Watch Sailing & Boating Adventures Around the World – Page 12 of 32
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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Sailing Nova Scotia’s Wild Coast & Through the Middle of an Island – Ep 243
Join us as we sail the stunning coast of Nova Scotia, exploring remote anchorages, charming small towns, and the hidden beauty of Bras d’Or Lake in Cape Breton Island. A true cruising boat life adventure! NEW VIDEOS EVERY SUNDAY! Please subscribe and share our videos - every bit of support is much...
Yay! My Portable AC Is Working Again! #boatlife #writerslife #japan
Hi, Lowell here from Pacific Solo and the Never Too Late Academy, aboard my Gib Sea 402 Wahine, moored in Buren Bay on Japan’s Amami Island. With one typhoon heading toward China (safe travels, friends) and another brewing for next week, I’m prepping Wahine before heading to the mainland for writin...
3 Years Offshore Cruising: Here’s What We Really Think (raw update) | Sailing Sitka Ep 175
Jay and Kenna are currently anchored in the beautiful San Blas Islands, soaking in the cruising lifestyle — though, as always, the highs come with their fair share of lows. After weeks of battling persistent engine troubles, this week they think they've finally tracked down the culprit. It’s be...
OFFICIALLY Back in The Bahamas! | Sailing Sunday Vlog 289
We’ve officially made it to the Bahamas! After months on land adjusting to life as new parents we’re finally back on board sailing to the Bahanas. We checked into Marsh Harbour here in the Abaco, Bahamas to clear customs and immigration to start our first cruising days as a family of four. From chec...
Life & Boat Work Must Continue Post Surgery | Episode 304
Welcome back to WE|Sail... Well life post surgery must go on, and the boat jobs must continue! This weeks video is chock full of boat projects, mostly the beginning of the fiberglass work on the three box that Warren is attempting to learn 🔔 SUBSCRIBE for our continuing journey: 📱 FOLLOW our d...
BVI Bound! The Next Leg of Our Southbound Sailing Adventure
Sailing Big Lost collects essential spares in St. Thomas before making a catamaran passage to Norman Island and Virgin Gorda, battling squalls and sargassum.
Sailing North: Navigating New Waters to an ICONIC Island – Ep 241
Sail with us from through New England as we leave Martha’s Vineyard behind and head for the fog-shrouded shores of Nantucket aboard our rugged aluminum sailboat. Navigating in dense fog and unfamiliar waters, we arrive in one of the most iconic destinations of a New England summer, Nantucket Island....
Package Delays & Island Days | USVI Boat Life
Waiting for delayed packages in the USVI, the Sailing Big Lost crew tackles boat projects on Water Island, fixing a Garmin radar, taping a cracked acrylic hatch, and testing overdrive props.
This Was NOT Part of the Plan…INJURED while Anchoring | VLOG 286
👇 Drop a comment: This week we're cruising down the ICW with Oakley and Jackson onboard, weaving through narrow channels and shifting sandbanks. Just when we thought we were in the clear, storms rolled in—and to top it off, I managed to injure myself while anchoring. Classic. ⛵️ KEEP UP WITH...
BUILDING MORE USABLE LIVING SPACE on our SAILBOAT before Sailing to the Arctic! – Ep 238
Join us as we tackle one of our biggest DIY boat projects yet: sewing and installing a full canvas enclosure on our custom aluminum sailboat! In this episode, we walk you through the entire process — from choosing the right marine-grade materials to patterning, sewing, and installing our cockpit enc...
Our First Sail on our NEW Vision 444 Catamaran – Finally!
After weeks of preparation, Sailing Big Lost departs Florida aboard their 2023 Vision 444 catamaran, testing the new sail plan across the Bahamas to Spanish Wells.
Finally Sailing Again! Night Passage from St Martin to Guadeloupe
As the Caribbean hurricane season approaches it's time to start heading south! The episode begins with a surprise storm slamming the St Martin anchorage; high winds, rough seas, dragging boats - not good for someone who went out the night before! 😳 It's a quick insight into how unexpecte...
Beach BBQ & Engine Service – Living With The Tide
In this episode of Living with the Tide, we dive into some essential boat work —servicing our trusty Beta Marine engine, replacing our tired fridge, and tackling a much-needed repair on our heads (yes... the toilet drama continues!). To top it all off, we take a trip over to beautiful Mount Edgecum...
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...
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 ...
Solo Sailing After 6 Months Land Locked – First Voyage Back!
Support on Patreon: After 6.5 months locked down in Oreoi, Greece, I finally set sail again — solo. This episode follows the nerves, the boat prep (rigging, anchor, propeller issues), the tough upwind beating to Skiathos, and the mindset lessons of overcoming challenges at sea. Watch as I shake off...
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...
Accident After Accident — Our Toughest Week Yet!
A string of collisions and a severe travel lift accident in Florida snap a folding prop on the Malone family's new Vision 444 catamaran Big Lost, triggering urgent mechanical, plumbing, and hull repairs before hurricane season.
Time’s Ticking – One Week to Go #sailing #japan #bluezone
Only one week left to pre-order A Journey Beyond the Blue Zone — my 10th and most personal book yet. From the deck of my sailboat in Japan’s Blue Zone to cherry blossom-covered castles in the mountains, I’ve spent the past year chasing the secrets of healthy aging. This book weaves together stories...
The ONE Question That Changes Everything About Buying a Boat
Want a signed copy of my book? Limited time: Buying your first sailboat? There’s ONE question you must ask before you spend a dime—or you’ll end up with a floating disaster that doesn’t match your life at all. In this video, I break down the six real-world sailing archetypes—and exactly what kin...
Better off Naked?! Rash ending to final days of Boat Life in Paradise – Ep 236
Get an exclusive 15% discount on Saily data plans! Use code JIBSEA at checkout. Download Saily app or go to Sailing the British Virgin Islands as our last stop in the Caribbean before we set sail for the high latitudes for our next big adventure on our new to us custom aluminum sailboat. In this ...
Pit Stop in Malta – Sailing Helios Season 3 Episode 3
After two seasons of Mediterranean cruising, we’ve come to know Malta well. This visit feels more like a pit stop than a sightseeing adventure, as we gather supplies, collect parcels, and prepare for the next leg of our journey. But even a functional stop in Malta has its perks – our timing couldn’t...
A Peaceful Eveing in a Remote Bay #japan #sailing #boatlife
A peaceful evening in Buren Bay aboard Wahine. After a shower and supper, I take a quiet 360° look around the anchorage—glassy water, Mitsu’s boat, a generous loaned tender, and my inflatable paddleboard. Sometimes, it’s these calm, ordinary moments that remind us why the journey matters. Sleep well...