| Date | Event |
| Monday, November 14, 2022 | 2023 Spring Rec Reigistration Opens |
| Tuesday, November 15, 2022 | Board Meeting |
| Saturday, November 19, 2022 | Final Games of Rec Season |
| Coaches Equipment Return |
| Thursday, November 24, 2022 | Thanksgiving Day |
| Tuesday, December 13, 2022 | Board Meeting |
| Sunday, December 18, 2022 | Final Day for AB |
| Permit with County Ends (Lights Out) |
| Hanukkah Begins at Sundown |
| Sunday, December 25, 2022 | Christmas Day |
| Sunday, January 1, 2023 | Cal Ripken Registration Closes at 11:59pm |
| Monday, January 9, 2023 | Cal Ripken Managers Submitted for Approval |
| DK Managers Submitted for Approval |
| Tuesday, January 10, 2023 | Board Meeting |
| Wednesday, January 11, 2023 | Permit with County Begins (Lights On) |
| DK Open Workouts (No Lights) |
| Thursday, January 12. 2023 | DK Open Workouts (No Lights) |
| Friday, January 13, 2023 | DK Open Workouts (No Lights) |
| Saturday, January 14, 2023 | Cal Ripken Rec & DK Evals |
| Tee Ball 5 |
| Tee Ball 6 |
| Rookie 7 |
| Rookie 8 |
| Minors 9 |
| Minors 10 |
| Majors 11 & 12 |
| Sunday, January 15, 2023 | JCB Makeup Evals (If Needed) |
| Practice Schedule Template Finalized |
| Monday, January 16, 2023 | DK Rosters Submitted for Approval |
| Tuesday, January 17, 2023 | Rookie 7 Draft |
| Rookie 8 Draft |
| Majors Draft |
| Coaches Equipment Pickup |
| Wednesday, January 18, 2023 | Tee Ball 5 Draft |
| Tee Ball 6 Draft |
| Coaches Equipment Pickup |
| Thursday, January 19, 2023 | Minors 9 Draft |
| Minors 10 Draft |
| Coaches Equipment Pickup |
| Saturday, January 21, 2023 | Babe Ruth Open Workouts - 13U |
| Babe Ruth Open Workouts - 15U |
| Babe Ruth Open Workouts - 18U |
| Sunday, January 22, 2023 | Teen Umpire Training |
| Rec Coaches Clinic hosted by DK & Board |
| Monday, January 23, 2023 | Cal Ripken Rec Practices Begin |
| Uniforms and Trophies Ordered |
| Friday, January 27, 2023 | Babe Ruth Registration Closes |
| Saturday, January 28, 2023 | Babe Ruth Rec & DK Evals |
| 13U |
| 15U |
| 18U |
| Saturday, February 4, 2023 | Babe Ruth Practices Start |
| Sunday, February 12, 2023 | Babe Ruth Game Schedule Finalized |
| Tuesday, February 14, 2023 | Valentine's Day |
| Monday, February 20, 2023 | Presidents Day - No School St Johns County |
| Tuesday, February 21, 2023 | Board Meeting |
| Uniforms Ready for Pickup |
| Wednesday, February 22, 2023 | Concessions Training |
| Thursday, February 23, 2023 | Concessions Training |
| Saturday, February 25, 2023 | Opening Day! Opening Ceremonies at Mills & Durbin |
| Saturday, March 4, 2023 | Picture Day |
| Friday, March 10, 2023 | St Johns County Spring Break Begins |
| Sunday, March 12, 2023 | Spring Forward - Clock goes forward 1 hour |
| Friday, March 17, 2023 | St. Patricks Day |
| Sunday, March 19, 2023 | St Johns County Spring Break Ends |
| Tuesday, March 21, 2023 | Board Meeting |
| Saturday, March 25, 2023 | Makeup Picture Day |
| Friday, April 7, 2023 | St Johns County No School Easter Weekend - Beginning |
| Monday, April 10, 2023 | St Johns County No School Easter Weekend - End |
| Tuesday, April 18, 2023 | Board Meeting |
| Saturday, May 6, 2023 | Final Games of Rec Season |
| Coaches Equipment Return |
| Tuesday, June 13, 2023 | Board Meeting - Intentions statement for next league year |
| Tuesday, July 18, 2023 | Annual Board Meeting & Elections |
| Monday, July 31, 2023 | Final Day for AB |