| YEAR | CHAMPION | COACH | FINAL | RUNNER-UP |
| 48-49 | Summerside | George Walker | ||
| 49-50 | Charlottetown Prince Street | Windy LePage | T:97-73 | Summerside |
| 50-51 | Charlottetown Prince Street | —– | No challenger | |
| 51-52 | Charlottetown Prince Street | 44-21 | Charlottetown West Kent | |
| 52-53 | Charlottetown Prince Street | (1-0-1) | Charlottetown West Kent | |
| 53-54 | Charlottetown Prince Street | 49-7 | Charlottetown West Kent | |
| 54-55 | Queen Charlotte | (3-0) | ||
1950
In the Charlottetown city semis, Prince Street defeated West Kent 40-41; 31-25 (Total: 71-66). West Kent (coached by Red Howatt) included Brandwell Chandler, Joey Hoyt, Gerald Birt, Thomas Scantlebury, Ian Kennedy, Don MacNeill, Rory Lantz, Barry MacMillan and Bobby White.
In the city finals, Charlottetown Prince Street defeated Queen’s Square 38-21; 48-19 (Total: 86-40). …………………………………………………… In game one, Prince Street prevailed 38-21 as Clint Taylor scored 13, Bill MacKinnon added 8 and Red McFadyen 7, Donnie MacLeod 4, Turner 3, MacDougall 2 and Huestis 2. Charles Ready led Queen Street with 10. Bill Purcell added 5 and Joe Revell 4, while Lorne Burke, George MacGuigan, Eddie Kays, Arnold Mullins and Billy MacDonald were scoreless. …………………………………………………… In game two, Prince Street prevailed 48-19 as John MacDougall scored 13, Red McFadyen 10, Clint Taylor 8, Billy MacKinnon 7, Donnie MacLeod 4, Ladner 2, Huestis 2 and A MacLaren 2. Charles Ready led Queen Street with 8. Lorne Burke added 4, Bill Purcell 4, Joe Revell 2 and George MacGuigan 1, while Arnold Mullins, Billy MacDonald and Eddie Kays were scoreless. Queen Street was coached by W.E. Scantlebury.
In the provincial finals, Charlottetown Prince Street defeated Summerside 60-38; 37-35; (Total: 97-73).
In game one, Prince Street whacked Summerside 60-38 as Clint Taylor scored 28, Red McFadyen 12, John MacDougall 5, Huestis 3, Seaman 3, Ladner 2, MacLaren 2, MacLeod 2, Turner 2 and Billy MacKinnon 1. Billy Stewart led Summerside with 17. Clive MacDonald added 14, C Simpson 4, M Schurman 3 and B Blacquire 2.
In game two, Prince Street prevailed 37-35 as John MacDougall scored 19, Jack Turner 9, Malcolm McFadyen 8, Clint Taylor 7 and L Seaman 3. Clive MacDonald paced Summerside with 11. Bill Stewart added 10, B LeFurgey 4, C Simpson 4, M Schurman 2, B Blacquiere 2 and Paul Schurman 2.
The runner-up Summerside: Clive MacDonald; Bill Stewart; B Lefurgey; C Simpson; M Schurman; B Blacquire; Paul Schurman; D Blacquiere; Baglole;
The champion Charlottetown Prince Street: John MacDougall; Jack Turner; Malcolm McFadyen; Clint Taylor; L Seaman; Donnie MacLeod; Billy MacKinnon; M Ladner; A Maclaren; Huestis; coach Windy LePage
1951
Charlottetown Prince Street wins the city title. There is no challenger so they are awarded the Interscholastic provincial crown.
The champion Charlottetown Prince Street: Red MacFadyen; Mark Ladner; Ainsworth; Macleod; MacLaren; Wheatley; Whitehead;
1952
In the boy’s semis, West Kent whipped Queens Square 58-41. W Kennedy paced West Kent with 38. McFayden added 9, J Squarebriggs 6, I Kennedy 4 and R Diamond 1, while G Court, Thompson and R Bell were scoreless. McGuigan and MacDonald each scored 14 to pace Queen’s Square. McQuarrie added 6, Carroll 3, Smith 2 and Hughes 2, while Kelly was scoreless.
In the other semi, Charlottetown Prince Street thumped Summerside 63-27 as Ladner scored 26, McLaren 14, McLeod 10, Lee 9, Ward 2 and Whitehead 2, while Ross, McPhail, Tanton and Ainsworth were scoreless. MacDonald led Summerside with 13. Gillis added 6, Campbell 2, B Johnson 2, Walker 2 and D Johnson 2, while Green was scoreless.
In the final, Charlottetown Prince Street defeated Charlottetown West Kent 44-21 as Ladner scored 17, Lee 10, MacLeod 7, McLaren 6 and Whitehead 4, while Tanton, Ainsworth, McPhail and Ward were scoreless. W Kennedy paced West Kent with 9. McFayden added 6, I Kennedy 2, J Squarebriggs 2, Diamond 1 and Thompson 1, while Court and Bell were scoreless.
The runner-up Charlottetown West Kent: W Kennedy; McFayden; I Kennedy; J Squarebriggs; R Diamond; Thompson; G Court; Thompson; R Bell; Garahum;
The champion Charlottetown Prince Street: Ladner; Lee; MacLeod; McLaren; Whitehead; Tanton; Ainsworthy; McPhail; Ward; Ross
At the end of the season, a formal Charlottetown high school league is created, featuring three teams: Prince Street, West Kent and Queen’s Square.
1953
A double round-robin between West Kent, Queen’s Square and Prince Street
In the playoffs, Charlottetown Kent Street defeated Charlottetown Queen’s Square 78-65 as Wilfrid Kennedy scored 45, R Diamond 16, Thomson 7, A MacKenzie 6, Bell 2 and K MacKenzie 2. J MacQuarrie led Queen’s Square with 25. P McGonnell added 19, B MacDonald 10, R McGonnell 7 and P Landrigan 4.
Prince Street defeated Queen’s Square 48-25 as Roger Tanton scored 24, R Lee 18, M MacLean 3 and B Ward 3. Jim MacQuarrie led Queen’s Square with 12. P McGonnell added 4, R McGonnel 3, B MacDonald 3, P Landrigan 2 and P Vail 1.
The bronze medalist Charlottetown Queen’s Square: Jim McQuarrie; P McGonnell; R McGonnell; B McDonald; J Kane; P Landrigan; F Smith; P Vail; B Gallant; A Carroll; B Gallant;
The x medalist Charlottetown West Kent: Wilfrid Kennedy; R Diamond; Bell; Phillips; A MacKenzie; B Reid; S Thompson; K MacKenzie; M Johnston;
The x medalist Charlottetown Prince Street: B Ward; R Mackay; Roger Tanton; R Lee; H MacLean; S MacLean;
1954
In the semis, Charlottetown Prince Street defeated Queen’s Square 36-13.
In the other semi, West Kent defeated Summerside High 31-18.
In the final, Charlottetown Prince Street thrashed West Kent 49-7.
Also reported as Charlottetown Prince Street defeating West Kent 67-33; 65-35; (Total 132-68)
In game two, Prince Street defeated West Kent 65-35 as Roger Tanton scored 26, Rollie Lee 19, George Ward 7, Hughie MacLean 4, A Llewellyn 4, D MacKay 3 and Ernie Peake 2. L Flack led West Kent with 11. J White added 8, K Mackenzie 7, M Johnston 5 and A MacKenzie 4, awhile D Dew, B Henry, H Phillips, J Duvar and S Lavers were scoreless.
1955
In the annual PEI physical fitness interscholastic tournament, the round robin saw Queen Charlotte finish (3-0), Summerside (2-1), Queen Square (1-2) and Siemon Park (0-3).
Siemon Park: Gerry Lavers, John Hunter, Bill Casbolt, Butch Bethel, Mark MacKinnon, Ken Williams, Sonny MacLeod, Ken MacLeod, Gord Bradley
The bronze medalist Queen Square: Roy McGonnell; George Trainor; Wayne MacDonald; Vern MacDonald; Ralph Weatherbit; Bert McWade; Paul Murphy; Harry Callaghan; Ronnie MacDonald
The silver medalist Summerside High: Windsor Arsenault; Billy Noonan; Mike Scott; Don Cameron; Don Rogers; Albert Coady; Don Gay;
The champion Queen Charlotte: Hugh MacLean; Jim White; Ken Mackenzie; Larry Flack; Stu Lavers; Archie MacFadyen; Peter MacNutt; Bill Henry; Ron Storey;