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Getting the Aqua Boots is a major turning point in the game. You can travel anywhere with them (even if you're not necessarily supposed to), and they will make getting around quite a bit easier.
The Ascent Boots let you walk over trees, chasms, and individual rocks, effectively making terrain irrelevant. You still can't cross mountains, but it's hard to complain.
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A short side-scrolling Dungeon that introduces the game, but presents no significant challenge.