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Meet Woody Henderson of Adventure Voyaging in Southbay and Hermosa Beach

Today we’d like to introduce you to Woody Henderson.

Woody, let’s start with your story. We’d love to hear how you got started and how the journey has been so far.
As a child, I saw an image of a south Pacific island and it changed my life. I learned later that as an alternative to a resort package, normal people could sail to amazing destinations and more completely explore islands while better connecting with local cultures. I worked my way up to captain on ocean crossing sailboats. I am now able to offer the public amazing sailing vacations to the destinations I have come to love.

Great, so let’s dig a little deeper into the story – has it been an easy path overall and if not, what were the challenges you’ve had to overcome?
Well … crossing oceans in sailboats tend to have a lot of challenges, be they storms with giant breaking waves or tricky local entry paperwork. But the challenges are what I enjoy about it. And handling all of the tricky parts of putting together perfect sailing Adventures for our client’s relatively short visits is something I take pride in.

Adventure Voyaging – what should we know? What do you guys do best? What sets you apart from the competition?
Adventure Voyaging does 2-4 multi-boat (flotilla) sailing vacations a year. I am very proud of a large number of repeat clients our trips receive. About half of our bookings now repeats. That tells me we are doing something right. And we are small so we have the ability to get our clients in on the planning of future trips. After trips, we send a short survey to discover what we did right, what we did wrong and where would they like to explore next.

Between sailing vacations, my passion is the more challenging yacht deliveries. I have carved out a niche. I get most of the long range, multi-country, delivery of sailing yachts (including multihulls).

What moment in your career do you look back most fondly on?
I received a nice reception from friends and family and the local sailing community when I returned from my sail around the world. That was a proud moment but honestly, there was another time that stands out even more …

I had various crewmembers join the circumnavigation for different legs of the Adventure. But the Indian Ocean was just too isolated for my sailing friends to get to and from. So I embarked on that crossing alone. Sailing solo is an entirely different experience, much of it amazing. What I was not expecting was the elation and sense of accomplishment that I experienced when I sailed into Darwin, South Africa months later. That is a feeling that will stay with me forever.


  • Sail Cuba, one week on sailing catamarans in March, $3195 per person

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Scott Sporleder

1 Comment

  1. Virtual Private Servers

    April 4, 2017 at 22:25

    With dreams of becoming a shipbuilder, merchant, and businessman, he is well on his way to establishing a reputation as an honest, hardworking individual, learning and earning as he absorbs all he can to make his dream come true. We first meet Edward as a young boy whose father had left his wife and their prosperous sugar plantation in Barbados years earlier to live a life of adventure as a pirate.

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