Watch Sailing & Boating Adventures Around the World – Page 2 of 11

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We Never Expected to Find Family Here
Sailing Big Lost

We Never Expected to Find Family Here

When we left home to sail around the world, we thought the hardest part would be leaving our family behind. What we never expected was finding another family halfway around the world. After arriving in Moorea, we finally slow down enough to enjoy everything this incredible island has to offer—from...
Goodbye Saba… A 3-Day Caribbean Sailing Adventure to Guadeloupe E392
Wildly Intrepid Sailing

Goodbye Saba… A 3-Day Caribbean Sailing Adventure to Guadeloupe E392

Leaving Saba was one of the hardest departures yet. It quickly became one of our favorite islands in the Caribbean, but the weather had other plans. With stronger winds on the way, it was time to keep heading south. Our original plan was to spend a few days exploring St. Kitts and Nevis, but the an...
Sailing to Moorea Was Hard, The Reward Made It Worth It
Sailing Big Lost

Sailing to Moorea Was Hard, The Reward Made It Worth It

After weeks of exploring the remote atolls of the Tuamotus, it was finally time to sail to Moorea in French Polynesia. What looked like a straightforward overnight passage quickly reminded us that the ocean always has the final say. Rough seas, seasickness, and an uncomfortable sail tested the enti...
Our FINAL Day on Saba | The Caribbean’s Most Incredible Island? E391
Wildly Intrepid Sailing

Our FINAL Day on Saba | The Caribbean’s Most Incredible Island? E391

Saba completely stole our hearts, and saying goodbye wasn't easy. 🌋❤️ Before setting sail, we squeezed every last adventure out of what has become our favorite island in the Caribbean. Our final day starts with one last spectacular hike from The Bottom to Windwardside via the beautiful Crispee...
We Came for Paradise    We Found Something Better
Sailing Big Lost

We Came for Paradise We Found Something Better

We crossed an ocean chasing paradise. What we found was something even more valuable. For months, our family had been working toward this moment. Crossing the Pacific meant weather windows, long passages, constant planning, and the relentless pursuit of the next destination. Every mile brought us ...
Sailing to Saba: The Caribbean’s Hidden Jurassic Island E390
Wildly Intrepid Sailing

Sailing to Saba: The Caribbean’s Hidden Jurassic Island E390

Saba completely blew us away. 🤯 After waiting for the perfect weather window, we finally sailed to one of the least-visited islands in the Caribbean—and it instantly became one of our favorites. Towering straight out of the sea, Saba looks more like something from Jurassic World than the Caribbean...
We Came for the Sailing… We Stayed for the Friendships
Sailing Big Lost

We Came for the Sailing… We Stayed for the Friendships

We thought sailing around the world would be all about the destinations. The turquoise lagoons. The remote islands. The adventure. But somewhere along the way, we realized the places weren't what changed us the most. It was the people. In this episode, we spend our final days in beautiful T...
We Hiked a Volcano with a 2 & 4 Year Old! | Mount Scenery, Saba E389
Wildly Intrepid Sailing

We Hiked a Volcano with a 2 & 4 Year Old! | Mount Scenery, Saba E389

After finally finding the perfect weather window, we arrive in spectacular Saba and check in by sailboat to one of the most unique islands in the Caribbean. Our adventure begins with a ride along the legendary "Road That Couldn't Be Built"—an engineering marvel carved into impossibly...
We Thought Success Looked Like This    We Were Wrong
Sailing Big Lost

We Thought Success Looked Like This We Were Wrong

We crossed an ocean dreaming about places like Fakarava. World-famous dives, crystal-clear lagoons, black pearls, and remote islands were everything we had imagined. But somewhere along the way, we realized this journey was changing more than our location. It was quietly changing the way we measured...
We hit Rocks at six knots! Distracted by phone!!
The Cruising Kiwis

We hit Rocks at six knots! Distracted by phone!!

Captain Checked his Phone then We Crashed into Rocks What should have been a short, routine sail between two anchorages in Antigua turned into one of our most expensive mistakes. A moment of distraction, the captain checking his phone, saw Javelot ran onto rocks, causing damage to both hulls and ca...
Our First Overnight Sail as a Family
Finding Our Isla Sailing

Our First Overnight Sail as a Family

Our first overnight sailing passage took us from St. Martin to the U.S. Virgin Islands aboard our Lagoon 450 catamaran—and honestly, it wasn't what we expected. As a family of six living aboard full-time, sailing through the night with our kids was one of the biggest milestones of our journey....
Sailing to a Volcano: The Caribbean’s Island in the Clouds E388
Wildly Intrepid Sailing

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...
We Came for Fakarava’s Wall of Sharks — But Left With Something More
Sailing Big Lost

We Came for Fakarava’s Wall of Sharks — But Left With Something More

We crossed the Pacific dreaming about one incredible experience: Fakarava's legendary Wall of Sharks. Every year around the June full moon, thousands of groupers gather in Fakarava, French Polynesia, to spawn. Where thousands of fish gather, hundreds of sharks follow, creating one of the most f...
Caribbean Festival, Wasp Attack & Boat Repairs! ⛵ E387
Wildly Intrepid Sailing

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...
Life In the Tuamotus Isn’t As Easy As It Looks
Sailing Big Lost

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...
Everything Has Changed
The Cruising Kiwis

Everything Has Changed

Everything Has Changed For the first time in more than two months, our family is about to be reunited aboard our sailing catamaran Javelot. While I've been in England, following the loss of my brother Angus, Rob, Declan and Ivan have continued exploring the Caribbean without me. But now, with...
WORST WEEK EVER! Injury, Storm Damage & Boat Chaos 😱⛵ E386
Wildly Intrepid Sailing

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...
This Is Why We Crossed The Pacific
Sailing Big Lost

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...
What a Normal Week Looks Like Living on a Sailboat in the Bahamas | VLOG 310
Sailing Sunday

What a Normal Week Looks Like Living on a Sailboat in the Bahamas | VLOG 310

This week we're sharing our life living on a sailboat in the Bahamas! We're enjoying beach days with the family and Jackson our dog, celebrating a beautiful wedding with our friends, spotting dolphins and sharing another week of life aboard our sailboat. Thanks for coming along for the adv...
DON’T MISS These St. Martin & Sint Marteen Highlights! ✈️ Carnival & Giant Planes E385
Wildly Intrepid Sailing

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 Weren’t Ready to Leave Yet | Life in the Marquesas
Sailing Big Lost

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 ...
From Paradise to France! Overnight Sail, Tuna Feast & St. Martin’s French Lifestyle E384
Wildly Intrepid Sailing

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...
Life After Landfall | Exploring the Marquesas Following Our Pacific Crossing
Sailing Big Lost

Life After Landfall | Exploring the Marquesas Following Our Pacific Crossing

After crossing more than 3,000 miles of Pacific Ocean, we finally had a chance to slow down and enjoy life in the Marquesas Islands. But life after landfall isn't just tropical anchorages and waterfalls. There were still boat projects to finish, new places to explore, and old friends to reunite...
My Son Had To Retrieve His Spear… While Sharks Circled 😳🦈
Finding Our Isla Sailing

My Son Had To Retrieve His Spear… While Sharks Circled 😳🦈

One of those moments that reminds you we’re visitors in their world. 🦈 Krew speared a fish, but it became lodged in the rocks. Within seconds, two sharks showed up and started circling. We left the water immediately and came back later to retrieve the spear. The sharks were still there. The missi...
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