| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Sunday | October 29, 2023 | 5:15 PM | 6:15 PM | Meeting | 2 Saw Mill City Rd | |
| Thursday | November 2, 2023 | 7:00 PM | 8:30 PM | Meeting | Weston Middle School | |
| Monday | November 6, 2023 | 8:15 PM | 9:30 PM | Practice | St. Ann | |
| Tuesday | November 7, 2023 | 3:15 PM | 4:30 PM | Practice | St. Ann | |
| Friday | November 10, 2023 | 1:00 PM | 2:00 PM | Extra-Practice | St. Pius X Parish | |
| Friday | November 10, 2023 | 1:00 PM | 2:00 PM | Practice | St. Pius | |
| Friday | November 10, 2023 | 8:30 PM | 9:30 PM | Game | Insports Centers | @ St. Mark |
| Sunday | November 12, 2023 | 10:00 AM | 11:00 AM | Game | Insports Centers | @ Orange |
| Monday | November 13, 2023 | 8:15 PM | 9:30 PM | Practice | St. Ann | |
| Friday | November 17, 2023 | 7:30 PM | 8:45 PM | Practice | RLMS Court B | |
| Saturday | November 18, 2023 | 8:00 AM | 9:00 AM | Game | Insports Centers | @ Milford Knights Blue |
| Sunday | November 19, 2023 | 8:15 AM | 9:15 AM | Game | Insports Centers | @ TBD (St. Mark or West Haven) |
| Monday | November 20, 2023 | 8:15 PM | 9:30 PM | Practice | Greek Court A | 8B Red |
| Monday | November 27, 2023 | 8:15 PM | 9:30 PM | Practice | St. Ann | |
| Friday | December 1, 2023 | 7:30 PM | 8:45 PM | Practice | RLMS Court A | |
| Saturday | December 2, 2023 | 7:00 PM | 8:00 PM | Game | St. Ann Church | @ Westport Pal Blue 8B |
| Monday | December 4, 2023 | 8:15 PM | 9:30 PM | Practice | St. Ann | |
| Friday | December 8, 2023 | 7:30 PM | 8:45 PM | Practice | RLMS Court A | |
| Saturday | December 9, 2023 | 5:00 PM | 6:00 PM | Game | Harry S Truman High School | vs. Excel Lions |
| Saturday | December 9, 2023 | 7:00 PM | 8:00 PM | Game | Harry S Truman High School | vs. Clarkstown Boys |
| Monday | December 11, 2023 | 8:00 PM | 9:00 PM | Practice | RLMS Court A | |
| Friday | December 15, 2023 | 7:30 PM | 8:45 PM | Practice | RLMS Court A | |
| Saturday | December 16, 2023 | 7:00 PM | 8:00 PM | Game | St. Ann Church | @ Shelton Black 8B |
| Sunday | December 17, 2023 | 4:15 PM | 5:15 PM | Game | New Canaan Country School | @ New Canaan Black 8B |
| Monday | December 18, 2023 | 8:15 PM | 9:30 PM | Practice | St. Ann | |
| Tuesday | January 2, 2024 | 8:15 PM | 9:30 PM | Practice | St. Ann | |
| Friday | January 5, 2024 | 6:45 PM | 8:00 PM | Practice | Woods Court A | |
| Saturday | January 6, 2024 | 8:50 AM | 9:50 AM | Game | Mohegan Sun | @ Berlin |
| Saturday | January 6, 2024 | 10:30 AM | 11:30 AM | Game | Mohegan Sun | @ Branford Red |
| Sunday | January 7, 2024 | 9:40 AM | 10:40 AM | Game | Mohegan Sun | @ Manchester |
| Sunday | January 7, 2024 | 11:20 AM | 12:20 PM | Game | Mohegan Sun | @ Westerley, RI |
| Sunday | January 7, 2024 | 2:40 PM | 3:40 PM | Game | Mohegan Sun | @ TBD |
| Friday | January 12, 2024 | 8:15 PM | 9:15 PM | Game | St. Ann Church | @ Wilton Blue 8B |
| Saturday | January 13, 2024 | 3:15 PM | 4:30 PM | Game | St. Ann Church | @ Branford Red 8B |
| Sunday | January 14, 2024 | 6:00 PM | 7:00 PM | Game | Waterbury Police Activity League | @ Waterbury PAL |
| Monday | January 15, 2024 | 8:15 PM | 9:30 PM | Practice | St. Ann | |
| Friday | January 19, 2024 | 5:00 PM | 6:15 PM | Practice | RLMS Court A | |
| Saturday | January 20, 2024 | 12:00 PM | 1:00 PM | Game | George Washington Carver Community Center | @ Norwalk Youth Carver 8B |
| Sunday | January 21, 2024 | 5:00 PM | 6:00 PM | Game | New Canaan Country School | @ New Canaan Black 8B |
| Monday | January 22, 2024 | 7:30 PM | 8:30 PM | Game | HoopHavenCT | @ Weston War Dogs |
| Friday | January 26, 2024 | 6:45 PM | 8:00 PM | Practice | Woods Court A | |
| Saturday | January 27, 2024 | 11:00 AM | 12:00 PM | Game | Yanity | @ Ridgefield Black 8B |
| Sunday | January 28, 2024 | 2:00 PM | 3:00 PM | Game | TBD | @ Westport Pal Blue 8B |
| Monday | January 29, 2024 | 8:15 PM | 9:30 PM | Practice | St. Ann | |
| Friday | February 2, 2024 | 5:00 PM | 6:15 PM | Practice | RLMS Court B | |
| Saturday | February 3, 2024 | 5:45 PM | 6:45 PM | Game | St. Ann Church | @ Branford Red 8B |
| Monday | February 5, 2024 | 8:15 PM | 9:30 PM | Practice | St. Ann | |
| Friday | February 9, 2024 | 8:15 PM | 9:15 PM | Game | St. Ann Church | vs. Shelton Black 8B |
| Saturday | February 10, 2024 | 12:45 PM | 2:00 PM | Game | St. Ann Church | vs. Ridgefeld BLACK 8B |
| Monday | February 12, 2024 | 8:15 PM | 9:30 PM | Practice | St. Ann | |
| Friday | February 16, 2024 | 11:15 AM | 12:15 PM | Extra-Practice | St. Ann Church | |
| Monday | February 19, 2024 | 11:15 AM | 12:15 PM | Extra-Practice | St. Ann Church | |
| Wednesday | February 21, 2024 | 6:00 PM | 7:00 PM | Practice | RLMS Small Gym | |
| Friday | February 23, 2024 | 8:00 PM | 9:15 PM | Practice | Woods Court A | |
| Saturday | February 24, 2024 | 8:00 AM | 9:00 AM | Game | Insports Centers | @ Bridgeport Elite |
| Sunday | February 25, 2024 | 8:30 AM | 9:30 AM | Game | Jonathan Law High School | @ Branford |
| Monday | February 26, 2024 | 8:15 PM | 9:30 PM | Practice | St. Ann | |
| Wednesday | February 28, 2024 | 6:00 PM | 7:00 PM | Practice | RLMS Small Gym | |
| Friday | March 1, 2024 | 7:30 PM | 8:45 PM | Practice | RLMS Court A | |
| Saturday | March 2, 2024 | TBD | TBD | Game | Frank Scott Bunnell High School | @ TBD - HOOPFEST |
| Saturday | March 2, 2024 | 5:00 PM | 6:00 PM | Game | Bedford Middle School | @ WILTON/STAMFORD JCC |
| Sunday | March 3, 2024 | 6:10 PM | 7:10 PM | Game | NYA Sports & Fitness | @ WESTPORT/HAMDEN |
| Monday | March 4, 2024 | 8:15 PM | 9:30 PM | Practice | St. Ann | |
| Friday | March 8, 2024 | 6:00 PM | 7:00 PM | Game | Insports Centers | @ Stratford PAL |
| Sunday | March 10, 2024 | 9:00 AM | 10:00 AM | Game | Frank Scott Bunnell High School | @ TBD - HOOPFEST (SEMI) |
| Sunday | March 10, 2024 | 2:00 PM | 3:00 PM | Game | Insports Centers | @ TBD - HOOPFEST (FINALS) |