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If you use the Gyrocopter to fly into the mountains, you can find Mount Rushmore with Mario's face replacing George Washington. If you shoot Mario's face a few times, it will turn into Wario's face.
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There is a cave under the castle on Holiday Island that will transform the time from day to night. This can be most easily accessed using the Rocket Belt.
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On Little States, in "California", you can find a building with a small tunnel at its base that can most easily be accessed using the Rocket Belt. Going through the tunnel, you can find a Nintendo 64 logo on one wall, and coming out the other side will reveal that you have been warped to "New York" on the map.
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On Little States, near the rocket launch pad in "Florida", there is a small gas station. If you land any vehicle that needs fuel to run, your fuel tank will be automatically refilled.
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On Little States, in "Florida" near the rocket launch pad, there is a hangar that can be entered most easily with the Rocket Belt. When you enter it and then turn around, you will be warped to the hangar in "Seattle".
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All three games in the Pilotwings series were launch titles for different Nintendo consoles in various regions, acting as a sort of tech demo for their respective systems. The original Pilotwings was a launch title for the SNES in North America, Pilotwings 64 was a launch title for the Nintendo 64 in both Japan and North America, and Pilotwings Resort was a Nintendo 3DS launch title in Europe and the United States.
Overview of the SNES launch:
https://snescentral.com/article.php?id=0945
N64 History in 1996:
https://gametyrant.com/news/bqcybvbpu82ic8y59gg4ymvnclevmx
IGN articles regarding the 3DS launch:
https://www.ign.com/articles/2011/02/08/uk-3ds-launch-line-up-confirmed
https://www.ign.com/articles/2011/02/22/nintendo-3ds-launch-day-titles-announced
https://snescentral.com/article.php?id=0945
N64 History in 1996:
https://gametyrant.com/news/bqcybvbpu82ic8y59gg4ymvnclevmx
IGN articles regarding the 3DS launch:
https://www.ign.com/articles/2011/02/08/uk-3ds-launch-line-up-confirmed
https://www.ign.com/articles/2011/02/22/nintendo-3ds-launch-day-titles-announced
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