Table of Contents

  1. In the arena
  2. Our Chronicles
  3. The adventure before the adventure
  4. The Critics
  5. Ultimately, it’s your life
  6. Stay Positive
  7. Post Script

It is not the critic who counts; not the man who points out how the strong man stumbles, or where the doer of deeds could have done them better.

The credit belongs to the man who is actually in the arena… who at the best knows in the end the triumph of high achievement, and who at the worst, if he fails, at least fails while daring greatly…

Theodore Roosevelt

In the arena

Recently, Brene Brown popularized this quote from Theodore Roosevelt by featuring it in the opening passages of her book, “Daring Greatly.” I am reminded of this quote now as we are in the midst of our pre-departure adventure.

Over the past few months, friends and family have been eager to follow our adventures after we cast off. Often, their first questions are, “When do you leave?” And after finding out that we aren’t casting off until after hurricane season, they’ll comment, “Can’t wait to follow you!”

I suppose it’s a common misconception that the adventure doesn’t get going until you’re sailing. It can be argued, especially by those who are in the arena, that the adventure has already begun.

Our Chronicles

In large part, we have been documenting this adventure from the beginning on From how the germ of the idea to sail full time was planted 2 years ago to now during our pre-departure phase this summer, which is gated from moving forward by the coronavirus pandemic.

When you’re outside of the arena, you may think this phase is a chore before life happens. However, when you’re in the arena as we are, Andrew and I know that this is the adventure, and in fact this is the hardest part.

For cruisers who have gone through this before us and subsequently sailed thousands of nautical miles, they have acknowledged the difficulty of this phase. Here are a few examples featured on The O’Kelly’s YouTube channel and in particular their playlist: Cruising Dream vs Cruising Reality.

  1. Before Cruising
  2. Birth of the Dream
  3. Pre-departure Fears
  4. Preparing to Sail Away
  5. Taking Off
  6. Relationships Change While Cruising
  7. Roles Change
  8. On Passage
  9. South Pacific Realities
  10. The Hard Times

As Nick aptly put it, “The reality is that the adventure begins when you decide to go.”


The adventure before the adventure

I am a huge fan of podcasts since it gives me an opportunity to multitask. Whether cooking, cleaning or knitting, I am able to stay entertained while going through the motions of whatever it is I also need to accomplish. These days, I am listening to quite a few sailing podcasts (Ocean Sailing Podcast, Sail Geeks, Offshore Explorer) and most recently have binge-listened to Under the Sheets.

Episode 12, which was published August 2019, is particularly poignant to me with its topic, “The adventure before the adventure.” It reinforces and validates what we have been experiencing, so that you do not disregard what is happening to you now.

From time to time, Andrew and I exclaim to each other:

We’re on an adventure!

It doesn’t matter what we’re doing. This motto brings smiles to our faces and puts the activity into perspective. During this pre-departure phase, we’ve been practicing:

It may not seem like a big deal for anyone outside of the arena, but for us we feel it’s great preparation. Additionally, it puts us into a positive mindset to slowly introduce ourselves to a different lifestyle.


The Critics

One of the most challenging parts of this transition is handling nay-sayers in your life. In virtually every conversation we’ve had, we have found support and enthusiasm.

Virtually all, except one.

For those of you about to jump in the arena to begin a voyaging life, your critics will come from any (and all) directions. Depending on how much you value that relationship, you will need to come up with ways of dealing with this sticky dynamic.

As I search for advice from other cruisers, I came across these resources and tips.

In the end, I followed my gut on how to deal with this situation:

  1. Understand that their fear is talking, not them
  2. Empathize with their perspective while being firm with your goals
  3. Ask the “5 Why’s” to dig into what’s truly bothering them
  4. Try to share as much information as you can
  5. Give them time to adjust to the idea, but eventually let it go

Ultimately, it’s your life

If they cannot be supportive of you, then realize that by not respecting your decision, they chose to alienate you even if that is not their intent. Sometimes, they can’t help themselves.

With my mom, I went through all these steps. I have chronicled our years of sailing experience, which she has forgotten. In addition, I remind her of the sailing trips and the fact that we sailed through storms before, which she has conveniently ignored. Finally, when it came to sharing information and educating her about the lifestyle (the good, the bad and the ugly), I shared links to sailing blogs of couples and families who have done this before. She found excuses not to read any of it.

It was then that I realized that my responsibility ended there. She wouldn’t meet me half way. I forgave her and moved on. Perhaps one day she will come around and see things from my perspective.

Stay Positive

During this pre-departure phase, it’s important to stay positive. It’s enough to manage your own fears without having to manage the fears of others. And it’s for this reason that this stage is an adventure in itself as we are tested emotionally and have an opportunity to grow through these experiences.

Here is the full quote from Theodore Roosevelt, if you would like to draw more inspiration:

It is not the critic who counts;

not the man who points out how the strong man stumbles, or where the doer of deeds could have done them better.

The credit belongs to the man who is actually in the arena, whose face is marred by dust and sweat and blood;

who strives valiantly;

who errs, who comes short again and again, because there is no effort without error and shortcoming;

but who does actually strive to do the deeds;

who knows great enthusiasms, the great devotions;

who spends himself in a worthy cause;

who at the best knows in the end the triumph of high achievement,

and who at the worst, if he fails, at least fails while daring greatly,

so that his place shall never be with those cold and timid souls who neither know victory nor defeat.

Post Script

updated as of July 26, 2020

Over the past week, Mom seems to be coming around slowly. She had successfully found a place for a Schafer & Sons 6’9 Grand Piano to call home for its next 40 plus years. Her rental property was in escrow after the 3rd offer, and since a lot of positive things were happening, she seemed to accept the inevitable event that Andrew and I were leaving.

Mom even offered to help with handling our mail when we’re traveling. I suspect it helps to create an anchor point. She will remain connected to us no matter the distance and knowing that, I believe, gives her hope that we will always return. Sometimes words are not enough to convince her.

I always had her in mind for this role, but it took time for her to accept the situation before this generous offer could be voiced. As always, this is a reminder not to overly plan anything and be willing to go with the flow.

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