Watch Sailing & Boating Adventures Around the World – Page 2 of 2

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 25-39 of 39 results
How to Install a Stern Anchor Roller and More! | Sailing Wisdom Episode 108
Rigging Doctor

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
Rigging Doctor

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...
Bilge Pumps and Beaches | Sailing Wisdom Ep 106
Rigging Doctor

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...
Further South We Go! | Sailing Wisdom Ep 104
Rigging Doctor

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
Rigging Doctor

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
Rigging Doctor

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
Rigging Doctor

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!!!
Rigging Doctor

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
Rigging Doctor

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
Rigging Doctor

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
Rigging Doctor

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...
Dragging Anchor — Sailing Uma [Step 110]
Sailing Uma

Dragging Anchor — Sailing Uma [Step 110]

After sailing into Guatemala, and realizing I (Kika) needed a visa, it was time for a little quick trip to a neighbouring country. While we were gone for 2 days, Uma dragged anchor for the very first time.In this episode, Dan explains why and how this happened. If you enjoyed this episode, please ...
The Waccamaw River | Sailing Wisdom Ep 95
Rigging Doctor

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...
Becalmed at sea — Sailing Uma [Step 109]
Sailing Uma

Becalmed at sea — Sailing Uma [Step 109]

On the second half of our passage to Guatemala, we get becalmed and enjoy a few hours of relaxation before making an interesting entrance crossing the sand bar in front of Livingston. If you enjoyed this episode, please give it thumbs up, it helps us out a bunch :) WANT MORE? Visit Become a patr...
A trip in the mountains
Renegade ADV

A trip in the mountains

Took a little day trip up onto Livingston Peak getting some footage for a commercial I am shooting.
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