The Shakedown Sail, BREAKING ( [...]
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Owner: Gone with the Wynns

The Shakedown Sail, BREAKING (in) A New Boat


Location: Koh Samui
Latitude: 9.52000000
Longitude: 100.05000000
Published: 27 Aug 2023

Nothing prepares you for the overwhelming process of getting to know a new boat. Get Surfshark VPN at - Enter promo code WYNNS for 3 extra months FREE.

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Getting a new sailboat is sort of like starting a new relationship. Sure, it’s exciting but the jitters and uncertainty can take away from of the joy and create anxiety. Because there are no shortcuts to deep familiarity.

Nothing prepares you for the overwhelming process that is getting to know a new boat and new systems. Even if you’ve been sailing for years, mistakes are inevitable, and things will break. It’s all a part of the learning process.

Then, of course, there is the art of making it a home.

This week, you get an intimate peek at this awkward phase as we fumble our way through the shakedown sail.


WE’RE JASON AND NIKKI WYNN. A couple of modern-day documentarians, perpetual travelers, and seekers of tall tales.

We’ve been chasing our curiosity around the world on wheels and keels since 2011. Why? Because curiosity is the key to unlocking life. It pushes us outside our comfort zone, softens our assumptions, and helps us embrace the great unknown. The more we let our curiosity lead the way, the more we discover about ourselves and the world around us.

Our home is also our transportation and we spend weeks away from civilization and sometimes land. Self-reliance and living a sustainable lifestyle are a must. It's all about managing our resources and we’re always looking for new and better ways to do so.

We've lived off the grid for over 10 years now in everything from a Van to RV to a Sailboat. And over time we have learned a lot about renewable energy, creating safe drinking water, and managing our waste.

Our journey is ever-evolving but the mission remains the same: #CultivateCuriosity

Timestamps if you like to Jump Around:

00:00 Breaking in a New Sailboat is a BEATDOWN
01:26 Woes of the Shakedown Trip
04:42 Sounds of Sailing on a Seawind 1370 Catamaran
08:02 Mistakes Will Happen on a Shakedown Sail
10:23 SQUALL & Underestimating Wind Speed
11:38 Struggles of International Travel & Staying Connected
13:38 Learning New Systems on a Sailboat
16:25 Continuous Line Furler Problems
18:30 Dinghy & Davit Issues
20:37 Ko Samui Thailand & Beach Life
22:56 Leaving Ruby Rose

#BoatLife #Catamaran #TravelVlog #DigitalNomad #LifeStyle #Sailboats

© Gone With the Wynns 2023