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.

Showing 1-24 of 1371 results
Why Are There So Many Holes in Our Boat? | Learning the Lines
Learning the Lines

Why Are There So Many Holes in Our Boat? | Learning the Lines

Removing the seemingly infinite amount of deck hardware and sealing the boat again is a major task when there's this much deck hardware on a small boat. A few years and another country later, we're back at the Desperado project and committed to at least getting her in the water in 2027. F...
Am I Ready To Sail Nonstop Around The World?
Sailing With Phoenix | Oliver

Am I Ready To Sail Nonstop Around The World?

Part of a five day sea trial out in the Pacific to test out my new inventory of sails. Crazy to think how close I am to the starting line now... Starting in October 2026 I will attempt a 30,000 mile solo nonstop circumnavigation of the planet aboard my Pacific Seacraft 40, "Phoenix do Mar"...
DON’T DO THIS With Your Marine Paint | Learning the Lines
Learning the Lines

DON’T DO THIS With Your Marine Paint | Learning the Lines

I have to say that while I did literally close to everything wrong, the @TotalBoat paint still performed amazingly. If it performs this well when you do everything wrong, it must be a legendary product when you actually follow the instructions! I also went ahead and opened up the boat to prep Desp...
Sailboat ABANDONED for Years, What Are the Consequences Here? | Learning the Lines
Learning the Lines

Sailboat ABANDONED for Years, What Are the Consequences Here? | Learning the Lines

The phrase of the day is "cautiously optimistic." A few years and another country later, we're back at the Desperado project and committed to at least getting her in the water in 2027. Follow along for the DIY boat work aboard this 1991 Corsair F-27 performance folding trimaran.
First Look at Our NEGLECTED Boat After YEARS. Big Mistake? | Learning the Lines
Learning the Lines

First Look at Our NEGLECTED Boat After YEARS. Big Mistake? | Learning the Lines

A few years and another country later, we're back at the Desperado project and committed to at least getting her in the water in 2027. Follow along for the DIY boat work aboard this 1991 Corsair F-27 performance folding trimaran.
Solo sailing – I miss her  |  Ep175
Sailing Fair Isle

Solo sailing – I miss her | Ep175

There's something about sailing singlehanded, I can't say I really like it, but some aspects are good, I certainly wouldn't be up for a single handed around the world race like the GGR or even a cruising circumnavigation like our friend Barry has done. It's not that anything beco...
First Sail Alone Since Sailing To Hawai’i
Sailing With Phoenix | Oliver

First Sail Alone Since Sailing To Hawai’i

In October 2026 I will attempt a 30,000 mile solo nonstop circumnavigation of the planet aboard my Pacific Seacraft 40, "Phoenix do Mar", meaning Phoenix of the Sea in Portuguese. Departing from Port Townsend, Washington, this voyage will cross the world’s most remote oceans in one continu...
GP Dr. Gary Asked Me About Mental Fitness | An Interview on Cocos Keeling Islands – Ep 281
Solo sailing around the world

GP Dr. Gary Asked Me About Mental Fitness | An Interview on Cocos Keeling Islands – Ep 281

During my stop at the beautiful Cocos (Keeling) Islands, I had the pleasure of meeting Dr. Gary. He invited me into the radio studio on West Island for an interview on The Doc and the Duchess Show. This is a local radio program from Cocos (Keeling) Islands. The show brings together conversations ab...
64 Days Until I Sail Nonstop Around The World
Sailing With Phoenix | Oliver

64 Days Until I Sail Nonstop Around The World

Jerome and my brother join me on the first phase of sea trials ahead of my circumnavigation. In October 2026 I will attempt a 30,000 mile solo nonstop circumnavigation of the planet aboard my Pacific Seacraft 40, "Phoenix do Mar", meaning Phoenix of the Sea in Portuguese. Departing from P...
No Autopilot, No Plotter, No Mail | When thinks break on the Indian Ocean – Ep 280
Solo sailing around the world

No Autopilot, No Plotter, No Mail | When thinks break on the Indian Ocean – Ep 280

The second half of the passage from Indonesia to Cocos (Keeling) Islands was another unforgettable chapter of my solo ocean sailing journey. Out in the Indian Ocean, far from land, things started to go wrong. The feeder of my mainsail track broke loose, making handling the sail more challenging. Th...
The Brutal Truth About Cruising on a Budget & Surviving Storms at Sea
Sailing Zingaro

The Brutal Truth About Cruising on a Budget & Surviving Storms at Sea

In this video, I’m tackling a list of questions collected from our recent live streams! From the best pocket cruisers for a Pacific crossing to the raw reality of catamarans vs. monohulls in bad weather, we cover it all. I’m also diving into storm tactics (heaving to vs. running with a drogue), wh...
@Sailing_With_Phoenix returns to the show!
Sailing Into Oblivion

@Sailing_With_Phoenix returns to the show!

Oliver Returnes to the Show, we are getting an update on the boat and all things having to do with the upcoming adventure. Alway a pleasure to have Oliver back on the Pod, thanks for listening! For more content from Oliver check out his YouTube and all social media @sailingwithpheonix Congrats to O...
I Got Surrounded by Endless Seaweed on My Sailboat…E.184
Sailing SV CUBA

I Got Surrounded by Endless Seaweed on My Sailboat…E.184

A Beautiful day at anchor quickly turned into a strange and surreal night. My sailboat was completely surrounded by a massive drifting seaweed patch that seemed to stretch forever. Beautiful, eerie, and totally wild all at once. *Want to support our journey so we can keep sharing the adventure? Pat...
I’ve been doing a bad job…
Sailing With Phoenix | Oliver

I’ve been doing a bad job…

The boat finally goes back in the water after months of being on the hard. I also talk about why I haven't been uploading content recently and where things stand as I get closer to finishing the refit. We’re getting there. Slowly but surely. And huge thanks to Taylor for the drone footage - ...
I Answered 50 of Your Questions
Sailing With Phoenix | Oliver

I Answered 50 of Your Questions

Installed nothing. Fixed nothing. Just sat down and answered your questions as honestly as possible. In September 2026 I will begin a 30,000 mile solo nonstop circumnavigation of the planet aboard my 1998 Pacific Seacraft 40, "Phoenix do Mar", meaning Phoenix of the Sea in Portuguese. Dep...
The Reality of Sailing This African Delta Alone | A Map, $170 Tax, Beached boat & Bloody Foot |S7E30
Winded Voyage Sailing

The Reality of Sailing This African Delta Alone | A Map, $170 Tax, Beached boat & Bloody Foot |S7E30

Navigating the Casamance River delta in Senegal is as magical as it is nerve-wracking. In this episode, a pod of dolphins finds me—first following in my wake, then leading the way through the winding, mangrove-lined channels. These dolphins are here for a reason: they’re feasting on the river's...
Solo Sailing to the Cave of the Apocalypse | Patmos
Dylan Magaster

Solo Sailing to the Cave of the Apocalypse | Patmos

Today I am solo sailing through the aegean sea to the island of Patmos, Greece. This single-handed sailing adventure is about 40 nautical miles beating to windward and a rough sail. Support on Patreon: Support with Bitcoin: 1C2GuZPscVskvzScBJSQpdeXqGz2moJHaC Follow Dylan Magaster: Business inqui...
Installing A High Output Alternator ⚡️
Sailing With Phoenix | Oliver

Installing A High Output Alternator ⚡️

I’ve rewired the boat, installed a new alternator, and made about 100 questionable decisions during the refit. If the engine starts and the boat floats… it will be a miracle. In September 2026 I will begin a 30,000 mile solo nonstop circumnavigation of the planet aboard my 1998 Pacific Seacraft 40,...
Got a New Fuel Tank and Almost Killed My Van
Sailing With Phoenix | Oliver

Got a New Fuel Tank and Almost Killed My Van

Installed a brand new secondary fuel tank to increase my diesel capacity for the nonstop circumnavigation. It felt like a big step forward, until I realised I’d been driving my van with no oil for a week. Bone dry. Turns out I can only manage one machine at a time. #VanLife In September 2026 I will...
THE SECOND CHANCE | Sailing to Paris (s6, e01)
Sailing MV Lady Liselot

THE SECOND CHANCE | Sailing to Paris (s6, e01)

They say the sun is the best medicine. After years of preparing, I am finally sailing my 32 ton, 50 ft floating home to a place where the sun always shines. But the road was brutal. In 2023, my first attempt ended in disaster when BOTH my main engines died on the North Sea. I was stranded. It took ...
Phoenix Do Mar Is Born
Sailing With Phoenix | Oliver

Phoenix Do Mar Is Born

They say renaming a boat is bad luck… I did it anyway. Turns out the real danger was hiding inside the rudder. In September 2026 I will begin a 30,000 mile solo nonstop circumnavigation of the planet aboard my 1998 Pacific Seacraft 40, "Phoenix do Mar", meaning Phoenix of the Sea in Portu...
Drive Shaft & Feathering Prop Upgrade
Sailing With Phoenix | Oliver

Drive Shaft & Feathering Prop Upgrade

This week I’m rebuilding my entire drive shaft system: all new feathering prop, cutlass bearing, dripless shaft seal, shaft saver, and coupling. Feels good to finally be putting things back on the boat instead of ripping them off… but there’s a catch. I have absolutely no way of knowing if any of th...
The World Solo Sailing Built for Me — And a Decision About Karl
WhiteSpotPirates

The World Solo Sailing Built for Me — And a Decision About Karl

I flew to Mexico to visit my sailboat Karl — and to make a decision about his future. This episode dives into my world around solo sailing / solo boat life. The quiet problem-solving. The unexpected encounters. The freedom of figuring things out on my own. And the emotional weight of deciding whethe...
Mast Down. Hauled Out. And More Diesel.
Sailing With Phoenix | Oliver

Mast Down. Hauled Out. And More Diesel.

For the first time since I bought the boat, Phoenix do Mar is hauled out. Time to upgrade systems and prepare her for the Southern Ocean. In September 2026 I will begin a 30,000 mile solo nonstop circumnavigation of the planet aboard my 1998 Pacific Seacraft 40, "Phoenix do Mar", meaning ...
WeBoating
Logo
Shopping cart