Watch Sailing & Boating Adventures Around the World

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They Damaged Our Boat… And We Were Left To Fix It!  Ep-232
Leading the Escapade

They Damaged Our Boat… And We Were Left To Fix It! Ep-232

Our sailboat haul-out turned into the biggest nightmare we've ever faced after unexpected damage, an insurance dispute, and a lightning strike. What should have been a routine haul-out quickly turned into the biggest ordeal we've ever faced with our boat. What followed was months of unce...
Broken Rudders, Sunken Boats: The Orcas Are Winning | Sailing Truth Show
Sailing Zingaro

Broken Rudders, Sunken Boats: The Orcas Are Winning | Sailing Truth Show

Orcas have been ramming rudders and sinking sailboats off Spain, Portugal, and Gibraltar — and tonight we roll the tape. This is a Captain's Breakdown: I pause the footage, judge the crew's decisions in real time, and give the verdict — seamanship, panic, or pure luck. Then I'll tell ...
My Final Video as Sailing Zingaro
Sailing Zingaro

My Final Video as Sailing Zingaro

After 10 years and 90,000 nautical miles, this is the last video under the Sailing Zingaro name. In 2016 I bought a catamaran, pointed a camera at myself, and made a promise: I'll go, and I'll take you with me. The good, the bad, the ugly. You watched me sail to Ecuador, Easter Island, an...
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...
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...
What Else Could Go Wrong With This Sail-S1E19
Secondhand Sailors

What Else Could Go Wrong With This Sail-S1E19

While sailing the Mississippi Gulf Coast, Turner & Renee sail into problems, problems and more problems. Watch as this sailing disaster unfolds. Could it turn into a sailing triumph? #sailing #sailinglife #sailingadventures #secondhandsailors #sailingdisasters
WHEN SAILING SUCKS! We make an expensive mistake that leaves us stuck on our sailboat with no food.
Sailing Two Get Lost

WHEN SAILING SUCKS! We make an expensive mistake that leaves us stuck on our sailboat with no food.

We should be used to the ups and downs of sailboat life by now - but when you make an expensive mistake it's hard not to let it get you down! Thanks to everyone for your support - like and subscribe if you enjoyed :) and below are some more ways you can support the making of these sailing vide...
SINKING SAILBOAT! Disaster on board our 38ft sailboat
Sailing Two Get Lost

SINKING SAILBOAT! Disaster on board our 38ft sailboat

OUR SAILBOAT IS SINKING We really hope this video is a useful learning tool for others out there. Seeing water coming into our sailboat was a terrifying experience and one we're pleased is over! Manuel bilge pump The Boat Is Sinking Delta Anchor Review Thanks to everyone for your suppo...
the Aftermath of a DISASTER in a Foreign Country…. Ep 178
Sailing Nandji – Frothlyfe

the Aftermath of a DISASTER in a Foreign Country…. Ep 178

The worst night of our lives is only followed by more hard news. Dealing with the aftermath of a disaster in a foreign country is not easy... This video was filmed early Febuary before the global pandemic really took off. Thailand was one of the first countries affected and we took the adequate p...
How we prepare ourselves mentally for an Atlantic crossing  #61
Ryan & Sophie Sailing

How we prepare ourselves mentally for an Atlantic crossing #61

Ryan on risk management in "How I think about sailing" Part 1: Ryan on risk management in "How I think about sailing" Part 2: I was confident that our preparations were on point, this isn't a video that I was going to publish before actually crossing!  Before we even kn...
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