Globetrotter - 25G (Original Achievement)
Difficulty: Medium
Estimated Period of Time: Moderate
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To get this Achievement, you must win every Getaway Trip.
During a game you can win up to 3 Getaways, One in Round 2, One in Round 3, and one in the Bonus Round at the end. (You may only get two in a game.)
There are a total of 51 Trips to win. Do note that you can win the same trip multiple times, so you will need to play until you manage to get all the trips you need.
My suggestion is to have two controllers. Setup "No Spoilers", "Mondays", "Easy" then have your 2nd Controller buzz in on every Round 1 clue and spam the A Button to fail until Round 2. During Round 2, buzz in yourself and get as many clues correct as you can (using online sites to cheat while pausing
http://www.oneacross.com/crosswords/ works most of the time) until you see that you got the Crosswords Getaway, afterwards have your 2nd Controller buzz in and fail until Round 3. During Round 3, go back to getting them right yourself until you get the next Getaway, then fail with your 2nd Controller until the game ends. At the end of the game, you'll enter the Bonus Round and will be shown a Getaway you can win. If you DON'T need the Getaway shown, just let time run out. If you DO need it, then solve the clues with missing letters and finish the board.
When on the Main Menu, go to Help & Options, then Getaways to check which trips you have and which trips you need. Trips you've earned will light up Green, where trips you still need will light up Red. Good Luck!