Watch Sailing & Boating Adventures Around the World tagged “Sailing La Vegabond” – Page 2 of 3

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 25-48 of 67 results
Should You Stay in School Before Living the Dream? | Sailing Wisdom
Rigging Doctor

Should You Stay in School Before Living the Dream? | Sailing Wisdom

You decide you want to live the simple life and travel instead of getting a 9 to 5 job. Maybe you want to go cruising full time! There is no college major for “cruising” so why go to school? In this video, Herby and Maddie talk about their thoughts on ...
Flores, Azores: The Most Beautiful Place in the World | Sailing Wisdom [S3 Ep25]
Rigging Doctor

Flores, Azores: The Most Beautiful Place in the World | Sailing Wisdom [S3 Ep25]

Herby and Maddie take a vacation from the boat work and venture off to the magical land of Flores (pronounced Floresh) where the encounter untouched natural beauty in the westernmost point of Europe and the most western Portuguese Colony. Herby and Maddie ...
What’s the Deal With SPREADERS? | Sailing Wisdom
Rigging Doctor

What’s the Deal With SPREADERS? | Sailing Wisdom

Ever wonder why sailboats have spreaders? And why some have many while others only have one? In this video, Herby and Maddie explain what spreaders are for and how they work. They also go into detail about keel stepped vs deck stepped masts, as well as typ...
How Rigging Doctor Began | Sailing Wisdom
Rigging Doctor

How Rigging Doctor Began | Sailing Wisdom

Ever wonder how your favorite Youtube Channel started? How it came to be? Herby and Maddie take a look down memory lane to talk about how they started Rigging Doctor! #Riggingdoctor #travelvlog #vlog Patreon: https://www.patreon.com/riggingdoctor Shirts:...
Chop it up into little pieces | Sailing Wisdom [S3 Ep24]
Rigging Doctor

Chop it up into little pieces | Sailing Wisdom [S3 Ep24]

Herby and Maddie continue tearing out the old head to make room for the head refit they are doing. They also take a break from the work to visit the sulfur pits on the island of Terceira, Azores. #Azores #boatwork #refit Patreon: https://www.patreon.com/...
How To Tie the Alpine Butterfly Knot (Correction Video) | Sailing Wisdom
Rigging Doctor

How To Tie the Alpine Butterfly Knot (Correction Video) | Sailing Wisdom

In a previous how to, I showed the farmer’s loop and called it an alpine butterfly knot. This is a correction to that video and a comparison of the two knots. They have similar properties and similar ways of being tied, but they are different knots! #kn...
How We Met | Sailing Wisdom
Rigging Doctor

How We Met | Sailing Wisdom

Ever wonder what it’s like to date when living on a boat? Herby and Maddie take you way back, back to how they met and came to be the married couple that is cruising the world at such a young age. #Liveaboard #Tinder #Sailor Patreon: https://www.patreon...
We Have a Dirty Little Secret | Sailing Wisdom [S3 Ep23]
Rigging Doctor

We Have a Dirty Little Secret | Sailing Wisdom [S3 Ep23]

We are living in squalor and celebrate São Martinho and eat whole sardines. Herby finished the closet reconstruction while Maddie does the laundry at a friends house. The boat painting continues as the floor project gets completed. Herby also works wit...
How to Travel With Tools | Sailing Wisdom
Rigging Doctor

How to Travel With Tools | Sailing Wisdom

We all think of sailing as traveling, but what about when you need to get to your boat? Herby goes over how he packs for a flight to the boat with all the materials he needs to get the projects taken care of! Patreon: https://www.patreon.com/riggingdoctor...
Bend and Snap | Sailing Wisdom [S3 Ep22]
Rigging Doctor

Bend and Snap | Sailing Wisdom [S3 Ep22]

While Wisdom is being repainted, Herby and Maddie explore the island of Terciera, Azores! They venture off the beaten path to find a side of the Azores rarely seen (like a geothermal power plant). The wood finally arrives at the boat so that they can begi...
How To Tie an Anchor Bend and All About THE Classic Anchor
Rigging Doctor

How To Tie an Anchor Bend and All About THE Classic Anchor

You know this anchor, you see in tattoos, pictures, decorations, but never on a boat! This anchor goes by many names: Fisherman’s Anchor, Admiralty Anchor, Kedge Anchor, Anchor Tattoo Anchor, etc. This video discusses the parts of this anchor, what it’...
The Worst Part of the Boat | Sailing Wisdom [S3 Ep21]
Rigging Doctor

The Worst Part of the Boat | Sailing Wisdom [S3 Ep21]

Herby and Maddie explore the island of Terceira, Azores, and decide to undertake some projects inside of the boat as well as outside! Galley refit! Did we mention Halloween in the Azores? Scott also loans us his car which gives us the freedom to drive arou...
How To Avoid Getting SCAMMED! | Sailing Wisdom
Rigging Doctor

How To Avoid Getting SCAMMED! | Sailing Wisdom

There’s a common scam that has effected many boaters recently and we are going to tell you all about how to recognize and avoid it! Patreon: https://www.patreon.com/riggingdoctor Shirts: https://teespring.com/stores/rigging-doctor Instagram: https://ww...
Merry Christmas from Rigging Doctor
Rigging Doctor

Merry Christmas from Rigging Doctor

Patreon: https://www.patreon.com/riggingdoctor Shirts: https://teespring.com/stores/rigging-doctor Instagram: https://www.instagram.com/riggingdoctor Facebook: https://www.facebook.com/sailingwisdom Website: https://www.riggingdoctor.com Paintings: artis...
Project Problems | Sailing Wisdom: S3E18
Rigging Doctor

Project Problems | Sailing Wisdom: S3E18

We finally make it onto the next flight back to the United States, which then leads to family time and a random video for you to enjoy (DH Mountain Biking)! Herby returns to the Azores to work on the boat and runs into a series of road blocks that seem to ...
Hauling Out in The Azores | Sailing Wisdom: S3E17
Rigging Doctor

Hauling Out in The Azores | Sailing Wisdom: S3E17

Herby and Maddie are finally ready to haul out and leave Wisdom on the hard while they return to the states. They have a chance to explore Angra do Heroísmo, a town on the south coast of Terceira, as well as seeing a parade Praia Fest. Patreon: https://w...
Plotting on Paper Charts DIY [4K] | Sailing Wisdom
Rigging Doctor

Plotting on Paper Charts DIY [4K] | Sailing Wisdom

Paper charts are the most reliable and important form of navigational information that you can carry on your boat. They not only tell you where you are, but also what is around you and where any potential hazards might be. Having a paper chart is a critica...
Sail to Terceira | Sailing Wisdom: S3 Ep16
Rigging Doctor

Sail to Terceira | Sailing Wisdom: S3 Ep16

Herby and Maddie leave Horta, Faial, and set sail for Angra do Heroísmo, Terceira. The winds were more favorable than predicted and we managed to sail the distance in 22 hours instead of the predicted 30 to 36 hours! Upon arriving in Terceira, they prepar...
USEFUL 5 Second Loop Knot! | Sailing Wisdom in 4K
Rigging Doctor

USEFUL 5 Second Loop Knot! | Sailing Wisdom in 4K

***This knot is actually called the Farmers Loop. It works just the same as the Alpine Butterfly Knot, but it is different. To tie the Alpine Butterfly Knot, check out this video: How To Tie the Alpine Butterfly Knot (Correction Video) | Sailing Wisdom ht...
Port at Horta! | Sailing Wisdom: S3 Ep 15
Rigging Doctor

Port at Horta! | Sailing Wisdom: S3 Ep 15

We made it! Now it’s time to get off the boat and start exploring! Come along with Herby and Maddie as they hike, eat, and explore the town of Horta, the fourth busiest port in the world, and their first landfall in a month! Patreon: https://www.patreo...
Transatlantic Summation and What’s Next REVEALED! | Sailing Wisdom
Rigging Doctor

Transatlantic Summation and What’s Next REVEALED! | Sailing Wisdom

After crossing the Atlantic, Herby and Maddie discuss their general thoughts of the voyage, and what is next to come! Patreon: https://www.patreon.com/riggingdoctor Shirts: https://teespring.com/stores/rigging-doctor Instagram: https://www.instagram.com/...
Equipment Failures and Success Across the Ocean | Sailing Wisdom
Rigging Doctor

Equipment Failures and Success Across the Ocean | Sailing Wisdom

Herby and Maddie talk about the gear they used while crossing an ocean. What worked, what broke, and what was worthless! Some of the major talking points are the electric motor, the Monitor Windvane, and the electrical gizmos on board the boat. Electric M...
Storm Avoidance and Weather Routing: Atlantic Crossing Affected by Climate Change | Sailing Wisdom
Rigging Doctor

Storm Avoidance and Weather Routing: Atlantic Crossing Affected by Climate Change | Sailing Wisdom

Herby and Maddie discuss their tactics for storm avoidance while crossing the Atlantic. They discuss the gear they used and how they used it to better predict the weather and plan their route accordingly. Blog: Weather Routing: https://www.riggingdoctor....
Watch Schedules and Safety Across an Ocean | Sailing Wisdom
Rigging Doctor

Watch Schedules and Safety Across an Ocean | Sailing Wisdom

Sailing across an ocean means sailing 24 hours a day. How do you sleep and still stay safe? In this video, Maddie and Herby discuss what worked for them as they voyaged on their transatlantic adventure. They found a way to always keep a person on watch and...
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