Watch Sailing & Boating Adventures Around the World – Page 3 of 28

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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LAND at Last – Arriving in COLOMBIA After a WILD Passage | Day 15
Leading the Escapade

LAND at Last – Arriving in COLOMBIA After a WILD Passage | Day 15

The final stretch to Colombia… and after everything this passage threw at us, the wind completely disappears. After battling storms, big seas, a shredded headsail, and days offshore, we spend the entire night drifting slowly toward Cartagena at just 2–3 knots. If we’d had enough fuel, we could have...
Wet, Exhausted & Hanging On – 50 Knot Caribbean Storm | Day 13 & 14
Leading the Escapade

Wet, Exhausted & Hanging On – 50 Knot Caribbean Storm | Day 13 & 14

Day 13 & 14 of our offshore passage from the USA to Colombia… After days at sea, the weather forecast suddenly shifts for the worse. What was meant to be manageable conditions turns into a long-lasting storm stretching across the entire Caribbean Sea — leaving us with nowhere to run and no way...
The Raw Reality of Offshore Sailing – Torn Sail, No Fuel & Wild Weather | Day 12
Leading the Escapade

The Raw Reality of Offshore Sailing – Torn Sail, No Fuel & Wild Weather | Day 12

Day 12 of our sail from the USA to South America… and this is where the crossing starts to get rough. After finally reaching stronger winds out in the Caribbean Sea, the conditions quickly deteriorate and our headsail completely shreds offshore. With over 30 knots of wind, building swell, and no fu...
Crossing the Pacific Changed Our Family
Sailing Big Lost

Crossing the Pacific Changed Our Family

After months of preparation and 24 days at sea since leaving Panama, we finally crossed the Pacific Ocean and arrived in Nuku Hiva in the Marquesas Islands of French Polynesia. This crossing pushed our family physically and mentally in ways difficult to explain. Interrupted sleep, endless sail chang...
The Last Glimpse of Land Before South America | Day 11
Leading the Escapade

The Last Glimpse of Land Before South America | Day 11

Day 11 of our sail from the USA to South America… and today feels like a real turning point. The last glimpse of land disappears behind us as we head further offshore with nothing but ocean ahead. After barely any wind and carefully watching our fuel levels, we finally start to feel the conditions ...
Our Sail Tore in 40 Knots…10 Minutes Into the Crossing | Day 7 Continued…
Leading the Escapade

Our Sail Tore in 40 Knots…10 Minutes Into the Crossing | Day 7 Continued…

We use Airalo to stay connected when we land in new countries — super easy eSIMs with no physical SIM needed. Try it here: Code: LEADING Day 7 continued of our sail from the USA to Colombia… and this is not how we imagined it going. After days of waiting in the Bahamas for the right weather wind...
Somehow… This Became Normal | Pacific Crossing
Sailing Big Lost

Somehow… This Became Normal | Pacific Crossing

Two weeks into our Pacific crossing and something unexpected started happening… Life out here began to feel normal. The watches, the meals, the routines, the exhaustion, the quiet moments in between — somewhere along the way the Pacific stopped feeling so unfamiliar. In this episode we share what da...
My Water System Stopped Working | Here’s Why
Sailing Life on Jupiter

My Water System Stopped Working | Here’s Why

If you get value from our videos whether entertainment. education or inspiration show your appreciation by supporting our channel. ▶️Visit Our Website: ▶️ SUPPORT US HERE 👇: JOIN our “PRIME” crew on PATREON for early video releases, NO ADDS, weekly video REALTIME updates, private facebook group, v...
Survival Mode at Sea + Monster Fish Caught | Day 2-3
Leading the Escapade

Survival Mode at Sea + Monster Fish Caught | Day 2-3

Day 2 & 3 of our sail from the United States to Colombia did not go to plan. What was meant to be a comfortable beam reach in 18–22 knots quickly turns into something very different. Instead of cruising south, we find ourselves stuck in gale-force winds, beating upwind for nearly two straight d...
LAST PASSAGE
Adventures of an old Seadog

LAST PASSAGE

The last passage is from the Azores to Plymouth in England and a dream is about to come true Thank you for watching this episode, please give us a thumbs up and subscribe. Don't forget to click the bell next to the subscribe button to notify you of every new episode, that way you’ll never miss ...
Crossing the Gulf Stream & Fishing for Dinner | Day 1
Leading the Escapade

Crossing the Gulf Stream & Fishing for Dinner | Day 1

After leaving the Gulf Stream behind, we finally arrive on the Bahama Bank — and the ocean greets us with something completely unexpected. Glass-off conditions. The water turns into a mirror as far as we can see, leaving us with no wind and a long day and night of motoring across the shallow turqu...
A 50 Knot Squall Hit Before We Even Left | Day 0
Leading the Escapade

A 50 Knot Squall Hit Before We Even Left | Day 0

A 52-knot squall, a new crew member, and a recalcitrant anemometer—Day 0 for SV Escapade was anything but a calm departure from Miami's Key Biscayne. Following Janaye McDonald and Jason Marshall as they begin their journey to Colombia.
Preparing Our Sailboat to Leave Civilisation Behind! Ep-214
Leading the Escapade

Preparing Our Sailboat to Leave Civilisation Behind! Ep-214

We’ve officially entered full Pacific prep mode 🌊 In this episode, we spend the day hunting down everything we need to get Escapade ready for another ocean crossing and life in remote destinations far from civilisation. From safety gear and spare parts to haul out supplies, off-grid essentials, to...
Eventually, Life in the Pacific Felt Normal
Sailing Big Lost

Eventually, Life in the Pacific Felt Normal

Eventually, life in the Pacific started to feel normal. After more than a week at sea crossing the Pacific Ocean, the routines of offshore life slowly began to settle in. Night watches, sail changes, repairs, fishing, cooking, exhaustion, and family life all became part of our everyday rhythm somew...
This Is It. We’re Crossing the Pacific
Sailing Big Lost

This Is It. We’re Crossing the Pacific

We’re finally doing it. After months of preparation, we’re leaving the Galápagos and setting sail across the Pacific Ocean — 3,000 nautical miles to the Marquesas. This is the moment everything has been building toward. What started as a dream is now reality. With no turning back, we begin one of t...
41 Hours Offshore: Sailing from Sicily to Greece
Sailing Bluefish

41 Hours Offshore: Sailing from Sicily to Greece

We finally leave Sicily and sail east toward Greece. After our winter months, waiting, fixing, preparing, and slowly getting Bluefish ready again, it is time to cross the Ionian Sea. This passage takes us from Sicily toward Kefalonia — 41 hours offshore, sailing through changing light, weather, nigh...
I Answered 50 of Your Questions
Sailing With Phoenix | Oliver

I Answered 50 of Your Questions

Installed nothing. Fixed nothing. Just sat down and answered your questions as honestly as possible. In September 2026 I will begin a 30,000 mile solo nonstop circumnavigation of the planet aboard my 1998 Pacific Seacraft 40, "Phoenix do Mar", meaning Phoenix of the Sea in Portuguese. Dep...
We Left Everything Behind… Was It Worth It?
Sailing Big Lost

We Left Everything Behind… Was It Worth It?

We left everything behind to cross the Pacific Ocean with our kids. After weeks of waiting in Panama, we finally set sail — but the reality of life offshore hit fast. From losing wind and navigating shifting conditions, to gear failures and constant decision-making, this passage tested us in ways we...
Atlantic Crossing to St. Helena: What We DIDN’T Expect
Sailing Paradise Falls

Atlantic Crossing to St. Helena: What We DIDN’T Expect

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat We set sail from Walvis Bay, Namibia, leaving behind the African continent for a 1,400 nautical mile passage across the wild South Atlantic Ocean, bound for the remote island of St...
Using AIS offshore (PredictWind Masterclass 4/5)
Sailing Zingaro

Using AIS offshore (PredictWind Masterclass 4/5)

Up to this point, we’ve focused on planning and interpretation. But once you’re actually offshore, your job as Captain changes. It moves from "making a plan" to monitoring the outside world and catching problems before they start. In this fourth video of our 5-part series, we’re looking at...
How I Read the Weather After 85,000 Miles (PredictWind Masterclass #1/5)
Sailing Zingaro

How I Read the Weather After 85,000 Miles (PredictWind Masterclass #1/5)

The ocean doesn't care about your plans. But it does respond to physics. After 85,000 miles at sea and a career as a Navy Submariner, I’ve learned that PredictWind is only as good as the person making the decisions. This is the first video in a 5-part intensive series designed to transform you ...
FINALLY IN THAILAND! Dina’s World Tour Finale & Arrival in Phuket
Captain German Exploring

FINALLY IN THAILAND! Dina’s World Tour Finale & Arrival in Phuket

The #sailing journey of a lifetime reaches its final destination! Join #captaingermanexploring and Dina as they navigate the last miles of Dina's incredible #circumnavigation. From the moment they enter #Thailand territorial waters near #KohLanta, the #adventure remains as unpredictable as ev...
Racing, Repairs & Ready to Sail: Our Last Weeks in Mauritius!
Sailing Paradise Falls

Racing, Repairs & Ready to Sail: Our Last Weeks in Mauritius!

Racing, Repairs & Ready to Sail: Our Last Week in Mauritius! Get ready to dive into real boat life as our sailing family spends our final weeks in beautiful Mauritius preparing our Leopard catamaran for one of the most intimidating passages in the Indian Ocean—the powerful Agulhas Current beneat...
Night Storm in the Strait of Malacca No Lightning Protection!
Captain German Exploring

Night Storm in the Strait of Malacca No Lightning Protection!

#sailingstorm, #yachtstorm, #stormatsea, #sailingadventure, #yachtcaptainPO "Fate is where your own compass decides you should ride..." ⚓️ In this episode, we face the raw power of the Strait of Malacca. What starts as a peaceful search for sea otters on wild islands turns into a test of s...
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