Watch Sailing & Boating Adventures Around the World – Page 2 of 8
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 181 results
Why St. John Feels Nothing Like St. Thomas E381
🌴 Island hopping through the USVI brought us from the busy streets of Charlotte Amalie on St. Thomas to the wild beauty of St. John… and what an adventure it turned into. We wandered the steep chaotic roads of Charlotte Amalie (definitely not the most pedestrian-friendly place 😅), got rescued with ...
We Didn’t Expect THIS in the US Virgin Islands… E380
Our sail from Puerto Rico to the US Virgin Islands started off absolutely perfect… warm winds, beautiful seas, and another unforgettable Caribbean passage aboard SV Wildly Intrepid. But once we arrived in St. Thomas, things got interesting fast. We explored the abandoned tunnels of Fort Segarra on ...
From Chaos to Paradise: Sailing Vieques → Culebra → Puerto Rico E379
What started as a simple sail turned into a full-on emergency… As we left Vieques, a hose clamp suddenly snapped—dumping all our engine coolant in seconds. With no engine and two little ones onboard, we had no choice but to drop anchor fast and figure things out. From there, we sail on to Culebra—...
We Found the BRIGHTEST Bioluminescent Bay on Earth! Vieques (Family Sailing Caribbean) E378
Not every stop is planned… and sometimes those are the best ones. We dropped anchor in Puerto Patillas, Puerto Rico and were blown away. A peaceful anchorage, a waterfront park with a playground (perfect for homeschooling days), live music, and even iguanas roaming around—it quickly became one of t...
3 Fails in 3 Days… Puerto Rico Didn’t Go As Planned E377
Not every sailing day goes to plan… and this one REALLY didn’t 😅 We kick things off with a beautiful, calm sail past Cabo Rojo Lighthouse—one of the most stunning coastlines in Puerto Rico. But from there… things start to unravel. We anchor in La Parguera hoping to experience the famous biolumines...
2,048nm in 16 Days: The Reality of a Slow South Atlantic Crossing
#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat We crossed the Southern Atlantic — 2,048 nm from St. Helena to Recife, Brazil, in 16 slow, rewarding days. What happened on this passage: 16 days, 2,048 nm: long, light-wind slog ...
We Survived the MONA PASSAGE (47hrs Nonstop Sail to Puerto Rico) E376
After months of life in Luperón, Dominican Republic, it was finally time to move on… and take on one of the Caribbean’s most notorious crossings — the Mona Passage. We set sail for Puerto Rico on a 47-hour, 245 nautical mile passage, pushing through a double overnight sail with little sleep and sea...
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...
The Night I Almost Lost the Keel (and Why I Quit Deliveries)
In 2014, I delivered a Beneteau First 47.7 from the Bahamas to Cartagena. Somewhere in the Caribbean, 150 miles offshore, I found myself ankle-deep in water, crew vacuuming the bilge in the dark, batteries dead, no GPS, no autopilot. I didn't know at the time how close we were to losing the kee...
This Was Our Toughest Hike (Isabel de Torres) + Our Final Luperón Days
This one tested us 😅 We took on the steep and slippery climb up Isabel de Torres in Puerto Plata—and it was no joke. Muddy trails, sketchy footing, and a serious leg burn… but the view at the top made every step worth it. Sitting above the city with a mini botanical garden and that iconic statue, i...
When the Ocean Tests EVERYTHING – Sailing Mauritius to South Africa
#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat When the Ocean Tests EVERYTHING - Sailing Mauritius to South Africa From the turquoise calm of Mauritius to the wild edge of South Africa, this passage tested everything we though...
FRUSTRATING Passage Across the Indian Ocean to Cocos Keeling
#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat Join us on our frustrating passage across the Indian Ocean to Cocos Keeling! From sailing to parasailor problems, this travel video covers it all. We are a suburban blended famil...
How We Sailed 650nm Bahamas 🇧🇸 To The USA 🇺🇸
After five months of extensive sailing throughout the Bahamas. It was finally time to leave, and set sail for the USA. This is a raw look at what passage making is like on our 3.5 day sail while slowing down to buddy boat with Nicole and her Dad Jim, onboard her Bristol Channel Cutter. Apps I used ...
Sailing Family’s BIG ADVENTURE from Darwin to Indonesia
#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat Our short time in Australia comes to an end as we NEED to get our boat to Lombok to get hauled out by August 15th! We leave Australia and sail across the Timor Sea. We are a subu...
Sailing from Thursday Island to Darwin MADE EASY
#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat Sailing from Thursday Island to Darwin MADE EASY Sailing from Thursday Island to Darwin was a DREAM passage for our sailing family. It was long and there were many fishing vessels ...
BVI Bound! The Next Leg of Our Southbound Sailing Adventure
After picking up long-awaited spare parts in the US Virgin Islands, we leave Honeymoon Bay behind and set sail for the British Virgin Islands—our next stop on the journey south to Grenada for hurricane season. Our first destination: Norman Island, where we blow off some steam at the infamous floati...
Offshore Readiness: Captain German Guide to Prepare Yacht for Ocean Transition
Tune into 'The Offshore Log' for this vital episode, "Offshore Readiness: Captain German Guide to Prepare Yacht for Ocean Transition." Discover how to meticulously prepare your yacht for any significant ocean voyage. This episode features invaluable, practical experience from Cap...![There is only one way to join this secret YC and it’s not how you think! [Ep. 184]](https://i.ytimg.com/vi_webp/8ZY2sC5N3OE/mqdefault.webp)
There is only one way to join this secret YC and it’s not how you think! [Ep. 184]
We sailed to a place you can’t even fly to… 🌴⛵ Episode 184 takes you to one of the most exclusive yacht clubs on Earth — not because it’s expensive or famous, but because you can only get there by boat. No roads, no airports, no tourists… just untouched beauty and a hidden paradise few have ever see...
Sailing Across the Med to Africa: 300 Miles, One Big Shift
Join us as we sail 300 nautical miles across the Mediterranean Sea to a new continent — Africa! This leg of our journey, from the Balearic Islands to Melilla, marks more than just distance covered; it’s a powerful reminder of why we chose this life afloat. If you’re dreaming about liveaboard sailin...![Squalls and Sail Changes – Completing 1800nm to a Remote Pacific Paradise [Ep. 174]](https://i.ytimg.com/vi_webp/P3NJcDyLYQg/mqdefault.webp)
Squalls and Sail Changes – Completing 1800nm to a Remote Pacific Paradise [Ep. 174]
After 1800 miles at sea, we finally reach the remote Marshall Islands—an epic journey filled with intense squalls, sail changes, and unpredictable weather. Watch the thrilling final leg of our voyage sailing from American Samoa to the Marshall Islands. #sailing #adventure #travel Whenever we see ...![Crossing the DATE Line and the EQUATOR! Epic Sailing Journey In The Remote Pacific! [Ep. 173]](https://i.ytimg.com/vi_webp/qKZyOG3QElA/mqdefault.webp)
Crossing the DATE Line and the EQUATOR! Epic Sailing Journey In The Remote Pacific! [Ep. 173]
Join us on an epic sailing adventure as we cross the Equator and International Dateline, two of the most significant milestones in the world of sailing, on our journey from American Samoa to the Marshall Islands. #sailing #adventure #travel Watch as we navigate through the Pacific Ocean and exper...![Alone in the Pacific – Sailing The Road Less Traveled 2000 miles West of Hawaii [Ep. 172]](https://i.ytimg.com/vi_webp/Bj6ipGi-XCo/mqdefault.webp)
Alone in the Pacific – Sailing The Road Less Traveled 2000 miles West of Hawaii [Ep. 172]
In this gripping episode of Sailing The Road Less Traveled, we embark on a solitary journey across the vast, untamed Pacific Ocean, venturing over 2000 miles west of Hawaii. Alone on the boat, with nothing but the open sea and sky for company, we face the raw power of nature and the isolation of thi...![Setting Sail on an 1800-Mile Adventure: American Samoa to the Marshall Islands! [Ep. 171]](https://i.ytimg.com/vi_webp/nNlzAXL-iXc/mqdefault.webp)
Setting Sail on an 1800-Mile Adventure: American Samoa to the Marshall Islands! [Ep. 171]
As the sun sets over American Samoa, we leave the island behind and launch our spinnaker for some exhilarating sailing action. Watch as we catch the perfect wind, make the most of our downwind sailing, and experience the thrill of open ocean cruising under vibrant skies. #sailing #adventure #travel...