Centre, Toronto |
| | 14:00 | Cricket 1st XI | v Caledonia Regional Academy | H |
| |
| Fri7 Jun2019 |
| | 09:15 | Athletics | SSAA Track & Field Championship | Grangemouth Stadium |
| | 09:30 | Tennis Form 2A, Junior 2A | v Kilgraston School | tbc |
| | 11:00 | Niagara Falls | Niagara, Ontario, Canada |
| | 19:00 | Bowling | |
| |
| Sat8 Jun2019 |
| | 09:00 | FPs Golf Match | Niagara on the Lake Golf Club, Niagara on the Lake, Ontario, Canada |
| | 09:00 | Golf Mixed U18A | v FPs and Invited Guests | A |
| | 09:15 | Athletics | SSAA Track & Field Championship | Grangemouth Stadium |
| | 09:30 | Cricket U15A, U14A, U13A, U12A | v The Glasgow Academy | A |
| | 09:30 | Cricket 1st XI, 2nd XI, U11A | v The Glasgow Academy | H |
| | 09:30 | Tennis Form 3A, Form 3B, Form 2A, Form 2B | v George Watson's College | tbc |
| | 09:30 | Tennis 1st VI, 2nd VI | v Kilgraston School | tbc |
| |
| Sun9 Jun2019 |
| | 11:00 | reception with host families | Hillfield Strathallan College, Hamilton, Ontario, Canada |
| | 13:00 | Canadian Open - final day's play | Hamilton Golf and Country Club, Hamilton, Ontario, Canada |
| |
| Mon10 Jun2019 |
| | 11:00 | Golf Match V HSC | Beverly Golf and Country Club, Hamilton |
| | 11:00 | Golf Mixed U18A | v Hillfield Strathallan College | A |
| | 11:00 | Golf Mixed U18B | v Links Challenge Round 4 | A |
| |
| Tue11 Jun2019 |
| | 10:00 | Golf Match V HSC | Heron Point Golf and Country Club, Hamilton, Ontario, Canada |
| | 10:00 | Golf Mixed U18A | v Hillfield Strathallan College | A |
| | 14:00 | Cricket 1st XI | v Fettes College | A |
| | 15:00 | Athletics | Athletics Match Form I, II Queen Victoria School | Dollar Academy |
| |
| Sat15 Jun2019 |
| | 09:30 | Cricket U15A, U13A, U12A | v George Watson's College | H |
| | 09:30 | Tennis 1st VI, 2nd VI, Form 3A, Form 3B, Form 2A, Form 2B, Form 1A, Form 1B | v Glenalmond College | tbc |
| | 10:00 | Cricket 1st XI | v Dollar CC | H |
| |
| Mon17 Jun2019 |
| | 11:00 | Golf Mixed U18A | v Himalayas Challenge | A |
| | 14:00 | Cricket 1st XI | v Ivanhoe Grammar School - Australia | H |
| |
| Wed19 Jun2019 |
| | 10:30 | Golf Mixed U18A | v Pupil Golf Championships | H |
| |
| Thu20 Jun2019 |
| | | Athletics | Dollar Academy Prep School Sports | Dollar Academy |
| |
| Fri21 Jun2019 |
| | | Athletics | Dollar Academy Junior School Sports | Dollar Academy |
| | 09:30 | Golf Mixed U18A | v Dollar Academicals | H |
| | 10:00 | Cricket U15A | v ESMS Erskine Stewart's Melville Schools | A |
| | 11:30 | Golf Mixed U18A | v St Michael's college, Toronto | A |
| |
| Sat22 Jun2019 |
| | | Athletics | Dollar Academy Senior School Sports | Dollar Academy |
| |
| Sun23 Jun2019 |
| | 08:30 | Golf Mixed U18A | v ISGA Plate National Finals | A |
| | 11:00 | Cricket 1st XI | v Rector's XI | H |
