Watch Sailing & Boating Adventures Around the World – Page 17 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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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
WE|Sail

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 really great people. Join us as we take our f...
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 returns to the states where he and Maddie g...
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 everyone who has subscribed! Don't forget ...
Merry Christmas from Rigging Doctor
Rigging Doctor

Merry Christmas from Rigging Doctor

Patreon: Shirts: Instagram: Facebook: Website: Paintings: [email protected] Hotel Booking: Thanks to our sponsors: Audible: Sun Oven: Aleader Watershoes: Our Camera Gear: GoPro Hero 5: GoPro Hero 7: GoPro Mount: Drone DJI Spark: Cruising Equipment: Electric Motor QT20 b...
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 PATRONS for all your support. I...
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 halt any attempts at making progress. While...
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: Shirts: Instagram: Facebook: Website: Paintings...
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 Alternator and starter store in Nassau helped u...
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 critical backup to the convenient chart plotters th...
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 prepare Wisdom for being hauled out as they prepare...
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: Shirts: Instagram: Facebook: Website: Paintings: artistic...
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: Shirts: Instagram: Facebook: Website: Paintings: [email protected] Hotel Booking: Thanks to our sponsors: Sun Oven: Aleader Watershoes: Our Camera G...
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 put into words. Enjoy! Thank you to everyo...
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 Motor/Regeneration Video: Patreon: Shirts:...
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 the notorious Bay of Biscay. We’re planning t...
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: Blog: Reading Clouds: Blog: Forecasting by Clouds: Reading Clouds: ...
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 still see each other during the day. Patr...
Health While Crossing an Ocean: Food, Water, and Hygiene! | Sailing Wisdom
Rigging Doctor

Health While Crossing an Ocean: Food, Water, and Hygiene! | Sailing Wisdom

Health while sailing across an ocean is a very important and an often overlooked aspect of sailing. You need to eat to stay healthy and strong because if you sick or injured out there, you are all alone! Maddie and Herby discuss how they approached health and well being while on their Transatlantic ...
Crew or No Crew? Atlantic Crossing Review | Sailing Wisdom
Rigging Doctor

Crew or No Crew? Atlantic Crossing Review | Sailing Wisdom

When you set off on your cruising yacht to cross an ocean, should you have crew? Herby and Maddie discuss what they have learned from their own personal experience as well as the experiences of other ocean crossing sailors they have met. #review #transatlantic #crew Patreon: Shirts: Instagram: ...
It’s DICEY! | Day Sailing the North Coast of D.R. Ep 56
Bums on a Boat

It’s DICEY! | Day Sailing the North Coast of D.R. Ep 56

Michal and I were lucky enough to be invited to sail the north coast of the Dominican Republic. We are still working to get our boat in shape to cruise and jumped at the chance to join our friends on a trip to Playa Cambiaso. On the way there we sailed aboard an Island Packet and the jibe gets hairy...
Highs and Lows: Atlantic Crossing Review | Sailing Wisdom
Rigging Doctor

Highs and Lows: Atlantic Crossing Review | Sailing Wisdom

This mini series will discuss what we learned during our Atlantic Crossing. Each day, we discuss a different facet of the voyage and what we took away from it. Today, we are discussing the high and low points of the voyage across the ocean. #review #transatlantic Patreon: Shirts: Instagram: ...
Transatlantic Part 12: Arriving in the Azores | Sailing Wisdom S3 E14
Rigging Doctor

Transatlantic Part 12: Arriving in the Azores | Sailing Wisdom S3 E14

24 days after we left the beautiful beaches of Bermuda, we finally see land as we close in on the Azores. All of our planning, preparation, and endurance is coming to an end as the goal comes into view: Land Ho! Patreon: Shirts: Instagram: Facebook: Website: Paintings: artisticeyestudio@gmai...
Transatlantic Part 11: Electric Motor, Life at Sea | Sailing Wisdom S3 Ep13
Rigging Doctor

Transatlantic Part 11: Electric Motor, Life at Sea | Sailing Wisdom S3 Ep13

Spirits are up as we near our destination! This video is packed with GORGEOUS imagery of life at sea. We discuss how it has been crossing the ocean with an electric motor, Herby fixes a malfunction in the packing gland and talks about cloud formations with high and low pressure systems, and we cook ...
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