Cast Fate to the Wind
Vince Guaraldi Trio Lyrics


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A month of nights, a year of days
Octobers drifting into Mays
You set your sail when the tide comes in
And you cast your fate to the wind

You shift your course along the breeze
Won't sail up wind on memories
The empty sky is your best friend
And you just cast your fate to the wind

That time has such a way of changing a man throughout the years
And now you're rearranging your life through all your tears
Alone, alone

There never was, there couldn't be
A place in time for men to be
Who'd drink the dark and laugh at day
And let their wildest dreams blow away

So now you're old, you're wise, you're smart
You're just a man with half a heart




You wonder how it might have been
Had you not cast your fate to the wind

Overall Meaning

The lyrics to Vince Guaraldi's "Cast Your Fate To The Wind" tell the story of someone who is taking a risk by leaving their past behind and setting off into the unknown. The first two lines of the song describe the passing of time, as Octobers turn into Mays. The singer then urges the listener to set their sail when the tide comes in and cast their fate to the wind. This metaphorical language suggests that the listener is not entirely in control of their destiny and must be willing to take chances and trust in the universe.


The second verse expands on this idea, suggesting that the listener must be willing to adjust their course as circumstances change, and not cling to the past. The empty sky becomes their friend because they are not tied to any particular place or person. The chorus describes how time changes people, and how the listener is now struggling to rearrange their life through all their tears. Alone and reflective, they wonder what might have been if they had not taken the risk and cast their fate to the wind.


Overall, "Cast Your Fate To The Wind" is a song about taking chances and trusting in the unknown. The lyrics suggest that one's fate is not entirely in their control, and that sometimes the best course of action is to let go and see where the wind takes them.


Line by Line Meaning

A month of nights, a year of days
The passage of time is evident in the changing of seasons and the movement of days and nights.


Octobers drifting into Mays
The passage of time makes it seem as though the seasons are changing quickly and without warning.


You set your sail when the tide comes in
You make decisions or take action when it seems the time is right for you, when your situation is favorable.


And you cast your fate to the wind
You leave your future and your life to chance, letting external factors determine your path in life.


You shift your course along the breeze
You adapt to changes in your environment, going with the flow and changing course as necessary to get where you need to go.


Won't sail up wind on memories
You let go of the past, not allowing your past experiences to hold you back or prevent you from moving forward.


The empty sky is your best friend
You feel most comfortable and safe when you are in control of your own destiny, despite the unknowns.


And you just cast your fate to the wind
You choose to live your life carefree, without a worry for the future, and letting events unfold naturally.


That time has such a way of changing a man throughout the years
The passage of time has a profound impact on a person's life, causing them to grow and change in ways that they may not have expected.


And now you're rearranging your life through all your tears
You have been through a great deal of emotional turmoil and are now trying to make the best of what is left, despite the pain and suffering you have endured.


Alone, alone
You are facing your challenges alone, without anyone to guide you or help you navigate the difficult path ahead.


There never was, there couldn't be
The concept of living life without taking risks or chances is unrealistic and impossible to achieve.


A place in time for men to be
There is no specific time or era where men can live their lives without facing difficult choices or uncertain outcomes.


Who'd drink the dark and laugh at day
It is impossible to live a life without hardship or sorrow, but some people find the ability to laugh and find joy in even the darkest of situations.


And let their wildest dreams blow away
For some people, life and its challenges are an adventure in itself, and they do not hold onto plans or dreams that do not work out.


So now you're old, you're wise, you're smart
As you age, you gain experience and knowledge, which allows you to make smarter choices and wiser decisions.


You're just a man with half a heart
Despite your experience and knowledge, you are still vulnerable and may be emotionally damaged or incomplete.


You wonder how it might have been
You contemplate or speculate about how your life may have turned out differently, if you had made different choices or decisions.


Had you not cast your fate to the wind
You reflect on how your carefree lifestyle may have led to missed opportunities or different outcomes, if you had been more cautious or deliberate in your actions.




Lyrics © Sony/ATV Music Publishing LLC, Warner Chappell Music, Inc.
Written by: Vince Guaraldi

Lyrics Licensed & Provided by LyricFind
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Most interesting comment from YouTube:

@mobrules29

Songwriters: Vince Guaraldi, Carel Werber, Bola Sete, Djalma De Andrade
A month of nights, a year of days,
Octobers drifting into Mays;
I set my sail as the tide comes in
And I just cast my fate to the wind.

I shift my course along the breeze;
Won't sail upwind on memories.
The empty sky is my best friend,
And I just cast my fate to the wind.

(Bridge:)
Time has such a way of changing
A man throughout the years;
And now I'm rearranging my life through all my tears
Alone, alone.

There never was, there couldn't be
A place in time for men like me
Who'd drink the dark and laugh the day
And let their wildest dreams blow away.

(Repeat Bridge)

So now I'm old, I'm wise and smart;
I'm just a man with half a heart.
I wonder how it might have been
Had I not cast my fate to the wind.



All comments from YouTube:

@brendarule2047

I was just a little kid in grade school in the 1960's when I fell in love with this song. It reminds me of crisp, new school dresses, kneesocks, breezes playing with falling leaves, and walking to school. Here I am in my 60's and I still think it is just beautiful.

@TheCenteroftheUniverse

"It was the best of times, it was the worst of times ..."
And God blessed me with a life so tumultuous it is book-worthy. Plus, it keeps me off the street corners. :)

@brendarule2047

@Michael Summers Ah, Michael, and now you touch mine. I doubt you would have looked good in the dresses anyway. :) While I was wanting dresses, my brother was wanting a tall sissy bar for his sting ray.

@brendarule2047

​@Shagata Ganai Off the street corners is the place to be, Shagata! Write that book! I often thank God that I was alive during the "best times" for music. It's hard to describe.

@brendarule2047

@Michael Summers Yes. And bless you, Michael. Keep the Faith!

@bbmtge

Great stuff, Brenda!!!

43 More Replies...

@mindfield7

If ever you needed a song to describe how good it is to be alive - this is it.

@TheAlparks

I agree !, it’s one of those you can ,listen over and over; I’m going to play it now lol

@muffs55mercury61

YES! And it was also good to be alive in the 1960s to see and hear all the music that came out during those years.

@laurieh878

Aww, what a nice thing to say!

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