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 24 results
The Strange Disease Killing My 1934 Ship
SailorBarry

The Strange Disease Killing My 1934 Ship

For five months, we’ve been preparing to restore Lady Hawk without doing much restoration at all. We built the workshop, brought in the machinery, stockpiled timber, assembled the crew, and slowly developed the ability to tackle the work properly. Now, for the first time, we’re cutting into the 19...
This Engine Breaks ALL the Rules
SailorBarry

This Engine Breaks ALL the Rules

This 1962 Danish engine shouldn’t have been built when it was. While the world was building rockets, computers, and modern diesel engines, somebody was still building hot-bulb semi-diesels based on technology invented in the 1800s. Aboard Lady Hawk, I walk through the complete starting procedure o...
The Deeper We Dug Into This Ship, The Weirder It Got
SailorBarry

The Deeper We Dug Into This Ship, The Weirder It Got

Lady Hawk is finally home in Canada, but before we can really begin working on her, we first have to uncover her. What started as a simple clean up quickly turned into something that felt more like archaeology. Every locker, shelf and compartment seemed to hold onto a different chapter of the ship’...
I Bought an 85-Foot Ship… Now What?
SailorBarry

I Bought an 85-Foot Ship… Now What?

If this story moves you, if you feel that pull toward adventure, legacy, and a different kind of future, join the Founders Circle. Together, we’re building something bigger than a voyage. We’re building a movement. Join the Founders Circle → Become part of the crew shaping the first Pacific sail-...
Step 1: Buy This Boat – Step 2 Was A Mistake!
SailorBarry

Step 1: Buy This Boat – Step 2 Was A Mistake!

If this story moves you, if you feel that pull toward adventure, legacy, and a different kind of future, join the Founders Circle. Together, we’re building something bigger than a voyage. We’re building a movement. Join the Founders Circle → Become part of the crew shaping the first Pacific sail-...
I Just Bought This Boat… Then I Found This.
SailorBarry

I Just Bought This Boat… Then I Found This.

If this story moves you, if you feel that pull toward adventure, legacy, and a different kind of future, join the Founders Circle. Together, we’re building something bigger than a voyage. We’re building a movement. Join the Founders Circle → Become part of the crew shaping the first Pacific sail-...
I Didn’t Think I Would Buy This Boat…
SailorBarry

I Didn’t Think I Would Buy This Boat…

If this story moves you, if you feel that pull toward adventure, legacy, and a different kind of future, join the Founders Circle. Together, we’re building something bigger than a voyage. We’re building a movement. Join the Founders Circle → Become part of the crew shaping the first Pacific sail-c...
Buying A Huge Boat
SailorBarry

Buying A Huge Boat

Uncertainty about big life choices… If this story moves you, if you feel that pull toward adventure, legacy, and a different kind of future, join the Founders Circle. Together, we’re building something bigger than a voyage. We’re building a movement. Join the Founders Circle → Become part of the ...
Live From Lady Hawk, The Tequila Tall Ship.
SailorBarry

Live From Lady Hawk, The Tequila Tall Ship.

Welcome to the First Live Aboard Ladyhawk, ask ya Anything!! Joined by Hoyle! Say hi! Join the Founders Circle → Become part of the crew shaping the first Pacific sail-cargo mission of the modern era. ⸻ ❤️ Support the Journey Patreon → PayPal → Buy Us A Beer → ⸻ 🪵 Gear & Affiliates ...
What YouTube Does to You (If You Let It)
SailorBarry

What YouTube Does to You (If You Let It)

Mariner’s Spirit: Join The Founders Circle Support: Patreon: PayPal: Buy Us A Beer!!: ————- Help Us Re Rig The Boat And Buy New Sails! GoFundMe: ————- Total Boat X Sailor Barry Affiliate Link - Barry - Hailly Amazon WishList!: #economy #shipping #globaltrade #entrepreneur #sailin...
A Sailing Adventure That Changed Everything.
SailorBarry

A Sailing Adventure That Changed Everything.

Mariner’s Spirit: Join The Founders Circle Support: Patreon: PayPal: Buy Us A Beer!!: ————- Help Us Re Rig The Boat And Buy New Sails! GoFundMe: ————- Total Boat X Sailor Barry Affiliate Link - Barry - Hailly Amazon WishList!: #economy #shipping #globaltrade #entrepreneur #sailin...
Sailing Tequila From Mexico To Canada. Day One Starting A Sail Cargo Business.
SailorBarry

Sailing Tequila From Mexico To Canada. Day One Starting A Sail Cargo Business.

Mariner’s Spirit: Join The Founders Circle Support: Patreon: PayPal: Buy Us A Beer!!: ————- Help Us Re Rig The Boat And Buy New Sails! GoFundMe: ————- Total Boat X Sailor Barry Affiliate Link - Barry - Hailly Amazon WishList!: #economy #shipping #globaltrade #entrepreneur #sailin...
Crazy Boat Interior Make Over + How We Pulled Our Mast Down!
SailorBarry

Crazy Boat Interior Make Over + How We Pulled Our Mast Down!

Support: Patreon: PayPal: Buy Us A Beer!!: ————- GoFundMe: ————- Total Boat X Sailor Barry Affiliate Link - Barry - Hailly Amazon WishList!: #boatbuilder #boatbuilding #boatrestoration #classicboat #adventure
Sailor Barry Birthday live stream! Join us after two years on YouTube!
SailorBarry

Sailor Barry Birthday live stream! Join us after two years on YouTube!

Support: Patreon: PayPal: Buy Us A Beer!!: - Barry - Hailly Amazon WishList!: #portrownsend #woodenboats #woodenboat #woodboat #boatshow #sailing #sailingadventure
SHIPRECT Sailing Podcast EP1: Pre Departure Planning & Common Mistakes from a former towing Captain.
SailorBarry

SHIPRECT Sailing Podcast EP1: Pre Departure Planning & Common Mistakes from a former towing Captain.

Buy Us A Beer!!: Support: Patreon: PayPal: Welcme to the first episode of! SHIRECT, the podcast about Saling! Let’s get started with pre departue planning and common boater mistakes! Sailor Barry & Hailly Season 2 is HERE! And this is the crazy story of how we got Thunder Child! Part One...
Settlers Of Catan with Sailor Barry, Hailly, Finding Simon & Nathan! Live Q&A and Tacos! 🌮
SailorBarry

Settlers Of Catan with Sailor Barry, Hailly, Finding Simon & Nathan! Live Q&A and Tacos! 🌮

Support : Patreon - Support: Patreon: PayPal: Sailor Barry & Hailly Episode Live! - Barry - Hailly
Sailor Barry & Finding Simon Live from Silva Bay Sewing Loft
SailorBarry

Sailor Barry & Finding Simon Live from Silva Bay Sewing Loft

Support: Patreon: PayPal: Sailor Barry & Hailly Season 2 is HERE! Episode! Finally after 2 and a half years we set sail on our 1956 wooden sailboat! And explore the lovely gulf islands! - Barry - Hailly
Sailor Barry & Hailly – Live! When is Boat Launch?! Progress report and Bird Naming!
SailorBarry

Sailor Barry & Hailly – Live! When is Boat Launch?! Progress report and Bird Naming!

Support : Patreon - Support: Patreon: PayPal: Sailor Barry & Hailly Episode Live! - Barry - Hailly
Live with Sailor Barry and Hailly – drink a beer with us! And talk cheap and free boat restoration!
SailorBarry

Live with Sailor Barry and Hailly – drink a beer with us! And talk cheap and free boat restoration!

Support : Patreon - Join us for a beer! Hailly and I are keen to answer questions or just hang out and talk boats! Lots going on with Dagon and perihelion! 12k subscribers! 11 patrons! Dang this ship has set sail! Instagram: Sailor Barry - Instagram: Hailly - Thank you for watching! I really...
Live from the free boat! Sailor Barry & Hailly – drink a beer with us! Q&A tour and updates!
SailorBarry
Will This JUNGLE SHIP Disrupt a BILLION DOLLAR Industry? Sailing Vessel Delos Ep. 379
Sailing SV Delos

Will This JUNGLE SHIP Disrupt a BILLION DOLLAR Industry? Sailing Vessel Delos Ep. 379

Deep in the jungle of Costa Rica a team of boat builders are living in a community and building the largest active, clean, ocean going cargo vessel in the ENTIRE WORLD. After sailing deep into the Gulf of Nicoya in Costa Rica, we anchored right next to a river mouth where we could take our dinghy b...
Winter Maintenance Projects on 116 YEAR OLD traditional Cargo Boat!  – First Mate & Captain, Ep: 01
SailorBarry

Winter Maintenance Projects on 116 YEAR OLD traditional Cargo Boat! – First Mate & Captain, Ep: 01

Support : Patreon - Instagram: SV/Dagon - Instagram: Providence - Hello! This is the first episode of First Mate And Captain! I really appreciate you watching, I'm not 100% happy with the video, I really want to improve the quality in the future! Better content and I've really got to g...
Gaff Rigged Tall ship cargo sailing, First Mate & Captain – Youtube and Patreon Intro
SailorBarry

Gaff Rigged Tall ship cargo sailing, First Mate & Captain – Youtube and Patreon Intro

This is the channel video! Support: Patreon - www.patreon.com/CaptainBarry/ Hi, Barry here! I'm the First Mate on Providence Sail Cargo and Captain of SV Dagon! I want to share my life at sea with everyone. Come find out what happens on a 1903 built Gaff Rigged Tall Ship, and a 1956 built cu...
Acorn to Arabella – Journey of a Wooden Boat – Bonus Content: SAILCARGO Invasion
Acorn To Arabella

Acorn to Arabella – Journey of a Wooden Boat – Bonus Content: SAILCARGO Invasion

We'd like your help! We've made some very good friends these past years via the project. A lot of which are doing some very cool things. At the last WoodenBoat Show at Mystic Seaport, we met up with a group of them and hatched a plan. Our friends at SAILCARGO have set up a ship yard in C...
WeBoating
Logo
Shopping cart