| Trail Name | First Name | Last Name | Date Taken | |
|---|---|---|---|---|
| The Brain | Ryan | Nielsen | 2017-06-18 | View |
| The Brain | Morgan | Barker | 2022-06-25 | View |
| The Boyz from Illinois | Jim | Strock | 1987-09-15 | View |
| The Boston Straggler | Al | LaBelle | 1989-07-28 | View |
| The Boston Scrambler | Steven | Sheehy | 1985-06-19 | View |
| The Boston Mule | Jesse | Cody | 2015-06-20 | View |
| The Boss | Mo | Tobin | 2024-10-04 | View |
| The Bonac Wanderer | Roy | Miller | 1984-07-26 | View |
| The Bomb | Tom | Sullivan | 1996-10-21 | View |
| The Bohak | Todd | 1995-08-20 | View |