Watch Sailing & Boating Adventures Around the World

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.

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Reef entry chaos – the kids pick the worst time!
A Life Awry Sailing

Reef entry chaos – the kids pick the worst time!

This week, we head out to experience the Great Barrier Reef with our two little ones — and lets say entering the reef was an adventure in itself! Between the nerves and a whole lot of chaos, it definitely wasn’t the smooth family reef trip we had imagined. But once we finally made it in… WOW. 🤿🌊 T...
We Finally Stopped Rushing… Life Aboard Got Quiet
Sailing Big Lost

We Finally Stopped Rushing… Life Aboard Got Quiet

After nearly two years of always moving toward the next island, the next passage, the next boat project, or the next deadline… life aboard Big Lost finally got quiet. After a week of almost everyone onboard being sick, slowing down was exactly what we needed. Our cruising friends are starting to sc...
I jumped aboard a runaway catamaran in 30 knots
A Life Awry Sailing

I jumped aboard a runaway catamaran in 30 knots

Two months ago, we left Brisbane with our two kids and set off on a wild adventure north. We had no idea how far we'd get as a family of four, but Airlie Beach had always been the goal. Along the way, we've explored some incredible islands, met fellow cruising families, and had plenty of...
What is it REALLY like living full-time on a boat with kids?
A Life Awry Sailing

What is it REALLY like living full-time on a boat with kids?

What is it REALLY like living full-time on a boat with kids? From the outside, boat life can look pretty idyllic — waking up in beautiful places, swimming off the boat, exploring islands and having adventures as a family. But the reality is… it’s not always that simple. Living on a 38-foot sailbo...
This is what happens when you live on a boat
A Life Awry Sailing

This is what happens when you live on a boat

We’re back at Middle Percy Island! 🌴⛵ After a pretty disastrous start to our stay — blocked toilets, hungry kids, a BBQ fire, burnt dinner and a very rolly anchorage — things finally started looking up! We explored this remote little slice of Queensland, visited the working homestead, met the anim...
We Wanted a Different Life… This Is Where It Took Us
Sailing Big Lost

We Wanted a Different Life… This Is Where It Took Us

We left Idaho looking for a different life. We had no idea that decision would eventually take our family across the Caribbean, through the Panama Canal, across the Pacific Ocean and all the way to French Polynesia. This week, the weather kept us sitting still in Tahiti—and for once, that gave us a...
6 years of sailing…we should have done this sooner!
A Life Awry Sailing

6 years of sailing…we should have done this sooner!

After six years of sailing our 38ft sailboat, it was finally time for me to learn how to take control of her myself. When we bought AWRY, Kieran and I always planned to learn together. But a year later we started our family, and without really deciding it, we naturally fell into our roles — Kieran ...
We found a simple way to make boat life easier
A Life Awry Sailing

We found a simple way to make boat life easier

Living on a boat sounds pretty idyllic… until you need to do a grocery shop😅 We’ve been spending the last two weeks exploring the Keppel Islands, but with our next move coming up, it’s time to seriously restock the boat. The problem? We don’t have a car. That means anchoring close enough to a sup...
A Military Closure Forced Us To Stop
A Life Awry Sailing

A Military Closure Forced Us To Stop

Five weeks after leaving the dock in Brisbane, we're finally starting to find our rhythm as a family of four living aboard our sailboat. This week, an unexpected military closure means we're stuck in the stunning Keppel Islands for two weeks. At first, we weren't sure what we'd ...
I finally discovered what makes me sea sick |  Family of 4 living aboard
A Life Awry Sailing

I finally discovered what makes me sea sick | Family of 4 living aboard

Some days on the water remind us exactly why we chose this life. This week, we set off before sunrise on a 70-nautical-mile sail to our next destination. With calm weather, a beautiful day ahead, and 13 hours on the water, we settle in for another family adventure. Like any journey, there are a fe...
Why We Chose Boat Life (And What It Really Costs)
A Life Awry Sailing

Why We Chose Boat Life (And What It Really Costs)

Why did we choose a boat over a house? And what does it really cost to live on a sailboat? These are two of the questions we get asked the most, so in this week's episode we're sharing the honest answers. When we first bought our sailboat back in 2019, it was all about adventure. But ove...
We dreamed of this life but its harder than we expected
A Life Awry Sailing

We dreamed of this life but its harder than we expected

Life on a sailboat isn't always sunshine and perfect anchorages. This week we're anchored at Pancake Creek, where we set off on a family walk to the lighthouse before the weather has other plans. After a few days stuck onboard with two young kids, we start questioning whether this lifesty...
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....
A week aboard our floating off-grid home
A Life Awry Sailing

A week aboard our floating off-grid home

After leaving Bundaberg, we continue our journey north, making our way towards Pancake Creek. Life aboard isn't always picture-perfect. Some days are long, the motor runs more than we'd like, and the swell reminds us who's really in charge. But along the way, we managed to land a cou...
Rescued At Sea: Boat Adrift in Open Ocean. Episode 43
Sailing Banana Pancakes

Rescued At Sea: Boat Adrift in Open Ocean. Episode 43

From Chaos to Kindness | Sailing from Dominica to Martinique (ft. Engine Trouble, Mahi & a Rescue!) We left Dominica with over 20 knots of wind and immediately broke a cleat holding the Genoa—then the Genoa took out our light. Welcome to offshore sailing! Rough seas, tangled lines, and flying f...
Stuck in the Río Dulce, Dreaming of Ocean Adventures!
Sailing Big Lost

Stuck in the Río Dulce, Dreaming of Ocean Adventures!

Bordom has set in and we are ready to leave the Río Dulce for a change of scenery but we are stuck waiting on Lithium Ion Batteries and opportune weather windows. Join us as we celebrate Maddie's 11th birthday and make the best of boat life with our fellow cruisers! ✨ Don’t forget to LIKE, CO...
🎥 Facing Our FEARS and Things Breaking UNFILTERED Sailing FAMILY of 6 in the ABACO ISLANDS (Ep. 20)
Sailing Machete

🎥 Facing Our FEARS and Things Breaking UNFILTERED Sailing FAMILY of 6 in the ABACO ISLANDS (Ep. 20)

Follow along as our family of 6 cruises through the Abaco Islands. Things are already starting to break on the boat and we've only been on cruising for a few weeks. We cruise through Green Turtle Cay, No Name Cay, and Elbow Cay trying to move quickly because we are needing to get south before...
Sailing and Seeking Summit Sunsets!
Sailing Vantage

Sailing and Seeking Summit Sunsets!

In this video we sail again, explore a new beach, have unfortunate accident, and go on an epic hike in search of an incredible sunset. Like and subscribe to follow along as we undertake the biggest adventure of our lives as our family sails the Sea of Cortez in Baja Mexico. Thank you for watching,...
Finally Getting In The Sailing Groove
Sailing Vantage

Finally Getting In The Sailing Groove

What do you do when you check off a ton of boat work? Go sailing! In this video we sail to a new anchorage, explore it by paddleboard, finally fly our drone (while under attack!), and show you a little bit of what life in La Paz has been like for us since we moved down to Mexico. Like and subscrib...
Boat Work, Dinghy Redemption, and Spontaneous Jam Session!
Sailing Vantage

Boat Work, Dinghy Redemption, and Spontaneous Jam Session!

After our first sail aboard our new-to-us Catalina 42 sailboat, we had a long list of boatwork and provisioning to complete. Watch as we discover what actually happened when we "ran out of fuel", finally go on our first dinghy ride, and accidentally join a musical performance. Like and su...
Boat Tour – Come See Our Floating Home!
Sailing Vantage

Boat Tour – Come See Our Floating Home!

How do three adults and two kids manage to fit aboard and live on a 42' sailboat?? In this video we take you on a tour through our 1991 Catalina 42 mk1, showing you some of our favorite features and how we manage to fit everything in! Like and subscribe to follow along as we undertake the big...
Our First Time Sailing The Boat!
Sailing Vantage

Our First Time Sailing The Boat!

Having finally moved aboard our Catalina 42, our next big challenge was taking our sailboat out for our first sail! In this video we leave the dock behind, go for a sail, and run into some significant issues along the way. Watch along as we learn the ropes and overcome challenges to make it back saf...
Crossing the Pacific – 3,000 Nautical Miles of Nothing [🎥38🌏]
The Sailing Family

Crossing the Pacific – 3,000 Nautical Miles of Nothing [🎥38🌏]

We depart the Galapagos for the Marquesas Islands, 3,000 nautical miles across the empty Pacific. Along the way we have total carnage in terms of breakage (chafe, ripped sails, leaking hatches) and some health issues aboard. This is Part 1 of a 3 part series. Join us every Monday for a new release! ...
Washing & Waterfalls | Sailing with Six | Ep 8
Sailing with six

Washing & Waterfalls | Sailing with Six | Ep 8

We do a load of hand washing while underway and head toward Baie De Prony in Southern New Caledonia, where the coral meets the bush. This contrast of bush and red dirt after just being on white beaches with coral was such a spin out. It’s amazing the places you can explore on the boat. We hike th...
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