Watch Sailing & Boating Adventures Around the World – Page 5 of 122

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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Learning How to Sail Short Handed
Sailing Miss Lone Star

Learning How to Sail Short Handed

The MAGIC happens on the Daily Show 👉 GET THE FULL SORRY HERE:) Book a private call with me If you are trying to buy a boat, plan a major trip, or figure out how to actually make this lifestyle work, you can book time with me directly. I open a limited number of 1:1 calls each week. 👉 Join the I...
Sailing through Pirate Territory | Colombia, Venezuela, Somalia
Sailing Zatara

Sailing through Pirate Territory | Colombia, Venezuela, Somalia

Here’s a short vid to see if the Bluewater Cruising lifestyle is for you! This is the stuff we use every day—on and off the boat. Zatara merch, camera gear, Keith’s favorite tools, and boat life essentials! 👇 Happy Sailing! Renee & the Z-Crew Music In This Video: Our Theme song: Float Aw...
SSL765 ~ Uh oh… What happens next ?!?
Captain Rick Moore

SSL765 ~ Uh oh… What happens next ?!?

YES, it's FINALLY LAUNCH DAY... Yaaayyy! It's been a long haul but today 'Sophisticated Lady' finally made it back in the water, after 6 months of solid time spent refitting her, she is finally ready to stretch her legs on the ocean again... almost... Join our Patreon and join ...
The thing you think won’t happen offshore
Sailing Miss Lone Star

The thing you think won’t happen offshore

is where I put all the extra pieces of this adventure. Spotify If you’ve been following this journey for a while, you already know the deeper story never fits inside a single episode. I keep a space online where I share the extended chapters, behind-the-scenes clips, full daily vlogs, and more o...
MOZAMBIQUE CHANNEL CROSSING.  Drifting Ep. 85
DRIFTING sailing adventures

MOZAMBIQUE CHANNEL CROSSING. Drifting Ep. 85

In this video we check out of Toliara, Madagascar, and sail across the MOZAMBIQUE CHANNEL, again.... We experience some hard sailing and beating against current before arriving safely at Inhambane, Mozambique where we spend time having family fun and provisioning before setting sail once again towar...
Staying Connected While Traveling the World #Ad
Sailing Miss Lone Star

Staying Connected While Traveling the World #Ad

AFFILIATE LINK LINK: 5% DISCOUNT CODE: SAILINGMISSLONESTAR is where I put all the extra pieces of this adventure. Spotify If you’ve been following this journey for a while, you already know the deeper story never fits inside a single episode. I keep a space online where I share the extended ...
We pulled off a SURPRISE BEACH PROPOSAL! 💍
Sailing Zatara

We pulled off a SURPRISE BEACH PROPOSAL! 💍

💰 Wanna learn the REAL costs of cruising? Sign up for our Saturday financial workshop here: This is the stuff we use every day—on and off the boat. Zatara merch, camera gear, Keith’s favorite tools, and boat life essentials! 👇 Happy Sailing! Renee & the Z-Crew Music In This Video: Our The...
Final Swells And Island Days | EP136 HD 1080P
Motherload sailing

Final Swells And Island Days | EP136 HD 1080P

After an incredible surf season here in the stunning islands of Bocas del Toro, we’re soaking up every last wave, sunset, and family moment before shifting gears into full-on boat project mode. Living aboard full-time as a family of seven means embracing every season—and this one has been unforgetta...
SSL764 ~ yet ANOTHER delay..
Captain Rick Moore

SSL764 ~ yet ANOTHER delay..

This was such an amazing day, I can't even begin to explain.. special thanks to our friend Juan Carlos for the anniversary gift of a helicopter tour around Cartagena Harbor, it was truly a special moment for all of us, including Ricci! If you are in the area and want to take advantage of the t...
When the imposter finally leaves
Sailing Miss Lone Star

When the imposter finally leaves

is where I put all the extra pieces of this adventure. Spotify If you’ve been following this journey for a while, you already know the deeper story never fits inside a single episode. I keep a space online where I share the extended chapters, behind-the-scenes clips, full daily vlogs, and more o...
Living on a Sailboat in Antarctica (Full Tour)
Gone with the Wynns

Living on a Sailboat in Antarctica (Full Tour)

Welcome aboard our home in Antarctica! Head to to get an AG1 Flavor Sampler and a bottle of Vitamin D3+K2 FREE in your Welcome Kit with your first AG1 subscription (a $72 value!) ⛵️More about Icebird Expeditions ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jas...
Moved Back onto the Boat We Just Sold! | Sailing Sunday vlog 305
Sailing Sunday

Moved Back onto the Boat We Just Sold! | Sailing Sunday vlog 305

We just sold our boat… So why are we going back onto the boat we just sold? After racing across America on our road trip in our last travel vlog, plans changed as soon as this little sailing family arrived and we found ourselves heading straight back to our boat on sailing sunday. In this episode...
SSL763 ~ Well, we ALMOST made it…
Captain Rick Moore

SSL763 ~ Well, we ALMOST made it…

Join our Patreon and join our Team SSL Crew! Come and join us realtime at: To all those contributing to our next adventures, Thank-You so much! SSL Video Collections on Vimeo!
Leaving New Zealand to Start Catamaran Life in Sicily
Sailing Bluefish

Leaving New Zealand to Start Catamaran Life in Sicily

Two years ago we left New Zealand, packed up our life, and went looking for a different rhythm. In Sicily, we found Bluefish — our Lagoon 42 and our home in the Mediterranean. We stayed quiet online on purpose. We wanted to live this chapter fully before trying to document it. To learn the boat, s...
The REAL Cost to Haul Out our Catamaran (2 days on the Hard)
Sailing Zatara

The REAL Cost to Haul Out our Catamaran (2 days on the Hard)

Need underwater lights on your yacht? Look no further than Lumitec: 💰 Wanna learn the REAL costs of cruising? Sign up for our Saturday financial workshop here: Here’s a short vid to see if the Bluewater Cruising lifestyle is for you! Interested in our previously loved Highfield Sport 420? Fin...
Did we make a Mistake coming here? Exploring Wild and Uncharted Sailing Grounds – E180
Sailing SV CUBA

Did we make a Mistake coming here? Exploring Wild and Uncharted Sailing Grounds – E180

Follow us in this episode as we dodge shallows and reefs, sail to a deserted island and get our first glimbse of the 2nd largest barrier reef in the world. Follow us every week in our real life sailing adventure, as we live off grid, sail from place to place, travel from country to country discover...
SSL762 ~ the BIGGEST surprise you NEVER saw coming…
Captain Rick Moore

SSL762 ~ the BIGGEST surprise you NEVER saw coming…

Join our Patreon and join our Team SSL Crew! Come and join us realtime at: To all those contributing to our next adventures, Thank-You so much! SSL Video Collections on Vimeo!
Will this Destroy my boat?
Sailing Miss Lone Star

Will this Destroy my boat?

is where I put all the extra pieces of this adventure. Spotify If you’ve been following this journey for a while, you already know the deeper story never fits inside a single episode. I keep a space online where I share the extended chapters, behind-the-scenes clips, full daily vlogs, and more o...
This Wasn’t How Antarctica Was Supposed to Start
Gone with the Wynns

This Wasn’t How Antarctica Was Supposed to Start

It really is about the journey as much as the destination. Get an exclusive 15% discount on Saily data plans! Use code WYNNS at checkout. Download Saily app or go to ⛵️More about Icebird Expeditions ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki...
We Thought We Were Done… | Sailing Sunday vlog 304
Sailing Sunday

We Thought We Were Done… | Sailing Sunday vlog 304

After walking away from Sailing Sunday, we thought this would be a new exciting chapter looking for our new boat, our new home, to continue this sailing life we live, traveling around the world full time off grid. But after numerous let downs, overpriced boats and months of searching we become quite...
Have we made a BIG MISTAKE?! (living together at sea is challenging)
Sailing Zatara

Have we made a BIG MISTAKE?! (living together at sea is challenging)

Here’s a short vid to see if the Bluewater Cruising lifestyle is for you! Interested in our previously loved Highfield Sport 420? Contact [email protected] This is the stuff we use every day—on and off the boat. Zatara merch, camera gear, Keith’s favorite tools, and boat life ess...
SSL761 ~ Our little Ricci needs your HELP
Captain Rick Moore

SSL761 ~ Our little Ricci needs your HELP

If you want to help our little Ricci qualify for the Ranger Rick Jr Ranger competition, please find the link below.. But be advised, it is a Facebook link, so if you are already logged in to your Facebook profile you can vote directly, otherwise you will have to log in first.. and thanks in adva...
Caribbean Perspectives | EP134 HD 1080P
Motherload sailing

Caribbean Perspectives | EP134 HD 1080P

After a long journey south, our family of seven is finally back in Bocas del Toro—and soaking up every moment before heading to the boatyard and preparing for a future Panama Canal crossing. But this chapter gets even better… Some of our closest friends fly in and move aboard Motherload for 11 unf...
SSL760 ~ our 2nd BIG SURPRISE
Captain Rick Moore

SSL760 ~ our 2nd BIG SURPRISE

Stage 2 of our major transformation in the appearance of Sophisticated Lady involves a full wrap of 3M pearlescent white color shifting vinyl that will reflect the colors of a seashell when in the sun.. blues, pinks, greens, turquiose, they're all there! This is part of a project I've bee...
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