| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Wednesday | November 1, 2023 | 7:00 PM | 8:30 PM | Meeting | Weston Middle School | |
| Wednesday | November 8, 2023 | 6:15 PM | 7:30 PM | Practice | McKinley | |
| Thursday | November 9, 2023 | 4:30 PM | 5:45 PM | Practice | St. Ann | |
| Thursday | November 9, 2023 | 5:30 PM | 6:45 PM | Practice | RLMS Court B | |
| Saturday | November 11, 2023 | 11:00 AM | 12:00 PM | Game | Insports Centers | vs. Milford Knights Blue 6B |
| Tuesday | November 14, 2023 | 6:15 PM | 7:30 PM | Practice | RLMS Court A | |
| Thursday | November 16, 2023 | 5:30 PM | 6:45 PM | Practice | RLMS Court B | |
| Friday | November 17, 2023 | 5:30 PM | 6:30 PM | Game | Insports Centers | vs. St. Marks |
| Saturday | November 18, 2023 | 12:00 PM | 1:00 PM | Game | Insports Centers | vs. Wilton |
| Sunday | November 19, 2023 | 12:30 PM | 1:30 PM | Game | Insports Centers | vs. Naugatuck Power |
| Tuesday | November 21, 2023 | 6:15 PM | 7:30 PM | Practice | RLMS Court A | |
| Tuesday | November 28, 2023 | 6:15 PM | 7:30 PM | Practice | RLMS Court A | |
| Thursday | November 30, 2023 | 5:30 PM | 6:45 PM | Practice | RLMS Court A | |
| Saturday | December 2, 2023 | 2:30 PM | 3:30 PM | Game | Middlebrook School | vs. Wilton Blue |
| Sunday | December 3, 2023 | 4:30 PM | 5:30 PM | Game | Law New School | vs. North Haven |
| Tuesday | December 5, 2023 | 6:15 PM | 7:30 PM | Practice | RLMS Court A | 6B Black |
| Thursday | December 7, 2023 | 5:30 PM | 6:45 PM | Practice | RLMS Court A | |
| Saturday | December 9, 2023 | 2:30 PM | 3:30 PM | Game | New Canaan Country School | vs. New Canaan Red |
| Sunday | December 10, 2023 | 3:15 PM | 4:15 PM | Game | St. Ann Church | vs. Norwalk Youth Carver |
| Thursday | December 14, 2023 | 5:30 PM | 6:45 PM | Practice | Woods Court A | |
| Saturday | December 16, 2023 | 4:15 PM | 5:15 PM | Game | Shelton Intermediate School | vs. Shelton Black |
| Saturday | December 16, 2023 | 6:30 PM | 7:30 PM | Game | Frank Scott Bunnell High School | vs. Monroe Red Storm |
| Sunday | December 17, 2023 | 3:15 PM | 4:15 PM | Game | St. Ann Church | vs. Darien YMCA White |
| Tuesday | December 19, 2023 | 6:15 PM | 7:30 PM | Practice | RLMS Court A | |
| Wednesday | December 20, 2023 | 7:00 PM | 8:00 PM | Game | Wakeman Boys & Girls Club - Smilow-Burroughs Clubhouse | vs. Bridgeport Smilow |
| Thursday | December 21, 2023 | 5:30 PM | 6:45 PM | Practice | RLMS Court B | |
| Tuesday | January 2, 2024 | 6:15 PM | 7:30 PM | Practice | RLMS Court A | |
| Thursday | January 4, 2024 | 5:30 PM | 6:45 PM | Practice | RLMS Court B | |
| Friday | January 5, 2024 | 7:00 PM | 8:00 PM | Game | Westport Weston Family YMCA | vs. Westport YMCA 5B |
| Saturday | January 6, 2024 | 1:00 PM | 1:50 PM | Game | Mohegan Sun | vs. Suffield |
| Saturday | January 6, 2024 | 2:40 PM | 3:30 PM | Game | Mohegan Sun | vs. Guilford |
| Sunday | January 7, 2024 | 8:50 AM | 9:40 AM | Game | Mohegan Sun | vs. Norwalk |
| Tuesday | January 9, 2024 | 6:15 PM | 7:30 PM | Practice | RLMS Court A | |
| Thursday | January 11, 2024 | 5:30 PM | 6:45 PM | Practice | RLMS Court B | |
| Tuesday | January 16, 2024 | 6:15 PM | 7:30 PM | Practice | RLMS Court A | |
| Thursday | January 18, 2024 | 5:30 PM | 6:45 PM | Practice | RLMS Court B | |
| Saturday | January 20, 2024 | 2:30 PM | 3:30 PM | Game | Middlebrook School | vs. Wilton Blue |
| Sunday | January 21, 2024 | 4:30 PM | 5:30 PM | Game | St. Ann Church | vs. FBA Red |
| Tuesday | January 23, 2024 | 6:15 PM | 7:30 PM | Practice | RLMS Court A | |
| Thursday | January 25, 2024 | 5:30 PM | 6:45 PM | Practice | RLMS Court B | |
| Friday | January 26, 2024 | 6:00 PM | 7:00 PM | Game | 2414 Fairfield Ave | vs. Bridgeport smilow |
| Saturday | January 27, 2024 | 2:00 PM | 3:00 PM | Game | St. Ann Church | vs. Branford Hornets 6B |
| Sunday | January 28, 2024 | 5:45 PM | 6:45 PM | Game | St. Ann Church | vs. St Marks |
| Tuesday | January 30, 2024 | 6:15 PM | 7:30 PM | Practice | RLMS Court A | |
| Thursday | February 1, 2024 | 5:30 PM | 6:45 PM | Practice | RLMS Court B | |
| Saturday | February 3, 2024 | 10:15 AM | 11:15 AM | Game | St. Ann Church | vs. Westport PAL White |
| Sunday | February 4, 2024 | 1:00 PM | 2:00 PM | Game | Insports Centers | vs. Naugatuck Power |
| Tuesday | February 6, 2024 | 6:15 PM | 7:30 PM | Practice | RLMS Court A | |
| Thursday | February 8, 2024 | 5:30 PM | 6:45 PM | Practice | RLMS Court B | |
| Saturday | February 10, 2024 | 1:30 PM | 2:30 PM | Game | George Washington Carver Community Center | vs. Norwalk Youth Carver |
| Saturday | February 10, 2024 | 6:30 PM | 7:30 PM | Game | Yanity Gym | vs. Ridgefield Black |
| Sunday | February 11, 2024 | 10:45 AM | 11:45 AM | Game | New Canaan Country School | vs. New Canaan 6B |
| Tuesday | February 13, 2024 | 6:15 PM | 7:30 PM | Practice | McKinley | 6B Black |
| Thursday | February 15, 2024 | 5:30 PM | 6:45 PM | Practice | RLMS Court B | |
| Tuesday | February 20, 2024 | 6:15 PM | 7:30 PM | Practice | RLMS Court A | |
| Thursday | February 22, 2024 | 5:30 PM | 6:45 PM | Practice | RLMS Court B | |
| Saturday | February 24, 2024 | 10:30 AM | 11:30 AM | Game | Torrington Armory | vs. Torrington |
| Sunday | February 25, 2024 | 2:30 PM | 3:30 PM | Game | St. Ann Church | vs. Shelton Black 6B |
| Sunday | February 25, 2024 | 4:30 PM | 5:30 PM | Game | St Mark Church | vs. St Marks 6B |
| Tuesday | February 27, 2024 | 6:15 PM | 7:30 PM | Practice | RLMS Court A | |
| Thursday | February 29, 2024 | 5:30 PM | 6:45 PM | Practice | RLMS Court B | |
| Saturday | March 2, 2024 | 3:35 PM | 4:35 PM | Game | Holy Trinity Greek Orthodox Church | vs. Redding-Easton |
| Sunday | March 3, 2024 | 2:50 PM | 3:50 PM | Game | St. Mary School | vs. Waterbury |
| Saturday | March 9, 2024 | 4:00 PM | 5:00 PM | Game | Foran High School | vs. Redding Easton 7B |
| Saturday | March 9, 2024 | 5:00 PM | 6:00 PM | Game | Foran High School | vs. Weston 7B |
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