Watch Sailing & Boating Adventures Around the World – Page 2 of 25
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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FINALLY IN THAILAND! Dina’s World Tour Finale & Arrival in Phuket
The #sailing journey of a lifetime reaches its final destination! Join #captaingermanexploring and Dina as they navigate the last miles of Dina's incredible #circumnavigation. From the moment they enter #Thailand territorial waters near #KohLanta, the #adventure remains as unpredictable as ev...
Life Aboard Mid-Atlantic Before the Seas Turn Rough – Day 6
Six days into our Atlantic crossing, the ocean is finally starting to show its teeth. The crew is back together—Brett, Ayanna, Jade, Dingo, and Penny—and we’re settling into the long middle stretch of life at sea. Days blur together with watches, editing, cooking, small routines, and the constant m...
SECRET to Safely Docking on a Rocky Ancient Quay
🌿 Upgrade your skin with Captain's Salve: Our latest sailing adventure led us to the infamously rough fishing quay at Agia Anna, presenting a unique docking a boat challenge. We meticulously navigated the vessel, taking every precaution to protect it from damage at this new location. This jour...
Hunter 376 – The Aegean Tragedy: What Really Happened in the Newport–Ensenada Race
Maui to Vic: A First Ocean Crossing Experience: On April 27, 2012, during the Newport to Ensenada Race, the Hunter 376 Aegean sailed into North Coronado Island at night. All four sailors aboard were lost. This video does not assign blame. Instead, it looks carefully and respectfully at what is kn...
Leaving Phoenix + New Boat Tour
Saying goodbye to the boat that saved my life and starting a whole new chapter on a new vessel. It’s emotional, messy, and exciting all at once… here’s to new beginnings and keeping the dream alive. ⛵️ New Boat Details: Model: Pacific Seacraft 40 Year: 1998 Length overall (LOA): ~ 42′ 2″ Waterline ...
Why I’m Sailing Solo Nonstop Around the World
I’ve bought a new boat and I’m getting ready to sail solo, non-stop, around the world. It’s without a doubt the hardest thing I’ve ever set out to do, but maybe the most meaningful. In this video, I try to unpack why I’m taking on something this extreme and what’s really driving the decision. Curiou...
My Final Sail Aboard Phoenix (and Losing the Drone)
Well, my last voyage with her was bound to happen eventually. I’m glad we ended things on such a high note. The sailing conditions were perfect, magical, even (aside from losing the drone 😅). The Molokai sea cliffs at sunset were absolutely breathtaking, and she brought us home safely one last time....
Sailing Is Way Scarier Than You Think – Ep 353 – Lady K Sailing
Sailing looks calm, romantic, and free — until it isn’t. In this video, we explore the real-life disasters and accidents that show just how fast things can go wrong at sea — from the 1979 Fastnet Race tragedy to the Cheeki Rafiki and Sydney to Hobart storm, to modern-day survival stories that remind...
A Sporty 350 Mile Sail from Kona to Hilo 🌊
We battle big waves, broken gear, and beating to windward while sailing from Kona to Hilo on Hawaii's Big Island. This one was a doozy for sure. I also chat a bit about buying the new boat. More details on this very soon. And as always thank you for watching! ⛵ Join the Crew + Follow Along: 🌐...
We Broke Down in the Middle of Nowhere on Hawaii’s Big Island
Nothing ever goes to plan, but that's half the fun. What began as a laid-back drive to the volcano quickly turned into an off-road adventure through lava fields, green sand, and a broken-down Jeep miles from anywhere. ⛵ Join the Crew + Follow Along: 🌐 All My Links 📍 Live Tracker – Where’s P...
Sailing 220 Miles From Oahu to the Big Island
A 220-mile sail from Oahu to the Big Island became a lesson in patience and respect. Between calm seas and sudden squalls, we were forced to change course — the sea had other plans. ⛵ Join the Crew + Follow Along: 🌐 All My Links 📍 Live Tracker – Where’s Phoenix Now? 👕 Official Merch 📸 Instag...
I Tried Sneaking Onto Hawaii’s Most Epic Sailing Canoe Race
Huge thanks to the Hawaiian Sailing Canoe Association for inviting me out to watch this incredible race 🙌 Learn more: | ⛵ Join the Crew + Follow Along: 🌐 All My Links 📍 Live Tracker – Where’s Phoenix Now? 👕 Official Merch 📸 Instagram 🎵 TikTok 📘 Facebook #hawaii #hawaiiansailing #ca...
Beginner vs. 25 Knot Wind: Can She Handle It?
Timeless skin nourishment, Infused with ancient herbs: ➤ What if sailing could transport you through time? In this episode, we ride 25-knot winds across the Aegean Sea to reach one of Greece’s most legendary monuments: the Gate of Apollo on the island of Naxos. With only one sail, rough seas, and ...
Is This the Strangest Island in Greece? | Tinos
Support your skin with Captain's Salve: Join us as we go sailing through the Cyclades islands and explore this beautiful part of travel greece and the greek islands. Come with us to the Greek island of Tinos! Terraced landscape, strong winds, The biggest pilgrimage site in Greece and legendary...
Sailing Alone from Oregon to Hawai’i
25 days. 2,500 nautical miles. This is the full story of my solo sail from Warrenton, Oregon to Honolulu, Hawai’i. Just me and my cat Phoenix. Thank you all for the support along the way. It was the adventure of a lifetime. 🌊🐾 ⛵ Join the Crew + Follow Along: 🌐 All My Links 📍 Live Tracker – Where...
Sailing Alone From Oregon to Hawai’i Q&A + Channel Updates
After sailing solo from Oregon to Hawai'i — and taking a much-needed break — I’m finally back on YouTube to answer your most asked (and weirdest!) questions. From terrifying moments in the middle of the Pacific, to whether I saw aliens, to what’s next for me, Phoenix, and the channel — it’s all...
The Wind Was Wrong. I Sailed Anyway.
This sail from the Greek mainland to Skiathos wasn't supposed to work. The wind was wrong. The forecasts were off. But with enough experience, intuition, and faith in the process — you learn how to dance with reality instead of fight it. In this episode, I single-hand through shifting winds, re...
What Happens If You Never Clean Your Boat Propeller?
Support on Patreon: After 6.5 months of not moving, my sailboat’s propeller was nearly useless—forcing me to dive in and clean it by breath-hold. In this video, I take you through the challenges of underwater maintenance, the unpredictable wind of Greece, and deeper thoughts on why most modern sail...![THE most REMOTE Sailing in the Pacific Ocean – Off Grid Living for ONE MONTH [Ep. 185]](https://i.ytimg.com/vi_webp/jvoDLAhYmRI/mqdefault.webp)
THE most REMOTE Sailing in the Pacific Ocean – Off Grid Living for ONE MONTH [Ep. 185]
We hit speeds of up to 12 knots, battle isolation, and embrace the beauty and challenges of true remote sailing. 🌴⛵ From wild ocean passages to anchoring in untouched paradise, this is the sailing adventure you've been waiting for. Don’t miss the epic journey, breathtaking drone shots, and rea...
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...
Sailing Across the Pacific Ocean – Final 4000 Mile Crossing Aboard Yacht MUSHU
👉 Want to see how we film our sailing life from above? Subscribe now: 🎉 WE DID IT! After 4000 miles and countless unforgettable moments, we’ve completed our Pacific Ocean crossing aboard sailing yacht MUSHU. From peaceful sunsets and powerful ocean waves to stormy nights and celebrations at sea — ...
St Lucia Adventure: Exploring the Majestic Pitons! Episode 45
Sailing St. Lucia After the Storm | Anniversary, Chocolate & Mud Baths! | Ep. 45| Banana Pancakes We’re back with another unforgettable episode of our sailing adventure—and this one’s packed with tropical storms, wedding anniversaries, chocolate EVERYTHING, volcanic mud baths, and a wild ride t...
Leaving My Boat in Paradise: A Turning Point in My Journey Through Japan #sailing #aging #travel
This video highlights Leg One, a journey that will take me the length of Japan. Ian and I finally arrived at Uken Inlet and Buren Bay. My friend Brian flew in from California to join us for the next leg, only to have his plans take an unexpected turn. It was profoundly emotional when Mitsu came o...