| Name | Description | |
| A Full-Bodied Wine Toast | Earn all other trophies! |  |
| And So It Begins... | Survive the first nightmare. |  |
| Hidden Trophy | Continue playing to unlock this trophy. | |
| Hidden Trophy | Continue playing to unlock this trophy. | |
| Hidden Trophy | Continue playing to unlock this trophy. |  |
| Hidden Trophy | Continue playing to unlock this trophy. | |
| Hidden Trophy | Continue playing to unlock this trophy. | |
| Hidden Trophy | Continue playing to unlock this trophy. | |
| Hidden Trophy | Continue playing to unlock this trophy. | |
| Hidden Trophy | Continue playing to unlock this trophy. | |
| Hidden Trophy | Continue playing to unlock this trophy. | |
| Hidden Trophy | Continue playing to unlock this trophy. | |
| Hidden Trophy | Continue playing to unlock this trophy. | |
| Hidden Trophy | Continue playing to unlock this trophy. | |
| Hidden Trophy | Continue playing to unlock this trophy. | |
| Hidden Trophy | Continue playing to unlock this trophy. | |
| Hidden Trophy | Continue playing to unlock this trophy. | |
| Hidden Trophy | Continue playing to unlock this trophy. | |
| I've Seen It All | View all of the endings. | |
| Flowers for a Journalist | Get Justin out of his jam. | |
| Superior Man | Help Todd out of his trouble. | |
| A Young Man's Everything | Aid Archie through his quandary. | |
| Love Story | Resolve Daniel's dilemma. | |
| Booze and Tears | Help Morgan clean up his mess. | |
| Return of the Rockstar | Help Roderick recover his dream. | |
| An Oil Baron's Journey | Assist Abul in expanding his world. | |
| Hidden Trophy | Continue playing to unlock this trophy. | |
| Budding Shopper | Purchase an item for the first time. | |
| Tonight's Song Is... | Play a song on the bar's jukebox. | |
| Use It or Lose It | Use an item for the first time. (Golden Playhouse only) | |
| Peppy Stepper | Reach a combo of 100 while climbing. (Golden Playhouse only) | |
| Hidden Trophy | Continue playing to unlock this trophy. | |
| Slippin' Slidin' | Slide across five or more ice blocks, not including the one you start on. (Golden Playhouse only) | |
| Slow and Steady | Move a heavy block ten times in a row. (Golden Playhouse only) | |
| Indomitable Will | Attempt to move an immovable block twice in a row. (Golden Playhouse only) | |
| Let's Try That Again | Use an UNDO. (Golden Playhouse only) | |
| Hidden Trophy | Continue playing to unlock this trophy. | |
| Hidden Trophy | Continue playing to unlock this trophy. | |
| Sake Connoisseur | Hear all of the sake trivia. | |
| Beer Cicerone | Hear all of the beer trivia. | |
| Cocktail Master | Hear all of the cocktail trivia. | |
| Wine Sommelier | Hear all of the wine trivia. | |
| Don't Drink Too Much, Okay? | Order another glass of alcohol. | |
| Hidden Trophy | Continue playing to unlock this trophy. | |
| Hidden Trophy | Continue playing to unlock this trophy. | |
| Fledgling Climber | Clear the first stage of Babel, the Altar. | |
| Great Climber | Clear the second stage of Babel, the Menhir. | |
| Expert Climber | Clear the third stage of Babel, the Obelisk. | |
| Legendary Climber | Clear the final stage of Babel, Axis Mundi. | |
| One Small Step for Man... | Earn your first gold prize at Normal difficulty or higher. | |
| Hidden Trophy | Continue playing to unlock this trophy. | |
| Hidden Trophy | Continue playing to unlock this trophy. |  |
| 64 Nights of Hell | Beat Stage 64 of Rapunzel. | |
| Hidden Trophy | Continue playing to unlock this trophy. | |
| Hidden Trophy | Continue playing to unlock this trophy. | |
| Hidden Trophy | Continue playing to unlock this trophy. | |