| 1. |  tr1ppa | Windward Gameplay [Early Access] [PC HD] [60FPS] | 1,999 | |
| 2. | Freebiewitz | Unscripted Review: Windward | 277 | Review |
| 3. | Shitty Wizard | Shitty Wizard plays WindWard (extra virgin profanity!) | 176 | Let's Play |
| 4. | Taylor_MB | ๐ด Relaxing Pirates Game - Lets Sink Some Bozzos [!tts enabled] | 83 | |
| 5. | Taylor_MB | ๐ด Pirate Ships vs DRAGONS - This Game Is Crazy [!tts enabled] | 78 | |
| 6. | Taylor_MB | ๐ด Assemble the Armada to Conquer the Seven Seas [!tts enabled] | 71 | |
| 7. | Taylor_MB | ๐ด This Game Has ZERO Players - Until We Log In [!tts enabled] | 70 | |
| 8. | Taylor_MB | ๐ด Sinking 100's of Pirates is a Relaxing Experience [!tts enabled] | 62 | |
| 9. | Taylor_MB | ๐ด Play-Testing New Pirate Game - Windward Horizons [!tts enabled] | 62 | |
| 10. | Taylor_MB | ๐ด Can We Defeat the Pirate King? +Rocket League [!tts enabled] | 57 | |
| 11. | Taylor_MB | ๐ด This Pirate Game Has ZERO Players (Except for Me!) [!tts enabled] | 45 | |
| 12. | Taylor_MB | ๐ด Pirates vs Privateers - Who Will Win the War? [!tts enabled] | 42 | |
| 13. | Taylor_MB | ๐ด Come Live Your Pirate Fantasy in this 15 Year Old Game [!tts enabled] | 41 | |
| 14. | Taylor_MB | ๐ด Conquering the Seven Seas on a Sloop with Birb [!tts enabled] | 38 | |
| 15. | Taylor_MB | ๐ด Pirates vs Dragons - This is Peak Video Gaming! [!tts enabled] | 34 | |
| 16. | Taylor_MB | ๐ด This Game is LITERALLY Crack Cocaine - Windward [!tts enabled] | 32 | |
| 17. | Taylor_MB | ๐ดOh No! Accidentally Sinking Pirates Again! [!tts enabled] | 32 | |
| 18. | Taylor_MB | ๐ด Catan & Windward - 2 Identical Games [!tts enabled] | 29 | |
| 19. | Taylor_MB | ๐ด Breaking Games Because We Are Too Over Powered [!tts enabled] | 27 | |
| 20. | Taylor_MB | ๐ด Grinding a Dead Multiplayer Game Cause It's Fun [!tts enabled] | 25 | |
| 21. | Taylor_MB | ๐ด Only Smart People Can Play These Game (we are not smart) [!tts enabled] | 25 | |
| 22. | Taylor_MB | ๐ด Oh No! Accidentally Sinking Pirates and Conquering the Ocean [!tts enabled] | 25 | |
| 23. | Taylor_MB | ๐ด Disrespecting AI Pirates in this 10 Year Old Warship Game [!tts enabled] | 23 | |
| 24. | Taylor_MB | ๐ด Sinking Pirates to Keep the Seven Seas Safe! [!tts enabled] | 22 | |
| 25. | Taylor_MB | ๐ด Sinking Pirates for Their Bounty [!tts enabled] | 21 | |
| 26. | Taylor_MB | ๐ด Only Smart People Play These Games (no cap) [!tts enabled] | 19 | |
| 27. | Taylor_MB | ๐ด Every Daily Puzzle Every Day of December - Day #9 + Windward [!tts enabled] | 18 | |
| 28. | Taylor_MB | ๐ด Indoctrinating EVEN MORE People in the Cult of Windward [!tts enabled] | 16 | |
| 29. | Taylor_MB | ๐ด Figuring Out Creative Ways to Murder Friends [!tts enabled] | 16 | |
| 30. | Tashdacat | Windward | F.T.A. (Blind First Impressions) - Episode #55 | 15 | First Impressions |
| 31. | Taylor_MB | ๐ด Pirates Must Die! Rescuing Townsfolk from the Grips of Pirate Infestation [!tts enabled] | 13 | |
| 32. | Taylor_MB | ๐ด Relaxing Whilst Destroying Armadas of Pirates! [!tts enabled] | 12 | |
| 33. | Taylor_MB | ๐ด Conquering the Seven Seas with the Greatest Crew [!tts enabled] | 9 | |
| 34. | Taylor_MB | ๐ด Indoctrinating More People in the Cult of Windward [!tts enabled] | 7 | |
