| Date | Game | Time/Results | Season | Court |
|---|---|---|---|---|
  Buccaneers (Kent Island) vs Bulldogs (Churchill) | 50 - 62 | 2026 | Annapolis-Court 2 | |
 Colonels (Magruder) vs Buccaneers (Kent Island) | 77 - 43 | 2026 | Annapolis-Court 1 | |
 Buccaneers (Kent Island) vs Crofton | 39 - 45 | 2026 | Annapolis-Court 2 | |
 Buccaneers (Kent Island) vs Clarksville (River Hill) | 47 - 52 | 2026 | Annapolis-Court 1 | |
 John Carroll vs Buccaneers (Kent Island) | 85 - 60 | 2026 | Annapolis-Court 2 | |
 Concordia Prep vs Buccaneers (Kent Island) | 79 - 46 | 2026 | Annapolis-Court 1 | |
 Buccaneers (Kent Island) vs Screaming Eagles (Seneca V) | 56 - 67 | 2026 | Dematha-Court 2 | |
 Buccaneers (Kent Island) vs Seahawks (South River) | 48 - 86 | 2026 | Dematha-Court 2 |