Watch Sailing & Boating Adventures Around the World – Page 4 of 29
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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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...
Crossing the Equator: Neptune’s Ceremony | Tahiti to Hawaii Delivery – Episode 317
Welcome back to another episode of WE|Sail! We're back! Sorry for the two-week hiatus – charters and boat shows took over our lives, but we promise it's still all about the sailing. In this episode, we're five days into our catamaran delivery from Tahiti to Hawaii, and it's be...
Sailing Is Way Scarier Than You Think – Ep 353 – Lady K Sailing
Sailing looks calm, romantic, and free — until it isn’t. In this video, we explore the real-life disasters and accidents that show just how fast things can go wrong at sea — from the 1979 Fastnet Race tragedy to the Cheeki Rafiki and Sydney to Hobart storm, to modern-day survival stories that remind...
Valiant 40 Sailboat | The Legendary Bluewater Cruiser Changed Offshore Sailing Ep 352 Lady K Sailing
The Valiant 40 sailboat is one of the most iconic offshore cruisers ever built. Designed by Bob Perry in the 1970s, this legendary 40-foot yacht combined speed, comfort, and safety in a way no production cruiser had before. In this video, we take a deep dive into the history, design, performance, a...
Day ONE of our TWO Week Sail from TAHITI to HAWAII | Episode 316
Welcome back to another episode of WE|Sail! We had done about a week of good hard work to prep the boat for this long sail north to Hawai'i and now it was go time!! It had been a good week and we had been able to tackle just about every known issue with this well used, 13 year old boat, as ...
Do NOT Buy – Prout 34 Bluewater Catamaran – Ep 351 – Lady K Sailing
Looking for a proven bluewater catamaran that won’t break the bank? Meet the Prout 34 Catamaran, a legendary British cruising multihull designed for serious passagemaking. In this video, we take a closer look at the history, design, layout, and sailing performance of the Prout 34—one of the smallest...
Westsail 32 Shipmaster Review | The Legendary Bluewater Cruiser Explained – ep 350 Lady K Sailing
Thinking about buying a Westsail 32 Shipmaster? In this video, we take a deep dive into one of the most iconic bluewater cruising sailboats ever built. The Westsail 32 earned its reputation as a rugged, heavy-displacement cutter that’s carried sailors safely across oceans for decades. We’ll cover: ...
Sailing Fiji to French Polynesia; Hired for My FIRST Boat Delivery | Episode 315
Welcome back to another episode of WE|Sail! Warren barely has time to unpack his bags in Fiji before he's off on his next adventure – his very first boat delivery! This week, he's heading to French Polynesia to take on a delivery of a used Catana 55 from Tahiti to Hawaii. Boat deliverie...
Best 30ft Sailboat to Buy? Catalina 30 Walkthrough & Review – Ep 349 – Lady K Sailing
Thinking about buying a 30 foot sailboat? The Catalina 30 is one of the most popular and best-selling cruising sailboats of all time — and for good reason. In this video, we dive into why the Catalina 30 is considered the best 30 foot sailboat to buy and live on. From its surprisingly spacious inter...