We were so sure this was going to be a grand sail that we invited 3 patrons along for the journey. Because why not, even misery loves company. But little did ...

We are still in Maine. We experience intense FOG SAILING, negotiating lots of boats, not knowing where they are!!!! And we are introduced to LOBSTER YOGA. ...

Seriously! This has been our biggest disagreement for the last 10 years. Help us settle this once and for all! ❤ Join Our Crew! ❤ For exclusive content, ...

We ran to hunker down from a BLOW approaching, and landed up in an anchorage where BOATS DRAGGED ALL AROUND US IN 37kts of wind. And to top it all, be CRASHED ...

Even Brand New Boats have #BoatProblems ⛵ Get your 1-year supply of Vitamin D3K2 + 5 travel packs FREE with your first purchase at ...

Join us on our sailing adventure through the charming harbour towns of coastal Maine, where we discover hidden gems and indulge in hearty comfort food. In this ...

We're Sailing on a Trimaran & Things Don't Go As Planned. Get Surfshark VPN at https://surfshark.deals/WYNNS - Enter promo code WYNNS for 83% off and 3 ...

Join us as we set sail for our first 4th of July celebration in Bar Harbor, Maine. Watch as we get caught on the wrong side of low tide, hike the trails on Bar ...

This week is the start of a new multihull adventure…Trimaran Life! Have we ever sailed a trimaran? No. Have we ever been skippers of any other vessel aside ...

We've heard SO MUCH about the MAINE LOBSTERS, and finally, we get to try it out. Is it really to die for . . . . . . . . Unfortunately we missed the doughnuts ...

As a sailor evolves, so does their boat. And that’s what this conversation is about. ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & ...

MERRY XMAS to one and all. Join us as we journey back in time, enjoying all our festive seasons on SISU. A big shoutout to all our subscribers, you guys ...

❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: http://bit.ly/patreon-wynn Merry Christmas and happy holidays!  We made this ...

Our last days Sailing the remote Tuamotu islands! Get your 1-year supply of Vitamin D3K2 + 5 travel packs FREE with your first purchase at ...

We are still back tracking in video time on our journey to Maine. Experiencing winter for the first time in almost 3 years . . . But is was all worth it, ...

Having sponsors as a creator is something we have never talked about. Then we realized no one else does either and we probably should. Because leaving it ...

Why let go of our perfectly good cruising catamaran to get a go-fast boat?  Spoiler alert, it has nothing to do with racing or going fast.  ❤ Join Our Crew! ❤ ...

We back track in "video time" in this week's episode as we sail up the Gulf Stream, rounding the infamous HATTERAS on our journey to Maine, with unpredicted ...

"They Say" it's the worst sail on a catamaran...but is it? We're leaving for a 60-mile sail and we're BEATING UPWIND the Entire Way! 😱 ❤ Join Our Crew! ❤ For ...

A taste of what it’s like to survive on one of the most remote islands in the world. Get the best new Action Camera from DJI: Osmo Action 3 ...

This week we share the reality of the weather window planning. Weather predictions and what transpired when we sailed around Hatteras. 00:00 - Intro 00:47 - ...

The MOST luxurious high-performance catamaran we've ever sailed. Get Surfshark VPN at https://surfshark.deals/WYNNS - Enter promo code WYNNS for 85% off and 3 ...

After clearing in to Costa Rica, we waste no time in setting sail to Matapalo, an epic little surf spot in the southern end of the country. Here we meet Ben, a ...

Get your 1-year supply of Vitamin D3K2 + 5 travel packs FREE with your first purchase, go to https://athleticgreens.com/gonewiththewynns Living on a yacht ...