Watch Sailing & Boating Adventures Around the World – Page 2 of 8
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The Most Crowded Anchorage We’ve Ever Seen | Horta, Azores #atlanticcrossing #azores
After completing our Atlantic crossing from Bermuda to the Azores aboard our Kadey Krogen 55, with our dog, we finally arrive in the legendary sailing port of Horta on Faial Island. We expected a warm welcome, incredible scenery, and a chance to relax after nearly 2,500 miles at sea. What we didn’t ...
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...
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...
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...
OUR FIRST 1,000 MILE PASSAGE, KILLER WHALES AND A STOWAWAY #atlanticcrossing #luxuryyachtlife
🌊 Our First 1,000-Mile Atlantic Passage: Killer Whales, a Stowaway & No Land in Sight After months of cruising through the Caribbean, it’s finally time for the biggest adventure we’ve undertaken yet as liveabord sailors; the first leg of our Atlantic crossing aboard our Kadey Krogen 55, MOONFLE...
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...
Crossing the Pacific Changed Our Family
After months of preparation and 24 days at sea since leaving Panama, we finally crossed the Pacific Ocean and arrived in Nuku Hiva in the Marquesas Islands of French Polynesia. This crossing pushed our family physically and mentally in ways difficult to explain. Interrupted sleep, endless sail chang...
We Found the PRETTIEST Island in the Caribbean E382
This week aboard SV Wildly Intrepid we explore what might be the most beautiful island we’ve visited all season… 🌴🇻🇮 Sailing the US Virgin Islands with our buddy boat, we explore St John Island and hike the incredible trail from Francis Bay while discovering the crystal clear waters of Francis Bay ...
We Fixed the Sail… But Now the Rigging Might Fail | Day 8
We Fixed the Sail… But Now the Rigging Might Fail | Day 8 We fixed the sail and set off again… but now we’re worried the rigging might fail. After tearing our sail on our first attempt to leave the Bahamas, we finally get it repaired and feel ready to try again. We haul anchor, hoist the sails, an...
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...