| 1. | Ronald LeBlanc (EMDream) | 1:07:41:40 | Tradewinds Legends: Captain Hasan Full Playthrough | 5:00:31 |
| 2. |  Yahbob | 3:50:08 | ATLAS - Riding the Tradewinds and Taking down Ghosties - Supremegaming Server | 3:50:08 |
| 3. | Isaac Spencer | 3:05:32 | Tradewinds Legends Any% Glitchless 1h11m06s | 1:11:34 |
| 4. |  Thetoon2013 | 2:50:57 | Lets play some Tradewinds legends | 1:12:26 |
| 5. | thatcableguy1 | 1:33:50 | Tradewinds Tai-Pan - 26:11.16 | 0:00 |
| 6. | TowMeToTheMoon | 1:10:04 | Tradewinds RPG - Hopping the Ferry (ASA) | 1:36 |
| 7. | Hamr102 | 50:48 | Tradewinds Classic: Reboot Episode 1 | 24:13 |
| 8. |  Wallace | 38:07 | Tradewinds Classic - OST - Shangri La Theme | 4:41 |
| 9. | KhaosSN | 26:19 | Khaos Plays DigiPen Games! - Ep. 1 - Tradewind | 26:19 |
| 10. |  MHA Gaming Channel | 23:41 | Let's Play: Tradewinds Legends (Part 1) - THE ADVENTURE BEGINS... | 23:41 |
| 11. | CEO100able | 13:13 | WildTangent Tradewinds (Trial Version) Walkthrough | 13:13 |
| 12. | The Battle Family | 12:23 | Horse Back Riding Playground and Bouncy House at Tradewinds Park | 9:04 |
| 13. | Adventure Mode TNT | 4:49 | Tradewinds more ADVENTURE | 4:49 |
| 14. | steamfrance | 2:23 | Tradewinds Classic Trailer | 0:22 |
| 15. | Requisitos Jogos | 2:23 | Tradewinds Legends - Trailer | 0:40 |
| 16. | MapFlagged | 1:25 | NZ | Buy house at 4 Tradewinds Drive, Whitby, Porirua, Wellington, NewZealand | MapFlagged | 1:25 |
| 17. |  Ireland Deity | 1:10 | Magic The Gathering MTG Kaladesh Aether Tradewinds 28.03.17 | 1:10 |
| 18. | Big Fish Games | 1:09 | Tradewinds Odyssey | 1:09 |
| 19. | montgomeryGilmoreBR | 1:02 | Tradewinds | 1:02 |
| 20. | Willu | 1:01 | PAC Tradewind WIN 04.08.2011 | 1:01 |
| 21. |  petsasjim1 | 0:36 | Tradewinds Legends HYPERSPIN IBM PC MICROSOFT WINDOWS NOT MINE VIDEOS | 0:36 |
| 22. | CheeseCakeCactus | 0:00 | NEW Pirate Ship Trading Game like TRADEWINDS! [ Cactus plays High Seas, High Profits! ] | 0:00 |
