Watch Sailing & Boating Adventures Around the World

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We Went Up to FIX Something… Then Broke THIS 😳⛵
Finding Our Isla Sailing

We Went Up to FIX Something… Then Broke THIS 😳⛵

Nothing is ever just ONE project on a sailboat. 😂⛵ Ashton headed up the mast to inspect the rigging and make sure everything looked good. Then, because apparently the boat felt like our project list wasn't long enough… we broke the electric winch. 🤦‍♀️ Boat project math: 1 thing to check + ...
The Red Bastard Strikes Again WHS189
Wind Hippie Sailing

The Red Bastard Strikes Again WHS189

Patreon: Paypal: Merch store: For more regular photo updates and boating life, check out my instagram page: @boatlizard I am a solo sailor working on my circumnavigation. My boat is a 27-foot-long sloop named Gecko. Follow me on my journey as I learn about heavy weather sailing, the trials of bei...
Holly vs Entropy WHSE188
Wind Hippie Sailing

Holly vs Entropy WHSE188

Patreon: Paypal: Merch store: For more regular photo updates and boating life, check out my instagram page: @boatlizard I am a solo sailor working on my circumnavigation. My boat is a 27-foot-long sloop named Gecko. Follow me on my journey as I learn about heavy weather sailing, the trials of bei...
S1E57. We Found GAS Where It Should NEVER Be! 😳 | Dangerous Boat Repair
Sailing UV ( UltraViolet )

S1E57. We Found GAS Where It Should NEVER Be! 😳 | Dangerous Boat Repair

Welcome back to Sailing UV — the greatest sailing show on earth! 🌊 This week we're getting dragged back to work, and things get a little more serious than your average boat project. We start with a boat that came in with an electrical problem — an engine that was randomly losing voltage and s...
Here be there Whirlpools WHS187
Wind Hippie Sailing

Here be there Whirlpools WHS187

Patreon: Paypal: Merch store: For more regular photo updates and boating life, check out my instagram page: @boatlizard I am a solo sailor working on my circumnavigation. My boat is a 27-foot-long sloop named Gecko. Follow me on my journey as I learn about heavy weather sailing, the trials of bei...
S1E55. Massive Boat Projects, DIY Upgrades & Life Aboard Our 57′ Sailboat
Sailing UV ( UltraViolet )

S1E55. Massive Boat Projects, DIY Upgrades & Life Aboard Our 57′ Sailboat

Every week brings another challenge... and this one is packed with them. Join us as we spend another week deep in the boatyard working on everything from custom woodworking and electronics to upholstery, rub rails, refits, and upgrades—all while continuing the restoration of our 1996 Henry Morgan 5...
In and Out and In Again WHS186
Wind Hippie Sailing

In and Out and In Again WHS186

Patreon: Paypal: Merch store: For more regular photo updates and boating life, check out my instagram page: @boatlizard I am a solo sailor working on my circumnavigation. My boat is a 27-foot-long sloop named Gecko. Follow me on my journey as I learn about heavy weather sailing, the trials of bei...
Leaving Greece for Land Life in Türkiye | Winterizing Our Catamaran ⛵
Sailing Okaliptüs

Leaving Greece for Land Life in Türkiye | Winterizing Our Catamaran ⛵

Ep. 218 ~ Living aboard full-time means there's a lot more to leaving your boat than simply locking the door and walking away! In this episode, we are in Preveza, Greece, where we prepare Oka for several months in a marina while we are on land in Türkiye. From replacing our old anchor chain an...
The Realities of Living at Anchor | Solving Everyday Boat Problems Ep. 75 #boatlife
Sailing Roam

The Realities of Living at Anchor | Solving Everyday Boat Problems Ep. 75 #boatlife

Life at anchor isn't always about sailing. Sometimes it's about solving the everyday challenges that come with living aboard full-time. In this episode, we've settled into one of our favorite anchorages in Spa Creek, Annapolis, and we're tackling three very different problems—ea...
S1E54. The REAL Cost of DIY Restoring a 57ft Sailboat… ($7,000 Mistake!)
Sailing UV ( UltraViolet )

S1E54. The REAL Cost of DIY Restoring a 57ft Sailboat… ($7,000 Mistake!)

⚓ Welcome back to Sailing UV! This week you're coming to work with us. From installing electronics on brand-new fishing boats, working on massive yacht refits, checking out beautiful wooden classics at Spalding Boat Works, chasing Violet around the dog park, and finally bringing home a $7,000...
Our Sailboat Is Almost Back Where It Belongs
Leading the Escapade

Our Sailboat Is Almost Back Where It Belongs

After two weeks on the hard stand smashing through boat jobs, we're getting closer than ever to putting Escapade back in the water! This week we freshen up the bottom with a new coat of antifoul, install our brand new headsail, varnish the cockpit table, oil the shower grate, fit a new Rocna s...
What I Found Inside the Stern Tube Changed Everything WHSE184
Wind Hippie Sailing

What I Found Inside the Stern Tube Changed Everything WHSE184

Patreon: Paypal: Merch store: For more regular photo updates and boating life, check out my instagram page: @boatlizard I am a solo sailor working on my circumnavigation. My boat is a 27-foot-long sloop named Gecko. Follow me on my journey as I learn about heavy weather sailing, the trials of bei...
S1E53. I Work on Boats All Day… Then Fix My Own | Shore Power MELTDOWN & $7,000 Transmission!
Sailing UV ( UltraViolet )

S1E53. I Work on Boats All Day… Then Fix My Own | Shore Power MELTDOWN & $7,000 Transmission!

Some people clock out after work... I spend all day repairing other people's boats... then come home and work on my own until dark. In this episode of Sailing UV, you'll come along for another week of life balancing a full-time job in a professional boatyard while slowly bringing our neg...
Motoring Caused the Leak… So We Motored to Fix It WHSE183
Wind Hippie Sailing

Motoring Caused the Leak… So We Motored to Fix It WHSE183

Patreon: Paypal: Merch store: For more regular photo updates and boating life, check out my instagram page: @boatlizard I am a solo sailor working on my circumnavigation. My boat is a 27-foot-long sloop named Gecko. Follow me on my journey as I learn about heavy weather sailing, the trials of bei...
Back to the Boat, Back to the Journey WHSE182
Wind Hippie Sailing

Back to the Boat, Back to the Journey WHSE182

Patreon: Paypal: Merch store: For more regular photo updates and boating life, check out my instagram page: @boatlizard I am a solo sailor working on my circumnavigation. My boat is a 27-foot-long sloop named Gecko. Follow me on my journey as I learn about heavy weather sailing, the trials of bei...
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...
Catamaran Workshop Reveal: The ULTIMATE Refit Upgrade
Holly and Ray

Catamaran Workshop Reveal: The ULTIMATE Refit Upgrade

We are thrilled to be back on the water after completing our major catamaran refit! As we settle back into life aboard, we're busy fine-tuning our new systems, testing upgrades, and getting everything dialed in for the adventures ahead. In this video, we reveal what might be the best upgrade o...
We Finally Fixed the Worst-Looking Part of Our Boat Ep. 277
Sailing Zephyr

We Finally Fixed the Worst-Looking Part of Our Boat Ep. 277

After months of projects, upgrades, and hard work, Zephyr 2.0 is finally starting to become the boat we’ve always dreamed of. This episode takes us to the Bahamas where James tackles one of the biggest transformation projects yet. Out goes the tired old lazy bag and in comes a beautiful new custom ...
We need Justice! #budgetsailing #sailingcouple  #liveaboard
Sailing Into the Mystic

We need Justice! #budgetsailing #sailingcouple #liveaboard

This short is a deviation from our regular shorts associated with our sailing episodes. Unfortunately, just after we sailed into Bahia de los Angeles on May 28, 2026, we were victims of violence by another American who was using drugs and hiding there from legal issues in the United States. After...
S1E50. Fixing Leaks, Electrical Problems & Boat Life with Violet
Sailing UV ( UltraViolet )

S1E50. Fixing Leaks, Electrical Problems & Boat Life with Violet

The reality of living aboard an old sailboat? Sometimes you're fixing leaks... sometimes you're chasing electrical gremlins... and sometimes you're just trying to make dinner before everything falls apart. 😂 In this episode of Sailing UV, we tackle flickering galley lights, track dow...
We Somehow Made It To The Bahamas…Then The Boat Work Started – Ep.276
Sailing Zephyr

We Somehow Made It To The Bahamas…Then The Boat Work Started – Ep.276

In our last episode we splashed the boat and moved her to a new marina… and now somehow we’re already in the Bahamas?! Things moved fast after that. My dad flew out to help James bring our new catamaran all the way from a freezing North Carolina down to the Bahamas. Unfortunately the cameras didn’t...
Guess How Much We Spent On Our Catamaran!
Finding Our Isla Sailing

Guess How Much We Spent On Our Catamaran!

After weeks of battling Christmas winds, rough anchorages, and learning how to sail our Lagoon 450, we finally arrived in Saint Martin — the cruiser "Promised Land." And then we spent $12,870.66. 😳 In this episode, we're transforming Isla from a bare-bones boat into a true home for ...
Quick Update #sailing #budgetsailing #liveaboard #sailingcouple
Sailing Into the Mystic

Quick Update #sailing #budgetsailing #liveaboard #sailingcouple

We are pausing our regular Sunday episode schedule because something serious has happened. Tim and I, along with friends, were attacked by someone with a knife, highlighting the critical need for personal safety and self defense. We'll be back soon with more content, but for now, we need a week...
S1E49. I FOUND the Source of the NASTY Boat Smell… 🤢 | DIY Shower Sump Install
Sailing UV ( UltraViolet )

S1E49. I FOUND the Source of the NASTY Boat Smell… 🤢 | DIY Shower Sump Install

🚨 THE BOAT FINALLY DOESN’T SMELL LIKE A SWAMP… 🚨 This week aboard Sailing UV, we tackle one of the nastiest problems we’ve had living on the boat… the shower draining straight into the bilge. 🤢 Turns out, shower water + bilge funk = absolutely disgusting. So in this episode, we rip into the boat ...
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