| 2024-12-10 |  Taylor_MB | ๐ด Every Daily Puzzle Every Day of December - Day #9 + Windward [!tts enabled] | 0:00 | 18 |
| 2024-11-08 | Taylor_MB | ๐ด Can We Defeat the Pirate King? +Rocket League [!tts enabled] | 0:00 | 57 |
| 2024-05-18 | Taylor_MB | ๐ด Play-Testing New Pirate Game - Windward Horizons [!tts enabled] | 5:29:35 | 62 |
| 2024-05-11 | Taylor_MB | ๐ด Pirates vs Dragons - This is Peak Video Gaming! [!tts enabled] | 5:38:15 | 34 |
| 2024-05-07 | Taylor_MB | ๐ด Only Smart People Can Play These Game (we are not smart) [!tts enabled] | 3:04:38 | 25 |
| 2024-05-04 | Taylor_MB | ๐ด Pirates Must Die! Rescuing Townsfolk from the Grips of Pirate Infestation [!tts enabled] | 1:35:14 | 13 |
| 2024-05-01 | Taylor_MB | ๐ด Relaxing Pirates Game - Lets Sink Some Bozzos [!tts enabled] | 5:22:43 | 83 |
| 2024-04-27 | Taylor_MB | ๐ด Pirate Ships vs DRAGONS - This Game Is Crazy [!tts enabled] | 6:03:50 | 78 |
| 2024-04-25 | Taylor_MB | ๐ด Oh No! Accidentally Sinking Pirates and Conquering the Ocean [!tts enabled] | 2:20:16 | 25 |
| 2024-04-24 | Taylor_MB | ๐ด This Pirate Game Has ZERO Players (Except for Me!) [!tts enabled] | 1:51:28 | 45 |
| 2024-04-20 | Taylor_MB | ๐ด Sinking Pirates to Keep the Seven Seas Safe! [!tts enabled] | 4:11:23 | 22 |
| 2024-04-18 | Taylor_MB | ๐ด Indoctrinating EVEN MORE People in the Cult of Windward [!tts enabled] | 3:22:23 | 16 |
| 2024-04-17 | Taylor_MB | ๐ด Indoctrinating More People in the Cult of Windward [!tts enabled] | 2:49:16 | 7 |
| 2024-04-16 | Taylor_MB | ๐ด Only Smart People Play These Games (no cap) [!tts enabled] | 6:26:08 | 19 |
| 2024-04-13 | Taylor_MB | ๐ด Sinking Pirates for Their Bounty [!tts enabled] | 3:32:20 | 21 |
| 2024-04-12 | Taylor_MB | ๐ด Breaking Games Because We Are Too Over Powered [!tts enabled] | 3:52:56 | 27 |
| 2024-04-11 | Taylor_MB | ๐ด Disrespecting AI Pirates in this 10 Year Old Warship Game [!tts enabled] | 4:28:45 | 23 |
| 2024-04-10 | Taylor_MB | ๐ด Conquering the Seven Seas with the Greatest Crew [!tts enabled] | 2:33:57 | 9 |
| 2024-04-09 | Taylor_MB | ๐ด Catan & Windward - 2 Identical Games [!tts enabled] | 4:09:02 | 29 |
| 2024-04-07 | Taylor_MB | ๐ด Figuring Out Creative Ways to Murder Friends [!tts enabled] | 5:47:54 | 16 |
| 2024-04-06 | Taylor_MB | ๐ด Relaxing Whilst Destroying Armadas of Pirates! [!tts enabled] | 4:51:19 | 12 |
| 2024-04-04 | Taylor_MB | ๐ด Sinking 100's of Pirates is a Relaxing Experience [!tts enabled] | 3:05:24 | 62 |
| 2024-04-03 | Taylor_MB | ๐ดOh No! Accidentally Sinking Pirates Again! [!tts enabled] | 2:16:02 | 32 |
| 2024-04-02 | Taylor_MB | ๐ด Pirates vs Privateers - Who Will Win the War? [!tts enabled] | 3:29:18 | 42 |
| 2024-03-31 | Taylor_MB | ๐ด Come Live Your Pirate Fantasy in this 15 Year Old Game [!tts enabled] | 4:24:51 | 41 |
| 2024-03-30 | Taylor_MB | ๐ด Grinding a Dead Multiplayer Game Cause It's Fun [!tts enabled] | 3:37:56 | 25 |
| 2024-03-27 | Taylor_MB | ๐ด Assemble the Armada to Conquer the Seven Seas [!tts enabled] | 4:12:06 | 71 |
| 2024-03-26 | Taylor_MB | ๐ด This Game is LITERALLY Crack Cocaine - Windward [!tts enabled] | 3:53:12 | 32 |
| 2024-03-25 | Taylor_MB | ๐ด Conquering the Seven Seas on a Sloop with Birb [!tts enabled] | 2:57:52 | 38 |
| 2024-03-24 | Taylor_MB | ๐ด This Game Has ZERO Players - Until We Log In [!tts enabled] | 5:11:58 | 70 |
| 2022-01-06 | Freebiewitz | Unscripted Review: Windward | 3:57 | 277 |
| 2017-09-21 | Tashdacat | Windward | F.T.A. (Blind First Impressions) - Episode #55 | 57:22 | 15 |
| 2016-02-10 | Shitty Wizard | Shitty Wizard plays WindWard (extra virgin profanity!) | 8:43 | 176 |
| 2014-12-20 | tr1ppa | Windward Gameplay [Early Access] [PC HD] [60FPS] | 23:46 | 1,999 |
