One of the biggest challenges to going on an adventure is the first step. I remember clearly and fondly buying my first ticket and gearing up for my first big adventure. The hardest part was going for it.

Adventure begins with the first step. 
Photo by Margo Brodowicz on Unsplash
Adventure begins with the first step.
Photo by Margo Brodowicz on Unsplash

The first step is the hardest step in any adventure.  We all have dreams and goals, but many of us put them on the back-burner of self doubt.  I know I do.  It’s only natural.  We are human.  We thrive on routine.  It’s why when Change comes knocking, it’s best to open the door.

The Start of My Adventure: My First Step

When I was in my teens, I was a windsurfer.  It was my adventure.  Every day, I would check the mailbox for a new magazine and look first at the captions for the newest gear and prime locations, and when the wind was blowing, I was out on the water windsurfing. This was my adventure. 

One location that was always front and center was Maui, Hawaii.  It was the place to be if you were a windsurfer and boy oh boy did I want to go.  I must have taped 100s of pictures over the years to my walls, lockers and school books.  It was my dream adventure. I wanted to go to Maui and windsurfing Hookipa.

First step to achieving your adventure is trying.  
Windsurfing, Big Waves, At Dusk, Backlight, Spray
First step to achieving your adventure is trying.
Photo by Kanenori at

After a failed Olympic bid and the end of the windsurfing season, they hired me at Star Boggs, a 4 star restaurant in the Hamptons on Long Island in New York.  The chef knew I was a windsurfer and offered me a job in the kitchen. I said yes and spent the mornings sailing, windsurfing, and afternoons and evenings in the kitchen.  

There were three of us who worked together in the kitchen that summer. We all wanted an adventure.

And what did we talk about all day? Adventures and moving off of Long Island and to Maui, Hawaii together.

Setting the Groundwork for My Dream

A month into summer, the three of us agreed to move to Maui together.  I was stoked and so were they. My dreams of my windsurfing adventure coming true. But as the season ended, it was time to make plans and their plans changed.  On the same day, one in morning and one after work, they bailed. Hawaii wasn’t for them.  It had just been a summer adventure daydream.  For me, a dream.  I think there is a difference.

On my way home that day, I stopped off at a travel agent and bought a one-way ticket to Maui.  I did not understand what I was doing other than taking a first step.  It turned out that it was the first step of the adventure of my life.

I arrived in October and spent the next two years working and windsurfing every chance I got.  I had arrived.

I remember the feeling of getting ready to leave on my first big adventure.  Sitting on the kitchen counter of my childhood home.  Both my parents wishing me luck and me saying goodbye. Then the heat, humidity, and the feeling of the unknown adventure when I arrived.  

As Ferris Bueller would say, ‘Life moves pretty fast.  If you don’t stop and look around once in a while, you could miss it.’ 

Ferris Bueller, Ferris Bueller’s Day Off (1986)

I am grateful for having taken my first step.  It has led to many more first steps and many more adventures.

Let us know your story! Was it the dream? What was your first step into adventure? Do you enjoy windsurfing? Let us know in the comments below!

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