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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The BEST Place We’ve Ever Sailed 🥰
Sailing La Vagabonde

The BEST Place We’ve Ever Sailed 🥰

Riley and Elayna of Sailing La Vagabonde declare Raja Ampat, Indonesia, their finest anchorage after eleven years of circumnavigation, exploring vibrant coral reefs, local vocational schools, and remote island passages.
Hundreds of miles of rough sailing only to be turned away from our dream destination
Sam Holmes Sailing

Hundreds of miles of rough sailing only to be turned away from our dream destination

Sam Holmes tackles a grueling 450nm upwind passage across the Halmahera Sea to Raja Ampat, navigating fouled anchors, heavy seas, and sudden conservation permit closures.
How to Set a Stern Anchor Solo WHS190
Wind Hippie Sailing

How to Set a Stern Anchor Solo WHS190

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...
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...
RAJA AMPAT a dream sail come true
Expedition Drenched

RAJA AMPAT a dream sail come true

Get an exclusive 15% discount on Saily data plans! Use code Drenched at checkout. Download Saily app or go to and use our code DRENCHED at Checkout Thank you to Saily for sponsoring this video and helping support Expedition Drenched! Hey guys! Welcome back! We’re in Raja Ampat, sailing, diving an...
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...
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...
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...
The Calm Before the Trade Winds | Indonesia to Christmas Island (Part 1)  – Ep. 279
Solo sailing around the world

The Calm Before the Trade Winds | Indonesia to Christmas Island (Part 1) – Ep. 279

Leaving the Lombok Medana Bay Sailing Community for the Indian Ocean at the end of May 2026! The southeast trade winds are building. By July they're stronger, and by August they're at their peak. That's why I'm leaving Indonesia early, aiming to sail all the way to Mauritius. ...
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...
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...
E228 – Engine Failure at Sea | The Dreaded Diesel Bug
Sailing No Regrets

E228 – Engine Failure at Sea | The Dreaded Diesel Bug

We set sail for Belitung expecting a straightforward passage, but before long one of our engines begins to fail. After investigating, we discover the culprit — the dreaded diesel bug. With contaminated fuel clogging our filters, we find ourselves troubleshooting the problem at sea. As filter after ...
E227 – Exploring Bawean Island | The Friendliest Welcome We’ve Ever Had
Sailing No Regrets

E227 – Exploring Bawean Island | The Friendliest Welcome We’ve Ever Had

We leave Nusa Lembongan and sail along Bali's rugged northern coastline, passing hundreds of traditional sailing boats hauled up onto the black sand beaches. Their white hulls line the shoreline as far as the eye can see, creating a striking contrast against the dark volcanic sand. Out on the w...
When the Tide says NO WHSE180
Wind Hippie Sailing

When the Tide says NO WHSE180

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...
One meter of water in the boat
Solo sailing around the world

One meter of water in the boat

Today, after almost three years of sailing, I finally met fellow sailor Holly on Gecko in person — here in Lombok, where we're both preparing for the same route from Indonesia to South Africa. We'd been in contact online for a while. Same type of boat. Same dream. And sinds many months, t...
Whale Sharks, Dirt Bikes & Empty Waves in Indonesia WHSE179
Wind Hippie Sailing

Whale Sharks, Dirt Bikes & Empty Waves in Indonesia WHSE179

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...
E221 – Sailing to Maratua | Indonesia’s Secret Maldives
Sailing No Regrets

E221 – Sailing to Maratua | Indonesia’s Secret Maldives

We depart Tawau, Malaysia and make our way to Nunukan to clear into Indonesia, passing one of the largest seaweed farms we’ve ever seen—thousands of plastic bottles stretching across the ocean. After two days of clearing in, we finally set sail for Maratua, often described as Indonesia’s version of ...
Three Lives, One Island: Inside Lombok’s Expat World
Wind Hippie Sailing

Three Lives, One Island: Inside Lombok’s Expat World

Kies Villas (Sam's Empire) Paulo's Food and Bev Company Francesco's Freediving 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...
A Bay Full of Surprises (Careful Navigation Required) WHSE177
Wind Hippie Sailing

A Bay Full of Surprises (Careful Navigation Required) WHSE177

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...
“I Left My Boat for 2 Months… Here’s What I Came Back To WHSE176
Wind Hippie Sailing

“I Left My Boat for 2 Months… Here’s What I Came Back To WHSE176

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...
Homesteading on a Tiny Sailboat in Indonesia WHSE175
Wind Hippie Sailing

Homesteading on a Tiny Sailboat in Indonesia WHSE175

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...
No Wind, No Engine, Giant Waves WHSE174
Wind Hippie Sailing

No Wind, No Engine, Giant Waves WHSE174

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...
Trapped in Indonesian Paradise WHSE173
Wind Hippie Sailing

Trapped in Indonesian Paradise WHSE173

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...
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