| 1. |  TimmexTV | 34 | Windward 34 Ganze Insel Beschlagnahmt - [ Deutsch | German | Gameplay | Let's Play ] | 20:42 |
| 2. |  DieselDesigns Gaming | 22 | Let's Play Windward: EP22: Finale with a FaceCam! (60FPS) | 47:58 |
| 3. | OneLastMidnight | 17 | Windward Gameplay - TWO POINTS PORT CAPTAIN! - Part 15 - Lets Play Windward | 1:06:03 |
| 4. | Blitz | 15 | Windward - Ep. 15 - The Final Battle - Let's Play | 32:34 |
| 5. | Dad's Gaming Addiction | 14 | DGA Live-streams: Windward (Ep. 14 - Gameplay / Let's Play) | 1:01:58 |
| 6. |  Kokoplays MB | 13 | Kokoplays Windward - Ep. 13 - Koko's Tortuga | 21:17 |
| 7. | It's Jackson | 8 | Windward Let's Play EP08 | BATTLING OTHER PLAYERS! | 17:37 |
| 8. | Bay 01 | 8 | Let's Play: Windward - Hoisting sails with Cap'n Robobeard (Part 8) | 14:21 |
| 9. |  Lochtness Gaming | 7 | Dagekkie plays Windward! – Episode 07 – Tough Pirates | 16:51 |
| 10. | Mirppc | 6 | Mir Plays on Linux Windward RAID night Live Pt i dont remember what numbers are ! | 3:36:31 |
| 11. | Las Scottas | 5 | Windward Let's Play 5 - Buying a New Ship | 13:22 |
| 12. | MakiMaki | 5 | Windward #50 - Verbissen bis zum Schluss - Let's Play [german/gameplay] | 31:05 |
| 13. | Welsknight Gaming | 5 | Let's Play Windward - Ep. 5: The Last Stand | Windward Gameplay/Walkthrough | 24:12 |
| 14. |  VarietyDefenceForce | 4 | VGUK - Yreon Plays Windward | 24:11 |
| 15. |  PauseUnpause | 4 | Team Nancy Drew plays Windward - Part 4 | 21:28 |
| 16. | GamerZakh | 3 | 3 Part Let's Play ► Windward P3 | 26:09 |
| 17. | VintageBeef | 3 | Let's Play Windward - EP03 - Southbound! | 21:09 |
| 18. | Shock & Awe Gaming | 2 | Temtem - Blind Playthrough | Day 3 | Windward Fort & First Dojo! | 5:00:06 |
| 19. | Faize Plays | 2 | Faize Plays: Windward 0 -100 - Part 2 - Seige Towers hurt | 40:22 |
| 20. | Getting Games | 2 | Windward Extended Playthrough - JonGetsGames | 48:00 |
| 21. |  towns nath | 2 | Windward FR - Let's play 02 - Le PvE ça donne quoi? | 9:34 |
| 22. |  Drago Basler | 2 | Let's Play Windward Part 2: Map 2 und 3 erkunden! (deutsch) (interaktiv) (Full HD) | 26:34 |
| 23. | Northstorm Gaming | 2 | Windward - New Schooner Ship - Let's Play S1E03 | 25:20 |
| 24. | JacePl | 2 | Handeln und Kapern | Lets Play | Windward #09 | | 30:18 |
| 25. | Travel Hotel Reviews | 1 | Hyatt Place Atlanta / Alpharetta / Windward Parkway Review - Alpharetta , United States of America | 1:51 |
| 26. | GloryHoundd | 1 | Windward playthrough! | 1:25:11 |
| 27. | VampireLogan | 1 | VL Variety Gaming - Let's Play Windward | 1:10:40 |
| 28. | kmdbaby | 1 | Gladius Playthrough Part 59 - Windward Steppes: Onohaar | 30:41 |
| 29. | Brilliant Chicken | 1 | Windward Gameplay - Let's Play Stream #1 | 2:43:48 |
| 30. | The Pixel Pirate | 1 | Irresistible Indie - Windward | 16:01 |
| 31. | Jacky753 | 1 | Let's Play Windward Episode One (1080p 60FPS) | 12:37 |
| 32. | Die OpaRazzi Tutorials | 1 | Let`s Play Tutorial von Windward - deutsch | 35:20 |
| 33. | ALP | 1 | WINDWARD - "Schiffe versenken" - reingeschaut #2 | 28:28 |
| 34. | The Bass is Loaded | 1 | Let's Play Windward Episode 02 - Jerk in a Boat | 16:07 |
| 35. | Northgate | 1 | Let's Play/Test Windward #001 (Deutsch/German) - Setzt die Segel Männer! | 20:44 |
| 36. |  Shitty Wizard | 1 | Shitty Wizard plays WindWard (extra virgin profanity!) | 8:43 |
| 37. | ConflictNerd | 1 | ConflictNerd Plays... - Windward | 1:26:19 |
| 38. | Yippee Ki Yay Mr Falcon | 1 | Falcon 1 Shot - Let's Play Windward - Yarr Pirates! - Gameplay Impressions | 14:19 |
| 39. | Rampancy | 1 | Let's Play Windward | 22:21 |
| 40. | DrProof | #TeamKrone | 1 | Windward - Handliches Pirates für Zwischendurch [Deutsch|German] Gameplay | 36:02 |
