Watch Sailing & Boating Adventures Around the World – Page 3 of 21
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Showing 49-72 of 497 results
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 ...
Life In the Tuamotus Isn’t As Easy As It Looks
The Tuamotus are some of the most beautiful islands we've ever visited—but living this far from everything comes with challenges most people never see. In this episode, we explore life in the remote atolls of French Polynesia. From provisioning and planning an overnight passage, difficult ancho...
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 ...
This Is Why We Crossed The Pacific
After crossing the Pacific Ocean and spending weeks in the Marquesas, we finally arrived at one of the places we've dreamed about for years: the Tuamotus. In this episode, we leave Nuku Hiva behind and make the 500 nautical mile passage to Raroia Atoll. After carefully timing our arrival throu...
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...
OFFSHORE & INVISIBLE – ATLANTIC OCEAN CROSSING Sailing South Africa to St Helena … Ep 446
To learn more about Keane Insurance and to seek your bespoke boat policy check them out here 👉 🫡 With our first night at sea behind us and the fatigue of offshore sailing already beginning to settle in, our mornings move slowly. We relieve each other from watch, trying to find our rhythm and slowly...
Sailing to the Caribbean’s Most Remote Islands! Ep-226
After a whirlwind week in Cartagena, it's time to continue our journey west. Before leaving Colombia, we make the most of our time ashore celebrating our friends' wedding and exploring one of the Caribbean's most vibrant cities. From island beach clubs and sunset catamaran cruises to...
We Weren’t Ready to Leave Yet | Life in the Marquesas
After returning to Taiohae Bay on Nuku Hiva, we thought we'd only be staying a few more days before continuing west toward the Tuamotus Islands. The route was planned. The boat was nearly ready. All we needed was the right weather window. What started as an unexpected delay quickly turned into ...
Our Fight for Justice After the Stabbing
We are pausing our regular Sunday episode schedule because something serious has happened. This video is a compilation of our evidence from a recent stabbing incident, which we've submitted as part of the legal process. We've navigated the Mexican justice system and are now awaiting a cour...
From Paradise to France! Overnight Sail, Tuna Feast & St. Martin’s French Lifestyle E384
After exploring beautiful St. John in the US Virgin Islands, it's time to check out of Cruz Bay and set sail for a long overnight passage to the island of Saint Martin! The crossing keeps us busy as the fishing lines come alive and we land multiple tuna along the way. After arriving in Marigot...
kefalonia BLEW us away – LITERALLY!
Kefalonia Blew Us Away Literally! In this episode, we’re sailing through stormy conditions, dealing with a seriously stressful anchorage, and making a tricky escape from the rocks before the weather gets worse. If you’re into catamaran sailing, Mediterranean cruising, liveaboard life, and real-world...
We Didn’t Expect St John to Be THIS Beautiful E383
This week aboard SV Wildly Intrepid we continue exploring the stunning island of Saint John! We sail from beautiful Waterlemon Bay to the world famous Trunk Bay with its crystal clear turquoise water and perfect white sand beach. A tropical rain shower clears the crowds and leaves us almost alone i...
LAND at Last – Arriving in COLOMBIA After a WILD Passage | Day 15
The final stretch to Colombia… and after everything this passage threw at us, the wind completely disappears. After battling storms, big seas, a shredded headsail, and days offshore, we spend the entire night drifting slowly toward Cartagena at just 2–3 knots. If we’d had enough fuel, we could have...
Wet, Exhausted & Hanging On – 50 Knot Caribbean Storm | Day 13 & 14
Day 13 & 14 of our offshore passage from the USA to Colombia… After days at sea, the weather forecast suddenly shifts for the worse. What was meant to be manageable conditions turns into a long-lasting storm stretching across the entire Caribbean Sea — leaving us with nowhere to run and no way...
The Raw Reality of Offshore Sailing – Torn Sail, No Fuel & Wild Weather | Day 12
Day 12 of our sail from the USA to South America… and this is where the crossing starts to get rough. After finally reaching stronger winds out in the Caribbean Sea, the conditions quickly deteriorate and our headsail completely shreds offshore. With over 30 knots of wind, building swell, and no fu...