Watch Sailing & Boating Adventures Around the World – Page 4 of 30
Explore sailing, boating, and water sports through our curated video archive. From epic sea voyages to serene diving escapes, discover unforgettable adventures from top YouTube creators. Start your journey. Dream big. Sail far.
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A Rare Dutch-Built Classic | 1961 Bill Tripp Javelin 38 | $49,500! | Tour
#ClassicSailboat #BluewaterSailboat #BillTripp #boatfoolssailing A Rare Dutch-Built Classic | 1961 Bill Tripp Javelin 38 | $49,500! | Tour This Dutch-built Beauty is in San Rafael, CA, so if you're on the west coast and in the neighborhood, go check her out! Welcome back BoatFools Nation! T...
No Sailor Has EVER Done This BEFORE | Episode 326
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 cruiser has ever done before—smart film windows that go from clear to opaque with one click. Privacy, UV protection, and heat reduction at the t...
Why is this Catamaran So CHEAP? – Ep 365 – Lady K Sailing
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 be found for a shockingly low price compared to newer multihulls. Fountaine Pajot is one of the most respected catamaran builders in the wor...
The ULTIMATE Pocket Bluewater Cruiser? | $39,500 Southern Cross 28 Cutter | Full Boat Tour
#sailing #bluewatersailboat #pocketcruiser #classicplastic #boatfoolssailing The ULTIMATE Pocket Bluewater Cruiser? | $39,500 Southern Cross 28 Cutter | Full Boat Tour Some boats just won’t let go of you. This Southern Cross 28 Cutter, MAGIC, first appeared on a BoatFools Sailing Top 10 Countdo...
Sailing Fiji: X Marks the Spa! Epic Treasure Hunt Surprise | Episode 325
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 treasure hunt adventure in Fiji. 🏝️✨ In this episode, we finally get our headsail up and ready to sail, plus Erica gives you the full tour of...
These 4 Designers Built the Best Sailboats Ever – Lady K Sailing – Ep 364
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, we break down the four sailboat designers who shaped sailing as we know it — the men whose ideas still influence the boats we buy, sail, and...
Living on a SAILBOAT in FIJI | FINALLY Back to Anchor After 8 Months l Episode 324
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 quite as smoothly as we hoped! Less than 48 hours after arriving, we're prepping for our first cyclone of the season while tackl...
Learning to Sail: 5 Things I Wish Someone Told Me on Day One – Lady K Sailing – Ep 363
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. I’ve sailed for years, and these 5 crucial things would have saved me thousands of dollars and years of struggle. Docking is terrifying. ...
From Our Hardest Year to New Beginnings – WE|Sail’s 2025 Year in Review l Episode 323
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. This past year has been our most challenging yet - filled with incredible highs and devastating lows. From our time exploring New Zealand and l...
The Worst Catamaran Ever Made (The Wildcat 350 Controversy) – Ep 362 – Lady K Sailing
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, the South-African-built catamaran with a reputation that swings wildly between “underrated gem” and “floating science experiment.” I found o...
The Homecoming We’ve All Been Waiting For | Returning to VA After 8 Months Away l Episode 322
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 last stopover in French Polynesia for an incredible Patreon charter through Bora Bora, Raiatea, and Tahaa. This homecoming doesn'...
Safest OLD Sailboats – Ep 361 – Lady K Sailing
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 earned their reputations the hard way. These boats aren’t about luxury or modern styling — they’re about survival, stability, and real offshore...
From Boat Shows to Bahamas: Setting Sail with 10 Strangers in the Exumas l Episode 321
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 charter with 10 incredible people from all over the world. What happens when strangers meet on a sailboat in paradise? Pure magic! ...
Everyone Should Own a Sunfish (Here’s Why) – Ep 360 – Lady K Sailing
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 indestructible, and one of the purest ways to learn and love sailing. Today, I’m diving into why the Sunfish became a legend, why it’s still one of the mo...
Welcome Back to Boat Life! Annapolis Show, Dream Catamaran & Next Steps for WE|Sail – Episode 320
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 time, and what better place to start than the Annapolis Boat Show. This year's show felt extra special - like a true reunion w...
This $59,900 Sailboat Is READY to Sail Away Today! – Ep 359 – Lady K Sailing
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, world-capable cruiser for under $60K — and you could quite literally buy it today and sail the Caribbean this season. In this video, we’ll ...
How WE Met? | The Story WE’ve Never Told | A Sailors Love Story – Episode 319
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 sailing adventures around the world, we're finally sharing the story that started it all- how WE became we. Before the ocean, before th...
Perfect $20,000 Sailboat (Catalina 30 Refit on a Budget) – Ep 358 – Lady K Sailing
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 it into a self-sufficient liveaboard for under twenty grand. We’re adding 800 watts of solar power, a 300 amp-hour lithium battery, fixing ...
WE|Sail’s Favorite VIDEOS | Happy Thanksgiving
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 gratitude and we have so much to our family, friends and sailing community who have supported us through all these years. WE promise we wil...
This Is Why Sailing Costs Less Than Rent (Seriously) – Ep 356 Lady K Sailing
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 sailing. From budget boats to smart marina hacks, you’ll see exactly how people are doing it — right now. #Sailing #SailboatLife #LadyKSailin...
Another Day, Another Problem: Final Sail to Hawaii – Episode 318
Welcome back to another episode of WE|Sail! Get some merch from our new collection: 🔔 SUBSCRIBE for our continuing journey: FOLLOW our day-to-day updates: Instagram: Facebook: ⚓ Support us on Patreon and join our sailing charters: 📆 Want to come Sail with us for the next WE|Sa...
When Your Wife Won’t Go Sailing – How to Get Your Partner Onboard the Dream – 355 -Lady K Sailing
So you’ve worked your whole life, ready to retire and sail off into the sunset — but your spouse just isn’t interested in sailing. You’re not alone. In this episode of Lady K Sailing, we talk about why one partner often resists the sailing lifestyle and how you can bridge that gap using real data, e...
This Clipper 36 Sailboat Is A WINNER! A 1971 Cheoy Lee built Bluewater Cruiser | $45k | FULL TOUR
#bluewatercruiser #cheoyleecclipper36 #sailboatreview #boatfoolssailing **The thumbnail image is a sister ship! The Clipper 36 Sailboat is a Winner! A SWEET 1971 Cheoy Lee built Bluewater Cruiser | $45k | FULL TOUR BoatFools Nation! This week, Canadian Ken couldn’t make the trip — so his body do...