Watch Sailing & Boating Adventures Around the World – Page 7 of 47
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 Sailing Dreams to Surgery: Our Biggest Challenge Yet | Episode 303
Welcome back to WE|Sail... Life threw us a curveball that we weren't expecting. In this episode, we're sharing the real, unfiltered story of how we're navigating this challenge - from the initial diagnosis to the decision to have surgery at Steamboat Orthopedics. While I'm de...
SAILING AFRICA’S FORGOTTEN COAST with OUR SUPERYACHT CREW
SAILING AFRICA'S FORGOTTEN COAST with OUR SUPERYACHT CREW We are sailing into the unknown - again. From Cape Town to Luderitz, Namibia. This weeks passage takes us through the eerie fog and icy stillness of Africa's Skeleton Coast, a stretch so remote early sailors called it the Gates o...
Very shallow in Stockholm Archipelago | Ep 114
We’re back on the water for another Autumn sailing adventure in Sweden, and this one starts like a postcard — sunshine, t-shirts, and a gentle breeze perfect for flying our Furlstrom sail. We're cruising through the Stockholm archipelago alongside our Aussie friends aboard Willow — two Boréal e...
UNEXPECTED DISASTER: Torn Achilles Leaves Our Sailing Plans in Jeopardy | Episode 302
Welcome back to WE|Sail... Our sailing life just took an unexpected turn that NO ONE saw coming! After months of non-stop travel through New Zealand and hosting back-to-back charter weeks in the Caribbean, we were finally returning to VA for some much-needed boat projects. But then disaster struck ...
Back to sailing again! Two Boréals and One Sauna | Ep 113
We’re back on the boat, it feels great! — and this time we’ve got company! Our Aussie friends aboard Willow II, a gorgeous Boreal 44, join us for a relaxed and scenic sailing through the Stockholm Archipelago. We visit a quiet Sandhamn (way calmer than the summer chaos!), raise our Furlstrom sai...
ROBBED AGAIN! and a visit to PRISON – OUR FINAL DAYS SAILING SOUTH AFRICA
ROBBED AGAIN! and a visit to PRISON - OUR FINAL DAYS SAILING SOUTH AFRICA We're back aboard in spectacular, windswept Hout Bay, Cape Town, wrapping up our sailing adventure through South Africa with joy, chaos, and some bittersweet goodbyes. Rob returns from New Zealand, after an emotional, o...
Ep 171 The BVIs Never Disappoint | Cooper, Norman, Jost Van Dyke | Kevin & Wendy
The BVIs Never Disappoint Cooper, Norman, Jost Van Dyke In this episode we’re still kicking around the British Virgin Island chain. Not much to say other than what's in the title; Cooper Island, Norman Island, Jost Van Dyke. Tons of fun as always. sailing yacht tal...
Back to Boat Life; The Transition from Wheels to Waves | Episode 301
Welcome back to WE|Sail.... where we start sailing again!!!! This week we transition back to the boatlife. Our time has come to an end with the Vanlife tour around New Zealand and it's time for us to get to work on Va, but first we have to switch gears again and get ready for our patreon Saili...
This Scared Me More Than Sailing | Nevis Bungy Jump | Episode 300
🎉 EPISODE 300 CELEBRATION! 🎉 Welcome back to WE|SAIL and our 300th EPISODE!!!! It's a little surreal that we have been adventuring and sailing for almost 7 years now and sharing with you the adventures in 300 episodes. To mark this incredible milestone, we're jumping off of New Zealand�...
Ep 170 Is This the Most Popular Cruising Ground in the World? | Kevin & Wendy
Is This the Most Popular Cruising Ground in the World?: I did some internet searching and the results were inconclusive. Google’s AI reported Croatia as being the most popular, but the source was a single Croatian charter company. And while we sailed the Mediterranean (Adriatic Sea included) for th...
The ULTIMATE New Zealand View | Mt. Cook to Milford Sound | Episode 299
Welcome back to WE|Sail! Join us for a jaw-dropping adventure in New Zealand's Southern Alps! In this episode, we tackle the stunning Hooker Valley Track at Mt. Cook, then surprise helicopter rides take our adventure to new heights - literally! From breathtaking glacier views to an unexpected ...
Discovering New Zealand’s South Island | Episode 298
Welcome back to WE|Sail! In this episode, we explore the breathtaking and diverse landscapes that make South Island a true natural wonder. From lush forests and rugged coastlines to dramatic mountains and wild weather, each location offers a new perspective on this stunning part of the world. Our...
SAILING KNYSNA after the SCARIEST WILD HEADS ENTRANCE
LIFE ON THE INSIDE - EXPLORING KNYSNA AFTER THAT WILD ENTRANCE After our dramatic entrance through the legendary Knysna Heads, we finally get a chance to catch our breath inside the stunning Knysna Lagoon. In this episode, we explore the calm waters and take a hike up to the East Head lookout, ret...
Ep 169 Midnight Express | Kevin and Wendy | Sint Maarten to Tortola
Midnight Express: I actually hate night passages, especially when there’s no moon. This is because in the Caribbean at night, and the warm-water Atlantic Ocean south of Bermuda, squalls tend to form with a particular regularity. Absent moonlight and modern doppler radar, these often-violent squalls...
Family Road Trip in New Zealand – 4 People, 1 Van | Episode 297
Welcome back to WE|Sail! We’ve got company! 🎉 Our road trip through New Zealand just got a whole lot cozier as we welcome family aboard Mr. Vanderson! That’s right—four of us, one van, and a whole lot of adventure. Crazy? Probably. Worth it? Absolutely. Life on the road (and water) doesn’t always ...
SAILING the WORLDS MOST DANGEROUS HARBOUR ENTRANCE
SAILING the WORLDS MOST DANGEROUS HARBOUR ENTRANCE We sailed our live aboard family yacht into South Africa's out dangerous harbour entrance, the legendary Knysna Heads, on a cold, foggy and squally day. With disability low and 25knots of wind hitting just as we lined up the leading lights, th...
Ep 168 This is the Cruising Life | Passage to SXM Dutch Sint Maarten
This is the Cruising Life! In Episode 168, We finally get prepared enough to begin our cruising season. The shakedown portion was a simple motor-sail from Jolly Harbour to Falmouth harbour, both in Antigua, followed by a couple of weeks at anchor and quick stop at the Catamaran Marina (also in Falm...
OUR FINAL PASSAGE SAILING SOUTH AFRICA’S WILD COAST
OUR FINAL PASSAGE SAILING SOUTH AFRICA'S WILD COAST In this unforgettable episode, we sail our final passage along South Africa's legendary wild coast - but today, the seas are calm and the wind id kind, giving us time to reflect on this incredible stretch of coastline. As our family jour...
WE|Sail’s Epic Van Life: White Water Rafting & Stunning Hikes in Rotorua, NZ!| Episode 296
Welcome back to WE|Sail! Our latest adventure as we explore the breathtaking landscapes of New Zealand's North Island! In this episode, we dive into exhilarating white water rafting and embark on stunning hikes around Rotorua. Discover the beauty of nature, thrill-seeking activities, and our va...
SOLO SAILING 25,000m NON-STOP UNASSISTED IN WORLD’S SMALLEST YACHT
SOLO SAILING 25,000m NON-STOP UNASSISTED IN WORLD'S SMALLEST YACHT Would you sail around the world in a boat smaller than your bedroom? We just met an incredible young South African sailor attempting a world first - a non-stop circumnavigation in the smallest yacht ever! His journey is one of ...
Ep 167 Kevin & Wendy | Boat Projects in Antigua Part II
Boat Projects in Paradise Part II: In Episode 167, we continue to crank through the various boat projects. We’re in the water now, but that just means a different sort of prep. Projects highlighted in this episode: Bad battery Getting hoisted to the masthead New Elvstrom sails Upper mainsail in-ma...
Van Life Gets EXTREME! Mountain Biking & Hot Springs in Rotorua | Episode 295
Welcome back to WE|Sail! We’re trading the ocean for the trails as we dive into the extreme side of van life! This week, we hit Rotorua—New Zealand’s adventure capital—for some epic mountain biking (one of our first loves before sailing! 🚵♂️), followed by a much-needed soak in the hot springs. Let...
FASTEST SAILING EVER on the WILD COAST to EAST LONDON SOUTH AFRICA
WILD COAST SAILING | Making the most of East London SOUTH AFRICA Welcome back, join us as we make the most of our time in East London, South Africa! After completing Part 1 of our sail down the Wild East Coast of Africa, we're taking a short break to rest, explore, row and prepare for our for ...