Watch Sailing & Boating Adventures Around the World tagged “Cruisers” – Page 16 of 21

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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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...
Shipyard Vid 3: New Coupling & Rot Repair
HaveWindWillTravel.com

Shipyard Vid 3: New Coupling & Rot Repair

Calling all boat project fanatics, this one’s for you! Boy, did we have a time trying to get our engine aligned. While Phillip and I knew we had some kind of issue going on with our prop shaft, the key that fits in the shaft (which was always coming out ...
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...
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’...
Little Farmers Cay to George Town (Ep 15)
Barefoot Travels

Little Farmers Cay to George Town (Ep 15)

We had a great time exploring around Little Farmers Cay! It truly is a beautiful spot. We have now made it to George Town which is an awesome spot. Thank you to everyone who has subscribed! Don't forget to leave a comment and give us a like! Thank you t...
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...
You Just Licked That. What’s Wrong With You?! | Sailing Wisdom: S3 Ep20
Rigging Doctor

You Just Licked That. What’s Wrong With You?! | Sailing Wisdom: S3 Ep20

Herby and Maddie suffer from the confusing effects of jet lag after returning to Terceira, Azores, to work on the boat. While on the island, they are given a tour of the sights and scenes of the land in the middle of the Atlantic. Panic ensues when they lo...
This is a Stick Up, Wind over Water, Episode #18
Wind over Water

This is a Stick Up, Wind over Water, Episode #18

Witness a real stick up. Windover and her crew leave the comfort of Waterford and make their way to the Hudson River and to the Hudson Boat Club to put the stick up. We are a sailboat again.....Yaaay. #windoverwater #liveaboardboat #sailingvideos
Sailing and Exploring Grenada
WEsail

Sailing and Exploring Grenada

On the boat and ready to explore. WE have lifted the sails and started to practice navigating the shores of Grenada. Took some time waiting around for just a few things (like the sail parts mostly) but in the meantime got to explore Grenada and meet some r...
Boat Work and Boat Show! | Sailing Wisdom: S3 Ep19
Rigging Doctor

Boat Work and Boat Show! | Sailing Wisdom: S3 Ep19

Herby prepares Wisdom for Hurricane Helene! After the storm, he continues working on the boat. The project on the menu is to remove the rotten wood from the closet, and there is a lot of rotten wood! Solid beams of wood have turned into mulch. Herby then...
Diving with Bull Sharks in FIJI! (Ep 12)
Barefoot Travels

Diving with Bull Sharks in FIJI! (Ep 12)

Our THROWBACK THURSDAY video! Just to give a little insight into where we have been in the past! Last year we spent the holidays on the beach in FIJI! It was an amazing time! Sharks are truly incredible creatures. They must be respected. Thank you to eve...
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...
The Northern Exuma’s! Barefoot Sail and Dive (Ep. 11)
Barefoot Travels

The Northern Exuma’s! Barefoot Sail and Dive (Ep. 11)

Leaving Nassau we head to the Exuma's! Allen's Cay, Normans Cay and Warderick Wells! All beautiful spots! The exumas truly are amazing! Thank you to everyone who has subscribed! Don't forget to leave a comment and give us a like! Thank you to all our PA...
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...
Nassau: The city of Pirates! Barefoot Sail and Dive (Ep. 10)
Barefoot Travels

Nassau: The city of Pirates! Barefoot Sail and Dive (Ep. 10)

It is so much fun to be able to sail our home from one destination to another! Had a great time exploring the southern end of the Berry Islands. Next stop Nassau. Hopefully we won't have too many more issues with our engine! Fingers crossed! The Alternat...
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...
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/...
We made it to the BAHAMAS! Barefoot Sail and Dive (Episode 8)
Barefoot Travels

We made it to the BAHAMAS! Barefoot Sail and Dive (Episode 8)

We had a great weather window and made the crossing from Miami Florida to Bimini in the Bahamas! Only one issue along the way but we made it and it is amazing!! When the water changes colour and becomes that beautiful Bahamas blue it is a feeling we cannot...
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...
Shipyard Vid 1: Reinforcing the Rudder Post
HaveWindWillTravel.com

Shipyard Vid 1: Reinforcing the Rudder Post

Hey hey crew! As I write from La Rochelle, I have a confession to make. I’ve been saving a treat for you! I was holding this for when I knew we would likely be shoving offshore, so you all would have a fun video to watch as we struck out tomorrow into ...
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