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 1-24 of 113 results
Conversations that we need to have as long-term cruisers
Sailing Sea Moon

Conversations that we need to have as long-term cruisers

A recent conversation with someone close to me who received a life-saving organ transplant made me realise how little many of us understand about organ donation—and how important it is that the people we love know exactly what we want. Living and sailing overseas, Scott and I prepare Sea Moon for e...
Pink and Blue Jobs on a boat :How do we divide the workload and why
Sailing Sea Moon

Pink and Blue Jobs on a boat :How do we divide the workload and why

Who does what when you live and sail together 24/7? And what happens when the person who normally does a job suddenly can’t? On Sea Moon, we definitely have what we jokingly call our “pink jobs” and “blue jobs.” There are jobs Scott naturally takes responsibility for, jobs Sandy would much rather d...
HOT TAKE – Stupid Anchoring Mistakes
Lady K Sailing

HOT TAKE – Stupid Anchoring Mistakes

Lady K Swag!!! Right here: Need a consult? Click here to drop a message: Want to help support Lady K Sailing? Click here to become a Patron: Or here to make a one time donation: Follow Lady K on Facebook: Or Instagram:
Man Overboard – The radio call  you never want to hear
Sailing Sea Moon

Man Overboard – The radio call you never want to hear

A few days ago, while aboard Sea Moon, we heard something over the VHF radio that stopped us in our tracks... "Man overboard." In this episode of Coffee with Sandy, I share the real emergency radio call we heard that day, how it affected me, and why moments like these remind us that life...
How He Survived a Tropical Storm at Sea
Sailing Zingaro

How He Survived a Tropical Storm at Sea

How to survive a tropical storm at sea: A true sailing survival story. If you’ve ever wanted to sail offshore, you NEED TO WATCH THIS. It may save your life. For deeper training on how to handle the ocean, get your copy of Be The Captain: Johnny was 20 years old and eager for his first Atlantic c...
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...
He Did Everything Right. His Captain Still Blamed Him.
Sailing Zingaro

He Did Everything Right. His Captain Still Blamed Him.

👉 Shape this book and get the free first chapter: A guy learns to sail, earns his certifications, and signs on to crew a delivery to San Diego with two strangers who talked a big game about their offshore miles. On his watch the autopilot quits. The wind builds, the seas build, and when he calls f...
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...
30 Seconds. That’s What a Lithium Fire Gives You.
Sailing Zingaro

30 Seconds. That’s What a Lithium Fire Gives You.

On June 10th, 2024, SV Theros left Halifax bound for the Azores. Three days later, their AIS signal went dark 34 miles southwest of Sable Island. Four weeks after that, Parks Canada found the crew on the beach. They had washed ashore in their inflatable dinghy. The Transportation Safety Board conclu...
Be The Captain — Chapter One: Think Like a Captain (Audiobook)
Sailing Zingaro

Be The Captain — Chapter One: Think Like a Captain (Audiobook)

This is the introduction and first chapter of the Be The Captain audiobook, read by the author. Chapter 1 is called Think Like a Captain. It's not about sailing techniques or gear. It's about command, and the mindset that separates people who make good decisions offshore from people who d...
The Night I Almost Lost the Keel (and Why I Quit Deliveries)
Sailing Zingaro

The Night I Almost Lost the Keel (and Why I Quit Deliveries)

In 2014, I delivered a Beneteau First 47.7 from the Bahamas to Cartagena. Somewhere in the Caribbean, 150 miles offshore, I found myself ankle-deep in water, crew vacuuming the bilge in the dark, batteries dead, no GPS, no autopilot. I didn't know at the time how close we were to losing the kee...
Our truck broke down transporting our sailboat from Mexico!!
Sailing Adventure Can't Wait

Our truck broke down transporting our sailboat from Mexico!!

We finish un-stepping the mast and package Hiraya up for her long transport home to Utah. Seriously what could possibly go wrong!! First mistake was heading to Mexico in July, but that is the opportunity that life gave us to go get her. We made it 3 hours out of Guaymas when our troubles began. ...
What could possibly go wrong!  Driving to Mexico to pick up our sailboat and transport her home!
Sailing Adventure Can't Wait

What could possibly go wrong! Driving to Mexico to pick up our sailboat and transport her home!

We hookup to our sailboat trailer and drive 6 hours into Mexico. Once in Guaymas we make preparations to load Our Tartan 34 sailboat onto the trailer and prepare to bring her home for repairs. We hope our video inspires you to explore the world on your own sailboat! Or RV or tent or whatever means...
Why I’ll Never Trust a “Performance” Boat Again | Sailing Truth Show
Sailing Zingaro

Why I’ll Never Trust a “Performance” Boat Again | Sailing Truth Show

I was in the middle of a delivery on a Farr 47.7, when the bilge pump went off... What followed was an insane story that nearly killed me. I'll NEVER take another 'performance' production boat offshore. In this episode of the Sailing Truth Show, I’m sharing the full, documented sto...
Broken diesel engine.  Forced to hip tie the dinghy to push us into the travel lift.
Sailing Adventure Can't Wait

Broken diesel engine. Forced to hip tie the dinghy to push us into the travel lift.

After a painfully slow crossing of the Sea of Cortez, we made it to Guaymas! We pushed with the dinghy way more then we wanted to. We were pretty nervous using the dinghy to push us into the travel lift. It ended up going well and being no big deal. It seems the mental anxiety is usually worse ...
Broken engine, again!  do we still sail to the south pacific?
Sailing Adventure Can't Wait

Broken engine, again! do we still sail to the south pacific?

While sailing to Mazatlán to check out of Mexico our diesel engine died. Do we continue on to the South Pacific as planned? Do we give up and head home with our tails between our legs? Do we sale? We hope our video inspires you to explore the world on your own sailboat! Living on a small sailb...
Carnival in La Paz Mexico or installing our water maker?  We ended up doing both!
Sailing Adventure Can't Wait

Carnival in La Paz Mexico or installing our water maker? We ended up doing both!

While we were anchored in La Paz Mexico, the Carnival came to town!! It comes to town every year at the same time, we just happened to be there at the right time. On a side note we also reinstalled our spectra water maker. Thanks Sam and Jes We hope our video inspires you to explore the world by...
Why are we driving around in the bed of a truck in Mexico?  Our solar panel broke.
Sailing Adventure Can't Wait

Why are we driving around in the bed of a truck in Mexico? Our solar panel broke.

Most of our power generation comes from our solar panels. They sit there quietly everday providing us with electricity we need for our modern lives. One of them failed, we lost 40 percent of our output! No worries, find a solar panel store, ride in the bed of a truck, just like I did as a kid, loa...
Gentleman don’t sail upwind!!  It was a great sail!
Sailing Adventure Can't Wait

Gentleman don’t sail upwind!! It was a great sail!

Don't ever forget to close the toilet vent!! We try not to sail upwind very often. It's fun for a while, but it comes with its own sets of problems. The boat heels a lot, stuff ends up everywhere, the boat is usually a disaster after wards. You would think that we would learn! We hope...
How People ACTUALLY Make Money While Cruising (No BS)
Sailing Zingaro

How People ACTUALLY Make Money While Cruising (No BS)

Most people don’t give up on cruising because of weather, boats, or seamanship. They give up because they can’t figure out the money. In this episode, I break down how people actually make money while cruising—and just as importantly, what doesn’t work once real life at sea gets involved. This is...
Sailing Truth Show: Why Balance Beats Strength on a Sailboat
Sailing Zingaro

Sailing Truth Show: Why Balance Beats Strength on a Sailboat

Most people think surviving storms offshore is about having a strong boat. Heavier. Tougher. Overbuilt. It’s not. Offshore seamanship is the art of keeping a boat in balance—aerodynamically, structurally, and mentally. When a boat is balanced, energy stays manageable. When it’s not, energy builds ...
Hunter 376 – The Aegean Tragedy: What Really Happened in the Newport–Ensenada Race
Practical Sailor

Hunter 376 – The Aegean Tragedy: What Really Happened in the Newport–Ensenada Race

Maui to Vic: A First Ocean Crossing Experience: On April 27, 2012, during the Newport to Ensenada Race, the Hunter 376 Aegean sailed into North Coronado Island at night. All four sailors aboard were lost. This video does not assign blame. Instead, it looks carefully and respectfully at what is kn...
BVI mooring ball failure = DISASTER!
Sail Stillwater

BVI mooring ball failure = DISASTER!

In this video we dive into the question: Are mooring balls safe in the BVI? We take a close look at the incident involving The Wandering Hillbilly, when his boat broke free from a mooring ball and ended up drifting and grounding — a dramatic reminder that mooring balls aren’t automatically “safe.” ...
Sailing Is Way Scarier Than You Think – Ep 353 – Lady K Sailing
Lady K Sailing

Sailing Is Way Scarier Than You Think – Ep 353 – Lady K Sailing

Sailing looks calm, romantic, and free — until it isn’t. In this video, we explore the real-life disasters and accidents that show just how fast things can go wrong at sea — from the 1979 Fastnet Race tragedy to the Cheeki Rafiki and Sydney to Hobart storm, to modern-day survival stories that remind...
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