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| Season | Winners |
|---|---|
| Pilot: Crime Spree | Sam |
| Season 1: Connect Four Across America | Sam & Brian |
| Season 2: Circumnavigation | Adam & Ben |
| Season 3: Tag Across Europe | Adam |
| Season 4: Battle 4 America | Adam & Ben |
| Season 5: Race to the End of the World | Sam & Toby |
| Season 6: Capture the Flag | Adam & Ben |
| Season 7: Tag Across Europe 2 | Ben |
| Season 8: Arctic Escape | Sam & Michelle |
| Season 9: Hide + Seek (Switzerland) | Adam |
| Season 10: Au$tralia | Sam & Toby |
| Season 11: Tag Across Europe 3 | Sam |
| Season 12: Hide + Seek: Japan | Ben |
| Season 13: Schengen Showdown | Adam & Ben |
| Season 13.5: Hide + Seek NYC | Sam & Ben |
| Season 14: Snake | Adam |
| Season 15: Tag: All Stars | Adam & Michelle |
| Position | Player | Wins |
|---|---|---|
| 1 | Adam Chase | 8 |
| 2 | Sam Denby | 7 [1] |
| 2 | Ben Doyle | 7 |
| 3 | Toby Hendy | 2 |
| 3 | Michelle Khare | 2 |
| 4 | Brian McManus | 1 |
| 5 | Tom Scott | 0 |
| 5 | Scotty Allen | 0 |
| 5 | Joseph Pisenti | 0 |
| 5 | Amy J. Muller | 0 [2] |
