If you woke up tomorrow and won a sailboat lottery, but the prize wasn’t cash… it was a choice between two very different 47-foot sailboats, what would you do? ...

#ClassicSailboat #BluewaterSailboat #BillTripp #boatfoolssailing A Rare Dutch-Built Classic | 1961 Bill Tripp Javelin 38 | $49,500! | Tour This Dutch-built ...

Welcome back to another episode if WE|Sail. After 7 years and 30,000 nautical miles of sailing, we just installed something on our catamaran that NO other ...

Why is this catamaran so cheap? 🤔⛵ Today we’re taking a deep, honest look at a Fountaine Pajot Mahé 36 Evolution, a real cruising catamaran that can sometimes ...

#sailing #bluewatersailboat #pocketcruiser #classicplastic #boatfoolssailing The ULTIMATE Pocket Bluewater Cruiser? | $39,500 Southern Cross 28 Cutter | ...

Welcome back to another episode if WE|Sail. Working hard deserves an epic reward! After days of boat projects on Va, Warren surprises Erica with the ultimate ...

Most sailboats are not accidents. They are the result of a few brilliant minds who figured out how to turn wind into speed, safety, and beauty. In this video, ...

Welcome back to another episode if WE|Sail. After eight months away, we're finally back on our sailing catamaran VA in Fiji - but our first week doesn't go ...

Sailing for beginners is a minefield of mistakes. You're watching the wrong videos. Most sailing advice skips the painful, embarrassing realities of Day One. ...

Welcome back to another episode of WE|Sail! As we close out this year and step into 2026, we wanted to take a moment to look back before we look forward. ...

Thinking about buying a Wildcat 350? Or just curious why this catamaran sparks so much controversy? In this video, we dive deep into the infamous Wildcat 350, ...

Welcome back to another episode of WE|Sail! After eight long months away, it's finally time - we're heading back to our boat VA in Fiji! But first, one ...

What are the safest old sailboats ever built? In today’s episode of Lady K Sailing, we break down five legendary, storm-tested, ocean-crossing classics that ...

Welcome back to another episode of WE|Sail! We're BACK in the Bahamas! Fresh off the boat show in Annapolis, we're diving straight into hosting our Patreon ...

The Sunfish is the best-selling sailboat of all time — over half a million built — and for good reason. It’s simple, portable, affordable, nearly ...

Welcome back to another episode of WE|Sail! Erica's finally on her way back to VA! After months of recovery, we're easing back into boat life one step at a ...

Today we’re taking a deep dive into one of the best budget bluewater sailboats on the market: a 1984 Tayana 37 listed for $59,900. Yes… a real, offshore-ready, ...

Welcome back to another episode of WE|Sail! This weeks episode is a little different. The story we've never told. After seven years of documenting our ...

Could you really live on a sailboat for just $20,000? In this episode, we’re building the perfect budget cruiser — the legendary Catalina 30 — and transforming ...

Could you really live on a sailboat for just $20,000? In this episode, we’re building the perfect budget cruiser — the legendary Catalina 30 — and transforming ...

https://youtu.be/eBBfMDkHfBk?si=PLWkZ4ej6x4PSUUR How I bought a 35 foot sailboat for $9k Want to help support Lady K Sailing? Click here to become a Patron: ...

Sail Smarter! Want to help support Lady K Sailing? Click here to become a Patron: http://www.patreon.com/ladyksailing Or here to make a one time donation: ...

Ahoy WE|Sailors!!!! This week we are skipping out on an episode and making sure everyone spends some time with family for the holiday. This is a time to give ...

Think sailing is only for millionaires? Think again. In this episode, we break down the real costs of living aboard and show how affordable it can be to start ...