Watch Sailing & Boating Adventures Around the World

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 1-15 of 15 results
A Near-New Catamaran for €100K. I’d Still Walk Away. | Sailing Truth Show
Sailing Zingaro

A Near-New Catamaran for €100K. I’d Still Walk Away. | Sailing Truth Show

📕 GET THE BOOK: Be The Captain. Winner of the 2026 Eric Hoffer Award. 25 years of offshore decisions in one book → 🔓 FREE: The Captain's Locker. Printable watch schedules, pre-departure checklists, delivery tools → She's a 2023 Lagoon 42, almost zero hours on the engines, loaded with wa...
DEAL or DISASTER: YachtWorld’s Wildest Listings | Sailing Truth Show
Sailing Zingaro

DEAL or DISASTER: YachtWorld’s Wildest Listings | Sailing Truth Show

📕 GET THE BOOK: Be The Captain. Winner of the 2026 Eric Hoffer Award. 25 years of offshore decisions in one book → 🔓 FREE: The Captain's Locker. Printable watch schedules, pre-departure checklists, delivery tools → Every week the brokerage sites are full of boats wearing a price tag that has...
ICF, Solar Powered, Wood Boiler heated, House Build Progress.  Mistakes made give learning lessons
Cruising Off Duty

ICF, Solar Powered, Wood Boiler heated, House Build Progress. Mistakes made give learning lessons

This is an update on the progress with the ICF, off-grid house build. The Heatmaster G10000 wood boiler works great for heating the house and the garage. The Enphase solar system is up and working to power the house but there are changes I would have made if I did it over again. There were mistak...
Gravel Driveway Build.  Trying to use my compact tractor.  Mistakes made & lessons learned.
Cruising Off Duty

Gravel Driveway Build. Trying to use my compact tractor. Mistakes made & lessons learned.

Building a gravel driveway with a compact tractor can be challenging if not done correctly. This article discusses the mistakes made during the construction of a gravel driveway and shares lessons learned for those considering this type of project.
Lessons Learned: Losing the Forestay While Sailing Offshore
Sailing Zingaro

Lessons Learned: Losing the Forestay While Sailing Offshore

Lessons learned and shared with this community so we all can learn a bit from a scary and dangerous situation. While sailing offshore from Panama to Saint Maarten I lost my forestay about 20nm north of Aruba. Half this video is an explanation of what happened, and the other half is the lessons I...
REALITIES of BOAT LIFE – What We Do When We Need Time Out from LIVING ON A BOAT | Ep. 50
Harbors Unknown

REALITIES of BOAT LIFE – What We Do When We Need Time Out from LIVING ON A BOAT | Ep. 50

We have been asked a certain question many, many times over the course of the past fourteen months living aboard our Seawind 1600 catamaran about the #realitiesofboatlife. Do you ever want to get off the boat? We do get off the boat almost daily, but the real question is do you ever want to spend pr...
REALITIES of BOAT LIFE: Watch Before You Buy!
Gone with the Wynns

REALITIES of BOAT LIFE: Watch Before You Buy!

Four years ago, we bought a sailboat and set out to explore the world with absolutely no sailing experience. Now, we're sharing what we wished we had known. ☝Full Scoop On The Blog ❤ Support our work on Patreon! ❤ 📷 Photo & Video Gear 📷 ► EMAIL notifications, so you never miss a vi...
THE LITTLE THINGS we LEARNED along the way | Ep.39  SAILING DOCUMENTARY
see the little things

THE LITTLE THINGS we LEARNED along the way | Ep.39 SAILING DOCUMENTARY

This week we show you some of our routines while sailing. After 7 months, many fights and trial and error, we've found a way to work good as a team. Join us on a day of sailing and learn how we do things (wrong or right?!). ----- SUBSCRIBE for WEEKLY SAILING videos! Want to keep this project...
One Year of Full time Sailing on a Liveaboard Sailboat  | Q+A | Beau and Brandy Sailing
Beau and Brandy Sailing

One Year of Full time Sailing on a Liveaboard Sailboat | Q+A | Beau and Brandy Sailing

WOH! we have just finished one year of Full Time Sailing on a Liveaboard Sailboat. We were brand new to sailing before setting off into the big blue yonder and we wanted to share our experiences with you all. And BOY OH BOY do you have some lessons we have learned. What we did right and what went wr...
Stranded on a Drowning Stranger’s Boat
The O'Kelly's

Stranded on a Drowning Stranger’s Boat

This is one of those times where things go BAD in a hurry. There are lessons to be learned, so that's why I am sharing it with you. This is the story of the time a man I didn't know on a boat I didn't know, chased after a dinghy and almost drown. iTunes Podcast: Private Fb Group: ...
14 THINGS we learned LIVING on a BOAT for a year.
Jessica and Ryan Adventures

14 THINGS we learned LIVING on a BOAT for a year.

A little over a year ago we sold much of our stuff, bought a 18yr old sailing catamaran and move onboard full time. The learning curve has been steep and it's been a bit of a challenge but it's a life we enjoy. Here are the top 14 things we've learned living on a sailboat for a year. ...
LIFE ON A SAILBOAT – Zero to 10,000 Nautical Miles in 2 Years
Gone with the Wynns

LIFE ON A SAILBOAT – Zero to 10,000 Nautical Miles in 2 Years

Two years ago we knew nothing about sailing, now we're halfway across the Pacific in French Polynesia! There's WAAAAAY more info on our website here: Join our crew on Patreon and become a BIGGER part of the adventure: Subscribe and Keep in touch: It's our Sailiversary and we&...
Cold, Wet, Foggy, 2 day Trip up the St Lawrence.  Ends in boat collision.  Ep63
Cruising Off Duty

Cold, Wet, Foggy, 2 day Trip up the St Lawrence. Ends in boat collision. Ep63

In this episode of Cruising Off Duty, we cover our 2 day trip up the St Lawrence River to our new home in Kingston Ontario. It was something we had been looking forward to all off season and it was suppose to be a filled with the breathtaking beauty of the 1000 Islands, but ended up being a cold, w...
5 Lessons Learned Sailing | Sailing Britican (Video 5)
SailingBritican

5 Lessons Learned Sailing | Sailing Britican (Video 5)

What are the top 5 lessons learned sailing 18,500 miles?! Watch this video to find out. We publish ever Tuesday so please subscribe to our channel and also feel free to leave a comment below :) Read the article associated with this video at: Buy my new book!!! 'Changing Lifestyles: Trading t...
Shoving Off & What We Learned From Our Sailboat Service
Gone with the Wynns

Shoving Off & What We Learned From Our Sailboat Service

We make mistakes & we share...that's exactly what we're doing here. It's our first big sailboat service appointment & we learned a TON! Subscribe to get our newest videos: You'll find way more insight about service on our website here: If you're wondering about t...
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