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From Sea to Summit: Sailing Martinique & Climbing Mount Pelée
Sailing Big Lost

From Sea to Summit: Sailing Martinique & Climbing Mount Pelée

Over the past week, we sailed down the eastern coast of Martinique – a charming French island in the Eastern Caribbean. We explored the colorful towns of Fort-de-France, Petite Anse d’Arlet, and Saint Anne… and ate more baguettes than we care to admit! The highlight of the week? Hiking Mount Pelée ...
  • Aug 12, 2025
  • Language: EN
  • Play Time: 00:23:42
Sails Set For Martinique #sailingbiglost #boating #sailing #boatlife
Sailing Big Lost

Sails Set For Martinique #sailingbiglost #boating #sailing #boatlife

What started as a smooth sail from Îles des Saintes to Martinique quickly turned into one of our wildest passages yet. As we sailed south through the Eastern Caribbean, we were surrounded by massive mats of sargassum, battled unpredictable gusts near Dominica, and watched fearless kiteboarders tear...
  • Aug 08, 2025
  • Language: EN
  • Play Time: 00:00:53
Our Dinghy SANK?! Sailing to Martinique
Sailing Big Lost

Our Dinghy SANK?! Sailing to Martinique

What started as a smooth sail from Îles des Saintes to Martinique quickly turned into one of our wildest passages yet. As we sailed south through the Eastern Caribbean, we were surrounded by massive mats of sargassum, battled unpredictable gusts near Dominica, and watched fearless kiteboarders tear...
  • Aug 05, 2025
  • Language: EN
  • Play Time: 00:32:53
We Left in the Wrong Weather… Then Ripped Our Sail!
Sailing Big Lost

We Left in the Wrong Weather… Then Ripped Our Sail!

What started as a simple passage from Saint Kitts to Guadeloupe quickly turned into one of our more stressful sails. With winds stronger and angles tighter than forecasted, we made the mistake of flying our Code 55—and paid the price. A loud snap, a torn sail, and a lot of lessons learned. After th...
  • Jul 29, 2025
  • Language: EN
  • Play Time: 00:24:15
After the Fun in Sint Maarten, We Set Sail for Saint Kitts
Sailing Big Lost

After the Fun in Sint Maarten, We Set Sail for Saint Kitts

After an unforgettable time in Sint Maarten—celebrating Bastille Day, ziplining through the lush hills of Loterie Farm, and soaking up the cruiser-friendly vibes of the lagoon—it’s finally time to hoist the sails again. In this episode, we say goodbye to the comforts and conveniences of Simpson Bay...
  • Jul 22, 2025
  • Language: EN
  • Play Time: 00:28:39
Boat Life in Sint Maarten: Dinghies, Beaches & Island Vibes
Sailing Big Lost

Boat Life in Sint Maarten: Dinghies, Beaches & Island Vibes

Yes, we’re still in Sint Maarten… and honestly, we’re not mad about it! We’ve been anchored in Simpson Bay for over a week now, and this island is quickly winning us over. Sint Maarten is truly a cruiser’s paradise—getting around by dinghy is easy and efficient, with everything you need just a short...
  • Jul 15, 2025
  • Language: EN
  • Play Time: 00:25:09
Into the Wind: Sailing East to Sint Maarten
Sailing Big Lost

Into the Wind: Sailing East to Sint Maarten

We set sail from the British Virgin Islands, taking on one of the most challenging points of sail: east into the trades. As we make our way to Sint Maarten, we reflect on the many passages that have brought us to this point—and why it always seems like we’re heading against the grain. With our sigh...
  • Jul 08, 2025
  • Language: EN
  • Play Time: 00:25:27
BVI Bound! The Next Leg of Our Southbound Sailing Adventure
Sailing Big Lost

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...
  • Jul 01, 2025
  • Language: EN
  • Play Time: 00:31:06
Package Delays & Island Days | USVI Boat Life
Sailing Big Lost

Package Delays & Island Days | USVI Boat Life

After our 7-day passage to the USVI, we find ourselves in island time — waiting on delayed packages before we can continue our journey south to Saint Martin for hurricane season. While we wait, it’s a week of boat projects and island adventures! We spend time troubleshooting a radar that won’t acti...
  • Jun 24, 2025
  • Language: EN
  • Play Time: 00:34:36
We Finally Made It! 1,051 Nautical Miles to Saint Thomas 🌊⛵
Sailing Big Lost

We Finally Made It! 1,051 Nautical Miles to Saint Thomas 🌊⛵

After 7 days and 2 hours at sea, we finally made landfall in Saint Thomas! This was our longest passage yet — and our first without extra hands on deck — so we’re incredibly proud to have safely navigated 1,051 nautical miles as a family. Along the way, we battled rough seas and squalls, replaced a ...
  • Jun 17, 2025
  • Language: EN
  • Play Time: 00:25:32
The Route Less Traveled: Our Passage South
Sailing Big Lost

The Route Less Traveled: Our Passage South

After months of chaos—selling a boat, buying a new one, and surviving endless shipyard setbacks—we’re finally on the move. But we’re late. Hurricane season officially began on June 1st, and we’re already behind schedule. Rather than take the traditional Thorny Path through the Caribbean, we’ve chos...
  • Jun 10, 2025
  • Language: EN
  • Play Time: 00:48:59
Our First Sail on our NEW Vision 444 Catamaran – Finally!
Sailing Big Lost

Our First Sail on our NEW Vision 444 Catamaran – Finally!

After weeks of stress and setbacks at Harbour Towne Marina, the moment we've been waiting for is finally here—we're pulling the dock lines and setting sail for the very first time aboard our brand new 2023 Vision 444 catamaran! Our destination: Xquisite Marina in Freeport, where the rest ...
  • Jun 03, 2025
  • Language: EN
  • Play Time: 00:32:33
Another Bad Week In The Shipyard
Sailing Big Lost

Another Bad Week In The Shipyard

This week hit hard. After being told the marina would cover the damage they caused during our haul out—damaging our sail drive and prop—we got a call no boat owner wants: the general manager overruled the previous decision. Now, we're left with the full bill. Another crushing blow in what’s fel...
  • May 27, 2025
  • Language: EN
  • Play Time: 00:36:51
Shipyard Setbacks & Small Wins | One Step Closer to Sailing Again
Sailing Big Lost

Shipyard Setbacks & Small Wins | One Step Closer to Sailing Again

We’ve made it through another challenging week in the shipyard — and let’s just say, it hasn’t been smooth sailing. Between two hit-and-runs, a broken sail drive, and a pile of unexpected invoices, it’s felt like for every few steps forward, we take one back. 😅 But finally... we’re seeing a light a...
  • May 20, 2025
  • Language: EN
  • Play Time: 00:17:53
Marina frustrations and damage to our brand new catamaran! # BoatLife #boataccidents #sailing
Sailing Big Lost

Marina frustrations and damage to our brand new catamaran! # BoatLife #boataccidents #sailing

Unexpected challenges while staying in the marina. Pushing forward to get all the repairs completed as soon as possible so we can sail away!
  • May 19, 2025
  • Language: EN
  • Play Time: 00:00:47
Accident After Accident — Our Toughest Week Yet!
Sailing Big Lost

Accident After Accident — Our Toughest Week Yet!

It’s been an incredibly challenging and frustrating week for the crew of Big Lost. After all the excitement and anticipation of finally closing on our brand-new Vision 444 ES, we were ready to set sail on the adventure of a lifetime. But instead, we’ve been hit with one unfortunate event after anoth...
  • May 13, 2025
  • Language: EN
  • Play Time: 00:22:01
Playing in the Florida Everglades! 🌴🐊 #everglades #boatlife
Sailing Big Lost

Playing in the Florida Everglades! 🌴🐊 #everglades #boatlife

  • May 10, 2025
  • Language: EN
  • Play Time: 00:00:46
We Bought a Boat! | Vision 444 Catamaran
Sailing Big Lost

We Bought a Boat! | Vision 444 Catamaran

After months of dreaming, planning, and searching… we finally bought a boat! 🥳 This episode is packed with all the wild and wonderful moments that led up to closing on our new Vision 444 catamaran — our floating home for the next chapter of our sailing adventures. We kicked things off with a thrill...
  • May 06, 2025
  • Language: EN
  • Play Time: 00:28:29
Meet Conor | Sailing Big Lost Captain
Sailing Big Lost

Meet Conor | Sailing Big Lost Captain

From the snowy mountains of Idaho to the turquoise waters of the Caribbean, Conor’s life has always been about chasing adventure. Dirt bikes, skiing, waterskiing, hunting, and sailing — his childhood was packed with energy, freedom, and a growing love for the outdoors. In this video, Conor shares h...
  • Apr 30, 2025
  • Language: EN
  • Play Time: 00:10:37
Meet the Crew | Kelly – From Chaos to Calm: My Journey to Sea Life 💙⚓
Sailing Big Lost

Meet the Crew | Kelly – From Chaos to Calm: My Journey to Sea Life 💙⚓

Meet the Crew – Kelly | Sailing Big Lost Where do you even start when telling your life story? In this episode, Kelly shares her raw, real, and inspiring journey—from Seattle roots and horse show dreams to high-powered real estate and a full pivot to life at sea. This isn’t just a story about saili...
  • Apr 22, 2025
  • Language: EN
  • Play Time: 00:11:24
The Truth About Our Boat Buying & Selling Journey
Sailing Big Lost

The Truth About Our Boat Buying & Selling Journey

We bought a catamaran. Then we sold it. Now we’re living the landlubber life in Florida… while working our way through the contract contingencies on our next catamaran. ⛵️🌴 Yep, it’s been a journey — full of wild lessons, emotional decisions, and a whole lot of growth. In this video, we’re opening ...
  • Apr 15, 2025
  • Language: EN
  • Play Time: 00:39:21
Boat Shopping and Universal Thrills! #sailingfamily #boating #catamaransailing
Sailing Big Lost

Boat Shopping and Universal Thrills! #sailingfamily #boating #catamaransailing

  • Apr 14, 2025
  • Language: EN
  • Play Time: 00:01:02
We Made an Offer! Boat Life Decisions & Florida Thrills
Sailing Big Lost

We Made an Offer! Boat Life Decisions & Florida Thrills

🚨 Big News! In this episode, we travel to Georgetown, South Carolina to check out a boat we've had our eyes on—and things get real when we decide to put it under contract! 😱⚓ But it's not all business... After a huge boat life milestone, we surprise the kids with a special family adventur...
  • Apr 08, 2025
  • Language: EN
  • Play Time: 00:15:48
We Say Goodbye to Big Lost and remember the journey that led us to where we are today! #sailing
Sailing Big Lost

We Say Goodbye to Big Lost and remember the journey that led us to where we are today! #sailing

  • Apr 06, 2025
  • Language: EN
  • Play Time: 00:00:58
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