Watch Sailing & Boating Adventures Around the World tagged “Boat life”
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She Wanted to Quit… But She Didn’t ❤️🥹
She was tired. Her legs hurt. She wanted the hike to be over. But she kept putting one foot in front of the other. Some of the biggest lessons don’t happen in a classroom—they happen on the trail, one step at a time. These are the moments that remin...
POV: You Quit Your Job… and This Still Happens 😂
We quit our jobs, sold our house, and sailed across the Pacific so our kids could experience places most people only dream about. And somehow... Wi-Fi is still part of the adventure. 😄 Turns out, even in paradise, kids are still kids—and honestly, we ...
What’s your favorite memory on your boat? ⛵️
We asked three cruising couples to share theirs— the good, the bad, and everything in between. Hear their stories and the advice in our latest video.
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....
We’re Not Collecting Souvenirs… ❤️
Most people travel to collect souvenirs. We're collecting something different—moments that become memories and memories that become the stories we'll tell for the rest of our lives. Join us as we continue sailing around the world aboard Big Lost. #sail...
His Little Brother Couldn’t Believe What Happened… 🎣😂
You never know what’s going to bite when you’re fishing off the back of a sailboat. Watching Krew catch a fish with Miles and Nana wasn’t about the size of the catch—it was about the excitement, the laughter, and making memories together. This is...
Jude’s New Favorite: Our Quiet 2.5kW U2 Electric Outboard from Momentum! ⚡🚤
We’re loving our new Momentum U2 2.5kW electric outboard motor! Super powerful, whisper-quiet, zero fumes, and best of all — no more pull starts! Jude has officially taken charge of driving the dinghy and she’s never going back 😄 Clean, reliable p...
Nothing Could Have Prepared Us for This 🦈
Hundreds of blacktip reef sharks. Crystal-clear water. A dream we'd talked about for years. No documentary could prepare us for what it actually felt like to dive Fakarava's legendary Wall of Sharks. These are the moments that remind us why we crossed an ...
What It’s Like Arriving in Bergen by Sailboat for the First Time – Ep 278
Join us as we sail into Bergen Norway for the first time. First impressions, first experiences and exploring the highlights of Norway's most beautiful city. NEW VIDEOS EVERY SUNDAY! Please subscribe and share our videos - every bit of support is much app...
Would You Let Your Kid Climb This? 😳⛵
Boat kids learn a little differently. 🌊 Miles loves climbing the rigging on our catamaran, building confidence, strength, and respect for life at sea. Every adventure becomes another lesson as we raise our family while sailing the Caribbean. Would you...
Destroying our New Solar Panels on Purpose… | Step 492 (Part 2)
▸ Take your personal data back with Incogni! Use code SAILINGUMA at the link below and get 60% off an annual plan: https://incogni.com/sailinguma In this week's episode, we destroy our solar panels on purpose...in the name of science. ▸ JOIN THE UM...
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 ...
Crossing the Med Pt2
Join me for Part 2 of my solo Mediterranean crossing as I leave Lampedusa before sunrise and make the final passage to Malta. After a slight navigational detour leaving the harbour to avoid a restricted area, the day quickly turned into one of those passa...
Sailing away from Panama City Episode 498
This video we finally sail away from Panama City!! If you have joined the crew and never recieved an email check your spam folder some peoples ended up in there. ❤️ SUPPORT THE CHANNEL Patreon: https://www.patreon.com/sailingcatalpa 📲 FOLLOW ALO...
Exploring One of Newfoundland’s Most Remote Fjords 🇨🇦 #Shorts
Grey River is one of Newfoundland's most remote communities—accessible only by boat or helicopter—and the surrounding fjord is every bit as spectacular as we'd imagined. This is exactly why we sailed here. Watch the full episode here - https://youtu....
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 m...
My First Solo Sail… Then the Engine Died — Sailing Yabá
⚓ Subscribe to follow our journey: If you want to see the full haul-out and the technical challenges of maintaining a handmade wooden boat, make sure to hit that subscribe button! → https://bit.ly/3dI3hBn 💙 *Support the adventure:* 🌊 *Join our c...
Taking a Break from Boat life
We’re back on the boat after taking a week's break in the UK visiting family and friends, and there have been a few important updates to share from life aboard our sailing catamaran in Greece. I’ve brought more solar panels onboard, ready to be fitted ...
A Different Kind of Boat Life
Our first miles on the North Sea and a new chapter ahead.🌊 Get an exclusive 15% discount on Saily data plans! Use code WYNNS at checkout. Download Saily app or go to https://saily.com/wynns https://www.gonewiththewynns.com ☝Behind the Scenes, Gear Gu...
Kid Jumps Off the Top of Our Sailboat! 🤯⛵
Nothing beats a day at anchor! 🌊 Krew couldn’t resist sending it from the top of our catamaran—and moments like these are exactly why we chose this life. We’re a family of five sailing the Caribbean aboard Isla, making memories one jump, one isl...
Sailing Into The Night On Our Way To Borneo
Enjoying a beautiful downwind sail at sunset across the Makassar Strait on our way to Kalimantan, Borneo, we had no idea what a fraught night passage lay ahead of us. Watch our full Episode 148 - "We Were the First Yachts Ever to Visit This Island... Then ...
Living on a Sailboat: Honest Stories from 3 Couples
If you’ve ever wondered what boat life is really like, this one’s for you. After completing a major refit, we finally set sail again for the first time to test our new rig and mainsail. We cruised along the stunning rocky coastline of New Zealand, wi...
20 Feet of Awesome! | Nordica 20 Micro Cruiser | Full Tour
#nordica20 #pocketcruiser #microcruiser #trailersailer #boatfoolssailing #sailing 20 Feet of Awesome! | Nordica 20 Micro Cruiser | Full Tour The Nordica 20 is one of the most capable micro cruisers (or "pocket cruisers") ever built—and Canadian Ken an...