| 5 Timer | Complete 5 puzzles |
| Clue Master | Complete a puzzle without hints |
| Crossword Master | Complete five puzzles in a row with no hints |
| Double Combo | First combo |
| First Place | Awarded for completing the first puzzle |
| Four Day Champion | Complete a first four in a row |
| Frequent Flyer | All getaways unlocked |
| Fresh Play | Complete a puzzle without being spoiled |
| Globe Trotter | All grand prize trips unlocked |
| Infallible | Complete a puzzle without mistakes |
| Life of Leisure | All getaways and grand prizes |
| Perfect Play | Complete a puzzle without mistakes or hints |
| Permanent Vacation | All trips, getaways and achievements unlocked |
| Repossess | First time a player wins a prize back from a spoiler |
| Returning Champion | Complete a first five in a row |
| Three Day Champion | Complete a first three in a row |
| Triple Combo | First triple combo |
| Two Day Champion | Complete a first two in a row |
| Ultimate Combo | Awarded the first time combos max out |
| Wordsmith | First answer of seven letters or greater |
