How Our Sailing Adventure Started

“A plan which succeeds is bold, one which fails is reckless.”
– General Karl von Clauswitz

The plan was conceived with about as much thought that two horny teenagers put into their futures before diving into the backseat of a Buick. I always thought that too much planning could actually be detrimental but somehow I couldn’t get the thought of Custard’s last stand or Waterloo out of my mind.

The bar stool was becoming comfortable as I enjoyed another ice cold beer and chomped on my calamari. My mind was elsewhere as my thoughts were debating how to sell my wife on the idea of quitting our jobs and going sailing for a year or two.

Not being able to come up with anything more clever, “Why don’t we finish working on our boat and then go sailing for a year or two?”

Roxanne began to fidget with her wedding ring as if she was going to take it off at any moment and call a good divorce lawyer.

I continued “We can sail down the Florida gulf coast, across to
the Bahamas and then down into the Caribbean.” We have always wanted to stay at turks and caicos villas

She stopped fidgeting with
her wedding band, smiled at me and simply said “Sounds great, let’s do

And that’s how it all started.

1 thought on “How Our Sailing Adventure Started

  1. Hi Coop – Hubbell told us at RP about your big adventure, takes a lot of guts to do what you and your family are doing, I’ll be checking in on your blog to see where and what you guys are up to. Here in So Cal our biggest adventure is rush hour traffic so I’ll be vicariously living your great escape, may you find favorable winds, God Bless your journey.

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