Watch Sailing & Boating Adventures Around the World – Page 7 of 8
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 145-168 of 179 results
How to Install a Stern Anchor Roller and More! | Sailing Wisdom Episode 108
HEADS UP: This episode takes place BEFORE the accident that we updated you about. We are now back to our regular timeline of events and stories, so stand by for more on what happened. In this episode, we are still in Fort Pierce and we take care of a lot of important things. Herby installs our new s...
Corgi and Family First | Sailing Wisdom Ep 107
Not gonna lie, this video is mostly about Morty. We go back to Baltimore for a week because Maddie's Grandfather passed away and Herby's sister had a baby. Family will always come first. It's still a pretty awesome video and I'd watch it until the end if I were you. For paintin...
Speed Painting Portrait on a Boat | Sailing Wisdom
For painting commissions: [email protected] Maddie's website: Music: Music provided by Bensound
Bilge Pumps and Beaches | Sailing Wisdom Ep 106
So much happens in this episode! Herby finishes our new stern roller and finds out the BIG problem with our bilge pump! We explore Fort Pierce, do some singing, and test out some more of the local cuisine. Herby racks up the outside of the boat while Maddie cleans the inside and edits more videos, a...
Exploding Boat Bursts Into Flames! | Sailing Wisdom Ep 105
We continue our journey south and arrive at Fort Pierce, FL. Shortly after arriving, a boat explodes into flame and sends a towering pillar of smoke high into the sky. It's amazing how quickly the local fire department extinguished the flames! Thankfully there were no injuries. We meet new fri...
Further South We Go! | Sailing Wisdom Ep 104
We spend a bit more time in Fernandina and are joined by our friends, Jessica and Ryan before setting back out to the ocean for the journey further south towards Miami. Herby explains the importance and convenience of AIS. For painting commissions: [email protected] Our Swag: Support us...
The Dinghy Challenge | Sailing Wisdom Ep 103
We explore Fernandina and have an adventure with the dinghy! For painting commissions: [email protected] Our Swag: Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound
Ocean Sail to Florida! | Sailing Wisdom Ep 102
We rack everything up and are ready to head out, but when we pull our anchor up, we are met with quite the surprise. Finally, we break free and have a gorgeous, but very cold sail right on past Georgia to Florida! For painting commissions: [email protected] Our Swag: Support us on Patre...
Cruising In a Cabo Rico 38 | Sailing Wisdom Ep 101
We meet some very cool people who are about to set out on their Cabo Rico 38 to cruise the world. We hear their story and Herby helps them instal their Monitor Windvane. We also go to Folly Beach with Jessica and Ryan, check out the Gibbes Museum of art, sand our rub rails, and do some painting! F...
Charleston | Sailing Wisdom Ep 100!!!
We row into town and bike around to explore the beautiful town of Charleston! We eat fried gator tail and venison meatloaf at Magnolias and go to the famous battery park. It's a fantastic day and the perfect setting for our hundredth episode!! For painting commissions: artisticeyestudio@gmail...
Collaboration With Jessica and Ryan Adventures! | Sailing Wisdom Ep 99
Herby fixes his bike so that we can go into town and wander around a bit. We go to a bar and meet some chickens who teach us about the Hash House Harriers. Ryan and Jessica then pick us up to get pizza and create some collaborative content! Finally, Herby improves his bread skills...a little bit. C...
Ocean Sail to Charleston and Middleton Place | Sailing Wisdom Ep 98
This episode is PACKED with awesomeness! We FINALLY say goodbye to the ICW and sail the ocean from Georgetown to Charleston, where we spend our first day resting and cleaning the boat. We decide that our introduction to Charleston should be Middleton Place where we learn about rice plantations, the ...
Arriving in Georgetown! | Sailing Wisdom Ep 97
The ride to Georgetown is cold and dreary, but we don't let that stop us from exploring and enjoying the quaint little town. This episode is a short one, which is fitting because it's about a small stopover before we head to the exciting destination of Charleston! For painting commission...
Adventure into Tranquility | Sailing Wisdom Ep 96
We travel further down the Waccamaw and can't believe how beautiful it is. Herby fixes our compass and explains how to add more oil. For painting commissions: [email protected] Our Swag: Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provid...
The Waccamaw River | Sailing Wisdom Ep 95
We leave Myrtle Beach to enter the next step of our journey. The Waccamaw River is all we expected and more with it's peaceful beauty and deep waters. For the first time in a while, nothing goes wrong! For painting commissions: [email protected] Our Swag: Support us on Patreon: Fo...
Speed Painting on a Boat | Sailing Wisdom
Maddie’s Website: For painting commissions: [email protected] Our Swag: Support us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound
Electric Motor and Myrtle Beach | Sailing Wisdom Ep 94
Who one the dinghy naming contest? We announce that first thing before exploring Myrtle Beach! We see the Beach, play some intense mini golf and eat at the famous Chucks Steakhouse. Finally, the motor part arrives and Herby goes straight to work. Watch to the end to find out if it’s working again as...
Entering a New State! | Sailing Wisdom Ep 93
We FINALLY get the chance to put up our sails!! The opportunity doesn't last long, but it still boosts our spirits to see the tanbark flying even for a little while. Excitement rises as we cross the South Carolina boarder right before our luck runs out once again and our motor starts rapidly sw...
Re-installing the Rudder Quadrant! | Sailing Wisdom Ep 92
We make good use of our time in Ocean Isle and once again are very thankful for our bikes. Waiting for an important part can be frustrating when you just want to get South, but this time it didn't take long for the welder to complete the job and Herby is able to re-install the quadrant in no ti...
On Our Way! | Sailing Wisdom Ep 90
Our 90th episode starts off with a bang as we pull away from the dock and finally continue South! Along the way, we notice that the blue super moon has created some intense tides that render floating docks and ramps along the ICW completely useless! We cook and continue on our way until we decide to...
Goodbye Carolina Beach! | Sailing Wisdom Ep 89
We go to a cookout and end up on on a Carolina Skiff to see some live music with new friends. Herby talks to Dale and meets his adorable pet ferret, Possum. Dale teaches him about getting updated info on the inlets of the ICW in preparation for our departure. We move the boat out to the fuel dock an...
Fat Pelican and Carolina Beach | Sailing Wisdom Ep 88
We begin with a very relaxing day in Carolina Beach. Maddie does another painting commission before Herby cooks dinner and the real fun begins! Our neighbors, Blair and Wes take us to the most famous bar in CB called Fat Pelican and we quickly find out why it is so well loved. To start, you get your...
Settling In | Sailing Wisdom Ep 87
Our Swag: Support us on Patreon: Follow us on Instagram: Check out our website: For painting commissions: [email protected] Music: Music provided by Bensound