Watch Sailing & Boating Adventures Around the World – Page 2 of 24
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 25-48 of 569 results
Sailing the Peloponnese | Methoni Fortress, Pylos & Life at Anchor 🇬🇷
Ep. 210 ~ After leaving Kalamata, we sail down the western side of the Peloponnese to the beautiful anchorage of Foinikounta before continuing on to one of the most impressive historical sites we've visited in Greece. We explore the incredible Methoni Fortress, a massive Venetian stronghold su...
How to sail a Catamaran in 2 min
How to sail a catamaran.
Can I sail into the wind?
How to sail upwind. Explanation of sailing techniques, directions of sail, how sail works and aerodynamics of sailing.
Ionian Sailing 🇬🇷 Lefkada to Ithaca | Regatta + Unexpected Raft-Up
Ep. 203 ~ We sail the stunning Ionian Islands of Greece, departing Lefkada and heading south to Ithaca—home of Odysseus and one of the most beautiful sailing destinations in the Mediterranean. What starts as a peaceful anchorage in Desimi Bay quickly turns into an adventure, with shifting winds, an ...
Lefkada Floating Bridge Guide | Sailing the Ionian + New Crew Member 🐶
Ep. 202 ~ Thinking about sailing in the Ionian Islands? If you’re planning a charter in Greece, the Lefkada floating bridge is something you’ll likely have to navigate—and timing, positioning and awareness are everything. In this episode, we walk you through our real-life Lefkada bridge crossing ex...
Be The Captain — Chapter One: Think Like a Captain (Audiobook)
This is the introduction and first chapter of the Be The Captain audiobook, read by the author. Chapter 1 is called Think Like a Captain. It's not about sailing techniques or gear. It's about command, and the mindset that separates people who make good decisions offshore from people who d...
Charter Chat Podcast episode 2. Learning the ropes w/William Cox. Sea Ox & Co
Sail Stillwater Charter Chat podcast #2, Brian chats William Cox, a fellow YouTuber and entrepreneur behind Sea Ox & Co. William shares his journey from a career in public safety to starting a charter business in Corpus Christi Bay. The conversation also touches on the importance of certifica...
How Our Sailing Lessons Are Made (Blender 3D Workflow)
Ever wondered how we turn a simple cube into a full sailing tutorial? In this behind-the-scenes video, we show you exactly how we build our beginner-friendly sailing explanations using Blender 3D. From modelling a boom and mainsheet, to rigging armatures and creating smooth animations, this is what...
Austria Travel Vlog 🇦🇹 | Vienna to Salzburg Nostalgia Road Trip
Ep. 188 ~ In this episode, we leave Vienna behind and road trip west to Salzburg—one of the most meaningful stops of our journey. I spent large parts of my childhood here visiting my grandparents, so returning decades later with Donovan felt nostalgic, emotional, and surprisingly surreal. We explor...
Austria Travel Vlog 🇦🇹 | Exploring Vienna in Winter
Ep. 187 ~ After months of sailing the Mediterranean, we left our sailboat Okaliptus safely in the marina and headed inland for a winter adventure—starting in Vienna, Austria. In this episode, we explore Vienna’s imperial past and cozy winter charm: wandering Stephansplatz, visiting St. Stephen’s Ca...
Learn to Sail Faster & Smarter | Joyrider Academy Classroom Series Launch
The Joyrider Academy Classroom Series is a structured, in-depth video training programme for catamaran sailors who want to understand what’s really going on on the water — and sail with more confidence, control, and purpose. JOIN ON YOUTUBE ➡️ JOIN ON PATREON ➡️ BUY THE COURSE ➡️ This is not a...
Christmas in Greece With Our Winter Family…and Our Emotional Farewell to Zoë 💔🇬🇷
Ep. 186 ~ Join us for a magical Christmas season in Greece as we explore charming winter towns, celebrate with our incredible marina family, and navigate the emotional farewell to our beloved Zoë. From the historic streets of Ioannina and the snowy beauty of Metsovo to the seaside charm of Parga and...
Our Winter Marina in Greece: Life Afloat Over the Legendary Battle of Actium
Ep. 185 ~ Join us in Preveza, Greece, where we're spending our second winter aboard — literally floating above the ancient Battle of Actium. Our winter marina sits right in the Ambracian Gulf, the same waters where Octavian, Cleopatra, and Mark Antony once clashed in one of history’s most defin...
Why You’re Failing at Sailing
BLACK FRIDAY BOOK DEAL: FREE WORLDWIDE SHIPPING: After 90,000 ocean miles, four Pacific crossings, losing a forestay, a knockdown, and a catamaran literally splitting in half… I’ve realized something nobody talks about: Most of the danger offshore doesn’t come from storms or gear. It comes from t...
34-Hour Adriatic Crossing: Sailing Montenegro to Greece in Massive Swell
Ep. 184 ~ We spent 34 hours sailing from Montenegro to Greece, surfing massive Adriatic swells, the entire way southbound. The passage itself was beautiful — glowing sunsets, calm skies, and steady rolling seas that kept us surfing hour after hour. With night watches, AIS monitoring, and cargo ships...
From Herceg Novi to Kotor to Tivat: Sailing Montenegro’s Dramatic Coastline
Ep. 183 ~ We were finally ready to sail out of Montenegro’s stunning Bay of Kotor… but the weather had other plans. Again. In this episode, we explore the beautiful seaside town of Herceg Novi, wander its ancient fortress walls, and chase shelter from another incoming storm. From eerie fog-covered f...
Where to Find REAL Sailing Information
Sailing knowledge isn’t centralized — it’s tribal. You learn from old salts, obscure blogs, long-out-of-print manuals, and the people who’ve actually done the miles. But with so much noise online, where do you find information you can actually trust? In this video, I’ll share the best places to lea...
Charter Boat Bingo: Liveaboard Edition ⚓
Ep. 182 ~ In our last few episodes, I might’ve sounded a tiny bit anti–charter boat skippers… so of course, I made a game out of it. 😎 Grab a drink and play along as we tick off 25 of the most “memorable” charter boat habits that every liveaboard knows all too well. From anchor drop-n-dashers to D...
Storm-Anchoring Adventures in Croatia & Montenegro | Full-Time Liveaboard Catamaran Sailing Life
Ep. 181 ~ In this episode we leave Murter Island and head to Loviste: Early departure, anchoring at 12 m depth with 60 m of chain, a beta-tester app meltdown, the drama of winds hitting 38 knots, crossing the spectacular Pelješac Channel between the peninsula and Korčula Island, and ultimately check...![[Ep 34] Sailing into Turquoise Waters & Exploring Islands in the Sea of Cortez](https://i.ytimg.com/vi_webp/qFbeUNMfRBU/mqdefault.webp)
[Ep 34] Sailing into Turquoise Waters & Exploring Islands in the Sea of Cortez
Episode 34: Exploring Ensenada el Cardonal on Isla Partida & Ensenada del Gallo on Espiritu Santo After leaving La Paz, we sail north into the wild side of the Sea of Cortez. Our first stop: Ensenada del Gallo, a quiet anchorage surrounded by mangroves and tidal flats where strong winds keep us...
Chasing Safe Anchorages in Croatia for 3 HUGE storms! Sailing to Murter →Split → Loviste
Ep. 180 ~ In this episode, we’re chasing safe anchorages in Croatia as three huge storms sweep across the Adriatic Sea! We sail our liveaboard catamaran from Molat Island down to Murter, searching for shelter from the first storm. From there, we continue south to Split to hide from the next front, a...
Sailing Croatia: Šibenik → Zadar → Molat
Ep. 179 ~ Join us as we continue our sailing adventure through Croatia’s stunning Adriatic coast! In this episode, we sail our catamaran from Šibenik to Zadar and onward to Molat Island, exploring some of the most beautiful and historic destinations along the way. As full-time liveaboards sailing th...
Sailing Croatia | Šipan to Split: Anchor Troubles, Dolphins & 12 Hours Under Sail
Ep. 177 ~ Join us as we continue our full-time liveaboard sailing journey through the stunning Adriatic Sea in Sailing Croatia | Šipan to Split: Anchor Troubles, Dolphins & 12 Hours Under Sail. In this episode, we take our catamaran from the quiet beauty of Otok Šipan to Uvala Spilice, then onwa...