Watch Sailing & Boating Adventures Around the World

There are HOLES in our DECK- Now What? | Steel Sailboat Refit

After finding some pretty big issues in our deck, we start the process of tearing apart the interior so we can start the process of replacing and repairing our rotten bits Patreon: Website: Instagram: Facebook: Intro drone footage: Matt @ SV Wind Gypsy's Channel: Music in this video:...

Aug 19, 2022
Language: EN
Play Time: 00:17:33

WATCH THIS BEFORE BUYING A STEEL BOAT- Our worst case scenario came true :( | Steel Sailboat Refit

After having high hopes and decent results with the first cuts into our bulwarks, things take a turn for the worst... steel boats often hide major problems that don’t show up until they require major repair work, and this was one of those cases. Let’s the sailboat restoration begin… Patreon: Websi...

Aug 12, 2022
Language: EN
Play Time: 00:22:07

Painting A Steel Boat is Harder Than It Seems! | Ch 5 E 23

We had quite the search process in trying to find a paint that was going to work for us and our application on our boat, but we were able to find the perfect product and finally get the deck welded back on as well! Patreon: Website: Instagram: Facebook: Intro drone footage: Matt @ SV Wind G...

Jul 29, 2022
Language: EN
Play Time: 00:15:40

Sand Blasting Our Chain Locker with a DIY Sand Blaster! Ch5 E 22

After building ourselves a Project Brupeg inspired wet sand blaster we put it to good use blasting our chain locker, but it wasn't a straight forward process and it involved us building some extra tools in order to get the job done! Patreon: Website: Instagram: Facebook: Intro drone foot...

Jul 22, 2022
Language: EN
Play Time: 00:14:25

Building a DIY Dustless Sand Blaster the Project Brupeg Way! | Ch 5 E 21

In order to save money, but definitely not time, we decided to make our own dustless sand blaster, taking a page from what Project Brupeg has done to prep much of their boat :) Project Brupeg's channel: Patreon: Website: Instagram: Facebook: Intro drone footage: Matt @ SV Wind Gypsy&...

Jul 15, 2022
Language: EN
Play Time: 00:21:08

We Moved to ANOTHER COUNTRY | Learning the Lines

What do you think? let us know in the comments below. Want to follow the DIY van conversion? Give our new channel a sub! To recommend yachts for us to tour: [email protected] For media/sponsorship inquiries: [email protected] ------------------------------------------...

Jul 12, 2022
Language: EN
Play Time: 00:17:55

Where Will the Windlass Sit? Redesigning Our Chain Locker Pt 2 | Ch5 E18

After finalizing our chain locker redesign, we get to work on designing the plate our windlass is going to sit on. Due to material shortages we have to get a bit creative! Steel sailboats are quite the thing. Patreon: Website: Instagram: Facebook: Intro drone footage: Matt @ SV Wind Gypsy&#...

Jun 24, 2022
Language: EN
Play Time: 00:16:39

Battling 45 Knots of wind on a remote Australian Reef 💨🌊 Expedition Drenched S3 Ep3

Edited by Molly IG @mollylouisaj Welcome to Middleton Reef, Never heard of it? Well why would you of? It's 400 Nauticam Miles off the east coast of Australia, almost half way to New Zealand. We encounter 45+ Knots of wind for days on end. So what do you do? Hide. CHECK: 👉Web: 👉Patreon: 👉...

Jun 20, 2022
Language: EN
Play Time: 00:18:46

Redesigning Our Chain Locker, Part 1 | Ch 5 E 17

After cruising with her for 6 months and doing some short- term repairs, we decided it was time to do some big changes to the chain locker on our Van De Stadt Norman 40. This has included redesigning where our windlass sits, how our chain flakes, and where/ what type of door we have to access the c...

Jun 17, 2022
Language: EN
Play Time: 00:11:12

Building Deck Beams | Ch 5 E 16

After digging into our bulwarks for a bit we get back to finishing the chain locker projects, starting with rebuilding the rotted out deck beams. Patreon: Website: Instagram: Facebook: Intro drone footage: Matt @ SV Wind Gypsy's Channel: Music in this video: Epidemic Sound

Jun 10, 2022
Language: EN
Play Time: 00:22:25

This WEIRD 58’ Yacht Could Be the PERFECT Retirement Plan [Full Tour] Learning the Lines

Get an exclusive NordPass deal plus 1 additional month for FREE here: or use code learningthelines at the checkout! Why buy an overpriced waterfront house in this crazy market, when you can own this? This Bluewater 58 would certainly be a comfortable liveaboard for someone looking for a solution t...

May 31, 2022
Language: EN
Play Time: 00:16:03

Welding NEW Hull Plates! | S5 E13

After cutting out our second hull plate, we get it fitted and we finally finish the welding on both plates, allowing us to move onto the next big project! Patreon: Website: Instagram: Facebook: Intro drone footage: Matt @ SV Wind Gypsy's Channel: Music in this video: Epidemic Sound

May 20, 2022
Language: EN
Play Time: 00:16:53

Building a Small Overhead Crane | Ch 5 E 10

As the steel boat projects continue, we build an overhead crane to lift some equipment onto the boat so we can finally start welding and cutting some of the harder to get to areas! Patreon: Website: Instagram: Facebook: Intro drone footage: Matt @ SV Wind Gypsy's Channel: Music in th...

Apr 29, 2022
Language: EN
Play Time: 00:14:12

Steel Boat Fun 😬 | Ch5 E 8

We get all of the metal we need to do our work on the boat and start on cutting some metal! We use the plasma cutter to get rid of the mystery pipe in the chain locker and subsequently end up with some flames inside in the process.... Patreon: Website: Instagram: Facebook: Intro drone footage...

Apr 15, 2022
Language: EN
Play Time: 00:19:43

This 70′ STEEL EXPEDITION SHIP Will Shock You [Full Tour] Learning the Lines

Head to to get your free life insurance quotes and see how much you could save. This ex-tugboat is crazy! I think, although this vessel doesn't have sails, that this boat is pretty neat and the condition of the yacht and interior is definitely shocking. It's a great, off-grid cruising pl...

Mar 29, 2022
Language: EN
Play Time: 00:21:07

Everything that Could Go Wrong Did- Will We Ever Move This Boat?! | Ch5 E4

After deciding our best course of action is to move the boat, we deal with the craziest weather we have ever seen, along with some other problems that we honestly couldn't have invented if we tried. This was a seriously wild ride! Patreon: Website: Instagram: Facebook: Intro drone foot...

Mar 18, 2022
Language: EN
Play Time: 00:19:54

These Problems Change EVERYTHING- Steel Boat Projects | Ch 5 E 3 | The Wayward Life

After finally getting our compressor to the boat, we are able to dig into some projects and we discover that things are worse than we had hoped.... Patreon: Website: Instagram: Facebook: Intro drone footage: Matt @ SV Wind Gypsy's Channel: Music in this video: Epidemic Sound

Mar 11, 2022
Language: EN
Play Time: 00:17:57

A “CHEAP” 60′ Custom Trawler – Deal or No Deal? [Full Tour] Learning the Lines

To get a 1 year supply of Vitamin D + 5 individual travel packs FREE with your first purchase, go to Athletic Greens is a comprehensive, all-in-one greens powder engineered to fill the nutritional gaps in your diet and support your body’s nutritional needs across four pillars of health: Gut health...

Feb 19, 2022
Language: EN
Play Time: 00:17:33

This 60′ EXPEDITION SHIP Will Shock You [Full Tour] Learning the Lines

Invest in blue-chip art for the very first time by signing up for Masterworks: Purchase shares in great masterpieces from artists like Pablo Picasso, Banksy, Andy Warhol, and more. See important Masterworks disclosures: This expedition catamaran is crazy! I think, although this vessel doesn'...

Jan 30, 2022
Language: EN
Play Time: 00:24:55

Hiking to the Trapper’s Cabin in Princess Louisa Inlet, British Columbia | Ch4E46 | The Wayward Life

As our amazing time in Princess Louisa Inlet continues, we decide to hike to famous trapper's cabin trail and then further up the mountain into the beginning of the alpine- all from our sailboat! 0:00 intro 0:59 The hike! 6:59 the cabin! 10:30 the lookout! 14:24 a dinner for the books Patreo...

Jan 29, 2022
Language: EN
Play Time: 00:16:56

PRINCESS LOUISA INLET- A Pacific Northwest Pilgrimage | Chapter 4 Episode 45 | The Wayward Life

If you live and cruise in the Pacific Northwest, you've probably heard of Princess Louisa Inlet. This place is somewhat of a pilgrimage and right of passage for cruisers in the PNW, and there is a good reason why! More info about the inlet: 0:00 intro 1:04 Ming's Loop 3:33 To Chatterb...

Jan 22, 2022
Language: EN
Play Time: 00:16:01

Simrad Autopilot Problems | S4E37 | The Wayward Life

After spending four months cruising without an autopilot, we try are hardest to fix the one that hasn't worked since we bought the boat, but as usual things don't go as planned. Patreon: Website: Instagram: Facebook: Music in this video: Epidemic Sound

Nov 13, 2021
Language: EN
Play Time: 00:19:45

Sailing Up a Narrow Fjord in the Pacific Northwest | Chapter 4 Episode 36 | The Wayward Life

After leaving the magical Mackenzie Sound, we visit Nimmo Bay before sailing upwind to the beautiful Burly Bay and spending some time cleaning up our boat life.

Nov 05, 2021
Language: EN
Play Time: 00:18:12

Is This the PERFECT 63′ Expedition Motor Sailor? [Full Tour] Learning the Lines

When I toured the Cheoy Lee 53' motor sailor I thought that it was about as close to perfect as you were going to get. Needless to say I loved it for what it was, but this 63' version just takes everything that makes the 53' great and turns that up to 11. I do love both versions, ea...

Oct 10, 2021
Language: EN
Play Time: 00:22:47

Watch Sailing & Boating Adventures Around the World – Page 5 of 9