Watch Sailing & Boating Adventures Around the World – Page 3 of 21
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.
Showing 49-72 of 495 results
We Found Guadeloupe’s Most Beautiful Beach! | Grand Anse by Sailboat E393
Anse Leroux, Guadeloupe is perfect, with crystal-clear water, a close by beach and fantastic snorkeling just a short ride from the boat. From there, we take a long dinghy ride to the colorful village of Deshaies, where we wander the charming streets and discover an amazing local bakery serving deli...
They Damaged Our Boat… And We Were Left To Fix It! Ep-232
Our sailboat haul-out turned into the biggest nightmare we've ever faced after unexpected damage, an insurance dispute, and a lightning strike. What should have been a routine haul-out quickly turned into the biggest ordeal we've ever faced with our boat. What followed was months of unce...
Shopping for a Secondhand Sailboat? Which 1980’s “LUXURIES” Are STILL worth YOUR Investment?
In episode 75 of Secondhand Sailors, we answer the question on the mind of potential liveaboard cruisers who are searching for the sailboat they can call home-What features from the 1980's era sailboat are keepers and which are weepers? If you are looking for your sailing home, then you want ...
Goodbye Saba… A 3-Day Caribbean Sailing Adventure to Guadeloupe E392
Leaving Saba was one of the hardest departures yet. It quickly became one of our favorite islands in the Caribbean, but the weather had other plans. With stronger winds on the way, it was time to keep heading south. Our original plan was to spend a few days exploring St. Kitts and Nevis, but the an...
64 Days Until I Sail Nonstop Around The World
Jerome and my brother join me on the first phase of sea trials ahead of my circumnavigation. In October 2026 I will attempt a 30,000 mile solo nonstop circumnavigation of the planet aboard my Pacific Seacraft 40, "Phoenix do Mar", meaning Phoenix of the Sea in Portuguese. Departing from P...
What`s Next After Wahine?
Chiharu has returned to Tokyo after ten unforgettable days together, and Mitsuharu and I have shared our final dinner before our next adventures begin. Wahine is now his boat, and preparations continue for Project Turtle Highway, his voyage from Japan to Mexico next year. As for me, I'm headin...
Our FINAL Day on Saba | The Caribbean’s Most Incredible Island? E391
Saba completely stole our hearts, and saying goodbye wasn't easy. 🌋❤️ Before setting sail, we squeezed every last adventure out of what has become our favorite island in the Caribbean. Our final day starts with one last spectacular hike from The Bottom to Windwardside via the beautiful Crispee...
From Corfu to Sarandë Albania: MONSTER Storm Dragged Us Onto a Shipwreck
We continue our journey From Corfu to Sarandë Albania: MONSTER Storm Dragged Us Onto a Shipwreck by first making landfall on the southern tip of Corfu, staging the boat near town, provisioning via a quirky dinghy run up a shallow river to Lidl, and wrestling with Greek port police, customs and the t...
Sailing to Saba: The Caribbean’s Hidden Jurassic Island E390
Saba completely blew us away. 🤯 After waiting for the perfect weather window, we finally sailed to one of the least-visited islands in the Caribbean—and it instantly became one of our favorites. Towering straight out of the sea, Saba looks more like something from Jurassic World than the Caribbean...
We Came for the Sailing… We Stayed for the Friendships
Aboard Sailing Big Lost in Tikehau Atoll, the crew shifts between lagoon anchorages, navigates swell at the manta cleaning station, and bids farewell to friends on SV Kaikoa.
We Hiked a Volcano with a 2 & 4 Year Old! | Mount Scenery, Saba E389
After finally finding the perfect weather window, we arrive in spectacular Saba and check in by sailboat to one of the most unique islands in the Caribbean. Our adventure begins with a ride along the legendary "Road That Couldn't Be Built"—an engineering marvel carved into impossibly...
Ignoring This Boat Upgrade Could Cost You Everything | TruDesign Install! Ep-229
What happens if a through-hull fitting fails offshore? As we prepare Escapade for a Pacific Ocean crossing, we're tackling one of the most important sailboat maintenance jobs we've ever done: replacing our through-hull fittings and seacocks with a complete TruDesign installation. While i...
Sailing to a Volcano: The Caribbean’s Island in the Clouds E388
After a much longer stay in Saint Martin than we ever planned, the day has finally arrived—we're setting sail for Saba! 🌊⛵️ Known as the Island in the Clouds, Saba rises dramatically from the sea as a towering volcanic peak, creating one of the most breathtaking landscapes in the Caribbean. We...
Sailing To Greece’s Ionian Islands | Stern-Tying To Rocks | Our Favorite Bays | Boat Repairs 🇬🇷
Ep. 213 ~ Join us as we continue sailing through Greece's stunning Ionian Islands aboard our Fountaine Pajot Helia 44 catamaran, Okaliptus! This episode is packed with beautiful anchorages, boat repairs and plenty of sailing as we visit Two Rocks Bay, Igoumenitsa, Sivota, Parga, Vonitsa and Me...
Caribbean Festival, Wasp Attack & Boat Repairs! ⛵ E387
Life in Saint Martin is looking much brighter this week! 🌴⛵ After a rough stretch of boat problems and setbacks, we're finally enjoying island life again. Coral is having the time of her life jumping off the sailboat into the crystal-clear Caribbean waters, and we experience the vibrant atmosp...
Bought for £2,000, Restored for 5 Years, Finally Launched
Five years ago we bought this abandoned steel yacht for just £2,000. What followed was half a decade of welding, grinding, painting, engineering, rebuilding and sheer determination to save a boat that most people had written off. Today marks the moment it all became worthwhile. In this video, Steel ...
Ep59 Mast Emergency During the Crossing to Cedros Island
Sailing from San Quintin to Cedros Island turned into the most challenging sail of our Baja journey thus far. High winds, massive swells, and a snapped line forced Tim to climb the mast — while the boat was still moving. What started as a regular passage with typical winds and swells escalated to on...
WORST WEEK EVER! Injury, Storm Damage & Boat Chaos 😱⛵ E386
People often see the beautiful beaches, sunsets, and tropical anchorages... but this is the side of cruising life nobody talks about. What started as a simple solar panel upgrade quickly turned into the worst week we've had in a long time. ⚠️ Kai falls and splits his forehead open ⚠️ Everyone...
A Near-New Catamaran for €100K. I’d Still Walk Away. | Sailing Truth Show
📕 GET THE BOOK: Be The Captain. Winner of the 2026 Eric Hoffer Award. 25 years of offshore decisions in one book → 🔓 FREE: The Captain's Locker. Printable watch schedules, pre-departure checklists, delivery tools → She's a 2023 Lagoon 42, almost zero hours on the engines, loaded with wa...
🌴 The Last Paradise Before the Pacific Crossing | San Blas Islands! Ep-227
After weeks of offshore passages, unexpected challenges, and nonstop movement, we finally wake up in one of the most beautiful cruising destinations in the world: the San Blas Islands of Panama. With only one day to explore before continuing our journey, we move Escapade into crystal-clear shallow ...
DON’T MISS These St. Martin & Sint Marteen Highlights! ✈️ Carnival & Giant Planes E385
If you're visiting Saint Martin / Sint Maarten, these are experiences you won't want to miss! We hop on a local bus to the Dutch side and head to the world-famous Maho Beach, where massive jets fly just overhead before landing at Princess Juliana Airport. Seeing these giant planes pass on...
We Thought the Lagoon Was Safe… We Were Wrong
After months of upgrades, projects, and settling into life aboard our Lagoon 450 catamaran, Isla is finally starting to feel like home. In this episode, we install our Seawater Pro watermaker, spend time enjoying life in the lagoon, navigate unexpected health challenges, make Isla official with her...
DEAL or DISASTER: YachtWorld’s Wildest Listings | Sailing Truth Show
📕 GET THE BOOK: Be The Captain. Winner of the 2026 Eric Hoffer Award. 25 years of offshore decisions in one book → 🔓 FREE: The Captain's Locker. Printable watch schedules, pre-departure checklists, delivery tools → Every week the brokerage sites are full of boats wearing a price tag that has...