What does a dream about skydiving mean?

If you’ve ever had a dream about skydiving, you probably felt exhilarated and terrified at the same time.

This should not be a surprise; after all, jumping thousands of feet up in the air from a plane is enough to unnerve even the bravest of us.

There’s something about skydiving that fascinates and horrifies most normal people.

These contrasting emotional poles constitute or make up for the most part the general definition of a dream about skydiving.

When you’re free-falling, it seems it can go on forever.

You jump off a plane and let go of all certainties, guarantees, and safety.

This is not normal because most people prefer to be on even ground.

When you’re on even ground, chances are you will be in control if something happens.

It seems the options are safely within bounds no matter how dangerous the situation.

People can move with relative speed to protect themselves.

None of that works or even applies when you’re free-falling and landing by parachute.

No wonder it’s considered an extreme sport.

It represents adventure, and interestingly, a love for life.

How come?

Well, the general definition of this dream contains this seeming contradiction.

You have to understand that people who do skydiving often do it voluntarily unless you get drafted into the military, and in a case of bad luck, you got placed in an airborne division.

But most of the time, people who engage in skydiving do it out of their own free will.

And this is what is apparent in the one main reading of this dream.

The desire to do something is so bad that it makes you lose the fear of what will come your way.

In this context, it is a positive sign when you dream about skydiving.

It shows that you are willing to dream as well as accomplish.

Let’s get one thing clear: in our waking life, it’s easy to come up with dream after dream, ambition after ambition, grand vision after grand vision.

This is cheap; everybody can come up with a plan.

Many people have no problems coming up with grandiose ambitions for their lives.

But there is such a thing as life getting in the way.

Maybe they have certain feelings about things that happened in the past, or they are unsure about themselves or cannot overcome their fears and uncertainties.

Much like that plane that you have to jump off from, it seems that the challenges around you are insurmountable.

So all that stuff that you dreamt before remains pipe dreams.

And if you’re not careful, they might even taunt you.

There was so much possibility when you were younger, and you had the world in front of you.

People who look at you cannot help but say, “You have so much potential.”

And now that you’re older and haven’t accomplished much, you struggle with the inner demons that keep taunting you.

“You could have been so much more. You could have done this. You could have achieved many things, but here you are, settling for crumbs.”

Skydiving in this context is a symbol for failed dreams.

Remember that these struggles did not materialize because some people conspired against you; it’s not like you have some secret enemy trying to make your waking life miserable.

Instead, the context of skydiving in this particular version boils down to your inability to break your inner limitations.

Overcoming Risks

To overcome risks, you have to be first clear about what risk is.

What if I told you that trying to get a job is risky?

Why? You risk failure.

They see your resume, laugh at it and throw it in the circular file; end of story, case closed.

That’s the risk you run.

Do you want to fall in love? You muster up the courage, go on dating apps or ask your friends to hook you up with people they know.

There’s a risk there.

What if they don’t like what you look like?

What if they’re still hung up on their past relationship?

There are so many things that could go wrong, but they all end in the same way: you’re disappointed and let down, and in some cases, your heart is broken.

What happens then?

Life is full of risks, and if you’re willing to understand this, you can make risks work for you.

You can never make the possibility of failure go away; that’s not going to happen.

But if you can fight the right battles, you can increase the odds of things turning your way.

Risk Is Overcome By Activity

When you jump out of a plane, it means that you have taken calculated risks.

You’ve made the right calculations to the best of your ability, and things are going in your favor.

Can it still end horribly? Of course.

But you have to overcome that fear because there is no certainty; there is no such thing as 100% success, not in business, not in your relationships, and not in your health and career.

There’s always the unknown, which freaks a lot of people out because, in many cases, it cannot be controlled or even properly described.

But it’s there, looming and threatening to rob you of the achievement that you desire so much.

Activity eventually reduces risk.

If you prepare for applying for a big job by taking certification courses, getting promoted, volunteering for higher and higher levels of responsibility, you are paving the way for your success.

This doesn’t happen overnight because you have to change every step of your journey.

Things you thought you couldn’t do, you now can do, and a lot of this has to do with your emotional state.

As I said earlier, risk never goes away, but you can change your attitude towards it.

This brings me to the topic of fear.

Overcoming Fear

If there is any one symbol that represents a person’s willingness to overcome and confront their fear, it is the image of somebody skydiving.

We’re talking about thousands of feet, about terminal velocity where you hit the ground and crush all your bones, your blood is splattered and muscle tissues are reduced to mush.

Horrible stuff.

But you found the strength to overcome that fear.

Why? You practiced before; you’ve done the calculations, figured out the math.

You ensured you had the extra parachute if the main chute failed to open.

But after a certain point, the rest is darkness.

There is no such thing as a 100% guaranteed decision.

Uncertainty will always be a part of the equation.

This is where you cross the line.

At this point, you decide to override what you know and fear what you don’t know.

And the way to do this is through baby steps, taking action, pushing yourself to your furthest limit until you cannot go on anymore.

You rest, push again against your limits, and eventually, you will push harder.

This is how people manage fear, but it never goes away.

A lot of people who end up defeated in life assume that there is some magic formula.

They think they just have to be in the right place, at the right time, and be around the right people, and eventually, the fears will disappear.

Don’t get your hopes up because that will never arrive.

Old fears are replaced by new ones.

The only thing you can hope for is that your relationship with fear changes just as your journey towards personality maturity changes you.

Achieving Freedom

Another contextual interpretation of skydiving is the sense of freedom that you get from it.

Maybe you are thinking of quitting your job.

Perhaps you realize that your current relationship is a dead-end; it is simply not growing.

Maybe you’re looking at your parents or the memories of your parents differently.

Whatever the case may be, there have been a lot of things that led to this point; these things do not come out of nowhere, and you know it.

But now you’re faced with a decision.

Do I cut the cord? Do I step over the line? Do I pull the trigger? Pick your analogy.

The good news is you’re finally free once you make that decision.

Your emotional space opens up, and things are possible again.

Why? You’re no longer in that relationship.

As much as you’ve drawn comfort and possibly, happiness from certain aspects of that relationship, you know it has stifled you.

I’m not just talking about romantic relationships.

This can apply to your career, business, or a certain friend too.

You gain freedom, and just like somebody jumping out of a plane and free-falling, there is a tremendous amount of freedom because you can move a bit when you move your body and glide.

Skydiving Represents Trust

Another key message that your dream of skydiving is trying to communicate is that you have to learn to trust yourself.

Many fail to fully mature as human beings because they simply do not trust themselves.

They look at the pain and loss of the past and blame themselves.

They never get to the point of forgiving themselves.

Everybody screws up because nobody’s perfect.

But just because you screwed up in the past does not mean that is all you’re capable of doing.

It doesn’t mean that you are doomed to repeat that pattern unless you choose to.

The perverse thing about all of this is the more you’re afraid to trust yourself, the more likely you will repeat the same mistakes.

Have you ever met a woman who has had lousy boyfriends and complains that she keeps meeting Mr. Wrong?

Well, as the old saying goes, “It’s one thing to get kicked out of a bar, and you can bet that it’s the bar’s fault. But if you get kicked out of 100 bars, you might want to start looking at the mirror. It might be on you.”

So learn how to trust yourself, and this all begins with honesty.

Who am I really? What am I really doing? Am I really a victim, or am I just passing myself off as one?

What do I really want? Who do I really look up to and why?

Once you’ve asked yourself these hard questions, the picture starts to clarify, and you start realizing that the reason why you repeat the same patterns that produce the same disappointments is you refuse to trust yourself.

It’s not easy because we are creatures of comfort.

We’d rather stick with the devil we know than gamble with the angel we don’t know.

But we have to do that, and it means taking baby steps to trust ourselves more.

Trust your intuition; trust your inner monologue as to what’s going on.

But for this trust to reach a high level, you must first critique yourself.

Be your own worst skeptic, and once you can do this without falling into the pit of self-pity or wallowing in victimhood, eventually, the truth will come out.

It may not be pretty, but it’s the truth.

And from there, you can trust and make progress.

Changing Your Relationship With Danger

Danger is the twin brother of risk.

There’s a reason people hate taking risks because there’s always the chance that you will lose.

At best, you may miss out on an opportunity and have to make do with an imperfect arrangement that is inefficient when it comes to returns.

At worst, you die.

Talk about the ultimate loss; that is a total loss.

But in everyday reality, these extremes are not in the equation.

The reality is we often deal with something in the middle.

So we have to be realistic about the dangers we face.

I’m not saying we should sweep them under the rug or pretend they don’t exist.

At the same time, I’m not saying that you should allow yourself to be a slave to your fear of danger.

You refuse to grow when you allow yourself to be obsessed with danger.

You stick to your comfort zone, and unfortunately, your comfort zone starts to cave in on you.

Please understand that unless you’re pushing against the wall of your comfort zones, they will wall you in like a prison.

A Dream of Seeing A Parachute

Pay close attention to what your parachute looks like in your skydiving dream.

Is the pack open? Is there any kind of indication that it’s been tampered with? Or is it neatly folded?

These contextual clues say a lot when it comes to your willingness to take risks.

Your parachute is what will ensure a safe outcome.

If you take a chance with a parachute that has been recently opened and was not sealed correctly or folded wrongly, the chances of your parachute failing to open or opening the wrong way or opening late go up tremendously.

We all know what could happen. There is no need to dwell on that.

You need to look at what your subconscious is telling you regarding the mechanisms that ensure your success.

Are you skeptical?

If so, write in your dream journal why you’re skeptical.

What are the things in your waking life that would indicate you can’t make it through life’s trials?

Is it your past trauma?

If that’s the case, maybe the issue is how you’re handling or processing it.

Perhaps you should seek professional help, or you should look at what happened and try to figure out facts and fiction.

A lot of people walk around with, I hate to say it, false memories.

All this time, somebody could think that their mother molested them when that wasn’t the case.

And there they are, all their relationships ruined because of that false memory.

Similarly, they felt they got bullied in high school or girls rejected them.

But if they were to interview those people, chances are it wasn’t as bad as they remember.

In many cases, it might have been blown out of proportion or false all along.

Can you imagine allowing yourself to be tortured throughout your life because of some misapprehension or misunderstanding about something that happened in the past?

Pay close attention to your past because it may not be what you think it is.

What Does It Mean to See Yourself Jumping Off A Plane?

If you see yourself jumping off a plane in the context of skydiving, it means amazing progress.

You were paralyzed by fear for the longest time, but here you are in the context of seeing yourself jumping off a plane while skydiving; your subconscious tells you that all the pieces are in the right place.

It may not feel like it, or you may not be aware of all the details that materialized, but it’s there.

You only need to trust yourself.

Believe it or not, a lot of people play all sorts of games with themselves, so they never make a decision.

This is called analysis-paralysis.

Has this ever happened to you?

You keep thinking that you have to keep researching, and once you come across that piece of information, everything will be clear, and you can finally make a decision, and things will work out.

That’s a pipe dream because what you’re looking for is a magic bullet piece of information that will make all risks disappear.

I’m sorry to say this, but there is no such thing as a slamdunk solution because there will always be risks.

You can reduce risks to make your decisions 99.9% safe, but there’s still that 0.1% to deal with.

That will never go away.

Eventually, you’re going to put yourself in an emotional position where you have to pull the trigger and make a decision.

Sadly, analysis-paralysis will not allow you to go to that position.

You have to will yourself to be there.

What Does It Mean to Dream of Flying?

When you’re in a free-fall state or skydiving, it feels like you’re flying.

But what you’re doing is gliding.

You’re not flapping your wings; you’re not using the laws of aerodynamics to become less dense in the air.

You’re not doing any of that.

You’re working with mother nature’s forces to “fly.”

When your skydiving dream focuses on the dynamics of flying, it symbolizes your creativity.

You’re not making something out of nothing, but you are using your attitude to work with something that already is.

By doing so, you liberate yourself from internal hurdles.

Many people sabotage themselves because they feel that they have to reinvent everything to achieve something.

For them, to reach the pinnacles of success means coming up with something new.

While it is true that there are people like Steve Jobs, Elon Musk, Nicolai Tesla, and others who innovate and build new worlds, the rest of us mortals have to deal with the world as it is, not as we imagine it to be.

Many think this is selling out or settling, but it isn’t.

Just like free-falling through the air, you’re working with the forces of mother nature to achieve results.

This doesn’t just apply to thermodynamics and aerodynamics; it also applies to business, human psychology, sociology, politics, you name it.

So do not be afraid to deal with things as they are.

Let go of your idealism and let your trust in your creativity take over.

You will be surprised.

Flying and The Sense of Control

One of the most interesting things about the free-fall portion of skydiving is that you have tremendous control over which direction you would go.

Of course, it doesn’t last very long,

But given that you’re failing at a very high speed, it can feel like forever.

Savor this.

While it’s true that in terms of the absolute scale of the universe, your decisions do not add up to much, they mean a lot when it comes to your own rather short life.

At least it means a lot to you and those you care about.

To understand just how much control you have, focus on your circle of influence, emotions, how you choose to respond to the world, and you’d be surprised as to how much better your life would be.

You spend less time being scared and more time being hopeful.

You spend less time being frustrated because things are not working out.

Instead, you feel that you are challenging and exercising your creativity.

It all depends on your mindset.

You are in control, just as you can control your free fall when you jump out of a plane when skydiving.

Skydiving Dreams Represent Your Need for A Broader Perspective

Let me ask you this question: how broad do you think your earth is?

I know that sounds weird, but I want you to humor me and wrap your head around that question.

Chances are, you are practically defining it on a day-to-day basis.

And I’m not talking about intellectually; I’m talking about day-to-day lived experience.

Some would describe it as small.

Welcome to the club. This is how people define their world.

I remember when I was living in the United States.

There are 50 states in the Union. Do you know how many states I have been to?

I lived in California, and I can count the number of states I had been to in maybe two hands.

Aside from California, I had been to Nevada, Colorado, Utah, Oregon, Washington, New York, New Jersey, and that’s pretty much it.

Imagine living your full life in a small corner of the world and failing to see how big that world is.

Since I moved to Asia, I’ve been only to Hong Kong, Macau, Thailand, Singapore, Malaysia, and the Philippines.

Not that many at all.

And I’m not getting any younger.

I share this with you because we can all die tomorrow.

We have opportunities to expand our experience by visiting places we haven’t been to, but we don’t.

We remain safely within that box that we have restricted ourselves to.

Mind you, nobody’s pointing a gun at my head and telling me to stay only in California or in the Philippines.

But in my mind, life’s always getting in the way.

I have a kid, a family to take care of; I’ve businesses to run and business associates to deal with.

But there are no excuses.

I hope you understand what I’m saying.

When your subconscious gives you that dream of you jumping off a plane, it tells you now is the time to have a broader perspective of your life.

There are many other places you can go.

The examples I gave you involve geographic spaces, which also apply to emotional, spiritual, and intellectual spaces.

Life is short, and you don’t want to live too comfortably in a box.

Flying and Supernatural Power

This is a very interesting contextual interpretation of a skydiving dream.

If you have, let’s say, a more mature relationship with your spiritual side, this might apply to you.

By spiritual, I’m not talking only about prayers or reading scriptures.

While those are important, they are formalistic forms of spirituality.

There’s also spirituality in terms of mindfulness, meditation, and intuition.

Regardless of your spiritual tradition, when you see yourself seemingly flying in your dream because of skydiving, this can indicate that you have the power to connect the dots.

But for whatever reason, you don’t want to take ownership of that power.

You don’t want to embrace it because it scares you at some level.

Has this ever happened to you?

You’re watching something you haven’t watched before; maybe it’s a TV show or an interview on YouTube.

Whatever the case is, again and again throughout that experience, your subconscious is telling you that you know what the person is going to say or where the interview is headed, and you’re absolutely correct.

Many would say it’s only a fluke or a coincidence, and they write it off.

That’s too bad because that’s your spiritual side.

That’s the side of you connected to something bigger, higher, and harder to explain than you.

By understanding this connection and trusting it more, maybe you would live a less fearful, anxious, and depressed life.

You can connect with people at a deeper level by learning to trust this side of yourself.

There is something spiritual about falling out of a plane and not dying as you take out the parachute at the right time.

That doesn’t happen mechanically, at least not in how we conventionally understand it.

It’s as if you are meant to survive.

There had to be a lot of trust and connection to the universe for that to happen.

Go with that.

Now, the spiritual meaning of dreaming about free-falling through flying while skydiving is complicated because there are a lot of contextual clues.

Let me walk you through some of these contextual hints.

If you’re dreaming of flying over water, it is a sign of getting away from overwhelming emotions.

If you’re flying over land, it means you are distracting yourself from the many pressures in your life.

It could be a career, office politics, issues with your family.

If you’re flying and you’re aware, exhilarated, and enjoying the journey, this indicates that there’s a rising awareness of freedom and control in your life.

This usually happens when you’ve become competent.

You started a job feeling like an incompetent fool, but you had to start somewhere, so join the club.

But as you get better at what you do, you start to anticipate issues and solve them even before they materialize, and you become a master.

This brings a sense of freedom and control.

If you feel happy after waking up from a dream of flying, this means that you gained insight into your life.

But if you feel restlessness or regret, you have to reconsider your plans because they are not serving their purpose.

Maybe they are not even your plans, to begin with; you could be living your parents’ lives or trying to live up to people’s expectations.

The Final Word: Know the Difference Between Flying and Falling

If you know what you’re doing with skydiving, you are flying because you have a lot of control.

Unfortunately, many newbie skydivers who jump unsupervised or don’t have a person strapped behind them end up having a completely different experience.

Instead of flying during the free fall process, they are just falling.

Know the difference because your dream will tell you where you are in your life.

Instead of a world full of adventures you can explore and where you’re treated to wider vistas that can lead to interesting insights and breakthroughs in your waking life, you will be gripped by fear.

You’re afraid of becoming a stain on the ground once you hit it at a thousand miles per hour.

And this fear sucks out the oxygen of the adventure because it’s become an ordeal you want to be over with.

It’s painful emotionally because you are so afraid of losing. You let the risk get the best of you.

Make no mistake, your choice between flying and falling is an analogy for how you choose to live your life.

Do you live your life based on a sense of possibility, adventure, and love? Or are you so consumed by what you stand to lose as you seek love that you never find?

All you find are compromises, settlements, and crumbs.

I’m not saying there is a right or wrong answer because it’s your life, but please do yourself a big favor by knowing the difference between flying and falling.