Set wide the window. Let me drink the day.
~ Edith Wharton
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You can't always get a sense of the day from your window. You can't tell what the temperature is or if the wind is warm or cold. You can guess, but you can't know the world simply by watching it. You have to go out and be in it.
And it can be scary. You don't always know what you'll find. Some days might make you wish you had stayed inside. I think more days will make you glad you ventured out.
But take a jacket. You never know. Little things can make or break a moment. In this case a jacket can make or windbreaker a moment. In the case of the quote above, the fact that the second sentence ends with "the day" instead of "today" makes a huge difference.
That's what I think.