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.

Showing 49-72 of 656 results
OUR FIRST 1,000 MILE PASSAGE, KILLER WHALES AND A STOWAWAY #atlanticcrossing #luxuryyachtlife
UNANCHORED LIFE

OUR FIRST 1,000 MILE PASSAGE, KILLER WHALES AND A STOWAWAY #atlanticcrossing #luxuryyachtlife

🌊 Our First 1,000-Mile Atlantic Passage: Killer Whales, a Stowaway & No Land in Sight After months of cruising through the Caribbean, it’s finally time for the biggest adventure we’ve undertaken yet as liveabord sailors; the first leg of our Atlantic crossing aboard our Kadey Krogen 55, MOONFLE...
Sailing the Mediterranean: Wild Weather after Cape Malea on a Family Catamaran
Sailing Bluefish

Sailing the Mediterranean: Wild Weather after Cape Malea on a Family Catamaran

Rounding Cape Malea in Greece then up to Monemvasia the weather changed fast. 45+ knots, waterspouts, and one of the wildest days we’ve had aboard our Lagoon 42. Full episode on Sailing Bluefish. #sailing #sailinggreece #catamaran #lagoon42 #sailingfamily #mediterraneansailing #boatlife
Day 11 ATLANTIC CROSSING! Plus a quick tour of the upper deck #trawlerlife #luxuryyachtlife
UNANCHORED LIFE

Day 11 ATLANTIC CROSSING! Plus a quick tour of the upper deck #trawlerlife #luxuryyachtlife

🌊 DAILY ATLANTIC CROSSING UPDATES 🌊 Join us aboard our Kadey Krogen 55 Expedition trawler as we cross the Atlantic Ocean from Bermuda to the Azores with our dog, Gypsy. These short daily trawler-life updates document the real experience of long-distance passagemaking, ocean cruising, and living abo...
Sailing from Bermuda to New Hampshire. 822 miles offshore!
Sail Stillwater

Sailing from Bermuda to New Hampshire. 822 miles offshore!

What’s it really like to crew on an offshore sailing passage across the North Atlantic? Join Brian aboard Sailing Vessel Kleos as he sails 822 miles from Bermuda to New Hampshire on a 5-day offshore passage. From standing watch in the middle of the night to cooking meals underway, this video gives ...
PREPARING To CROSS OCEANS! | Goodbye Africa!… Ep 445
Sailing Nandji – Frothlyfe

PREPARING To CROSS OCEANS! | Goodbye Africa!… Ep 445

To learn more about Keane Insurance and to seek your bespoke boat policy check them out here 👉 🫡 For months, Nandji 2 sat still, held fast to the dock while we tore her apart and brought her back to life. But now, she’s moving again. The lines are off, the engine is purring, and we’re finally back ...
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

Aboard Sailing Big Lost, Connor and Kelly complete a 24-day Pacific crossing from Panama, arriving at Nuku Hiva in the Marquesas after 4,000 nautical miles.
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 their passage across the Pacific Ocean, the crew aboard Sailing Big Lost discovers that offshore life shifts from constant survival into an unexpected daily rhythm of watch schedules, shared chores, and cruiser check-ins.
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

Aboard their sailing catamaran, Sailing Big Lost navigates the Pacific Ocean from the Galapagos toward the Marquesas, executing 14 sail changes, sewing a torn sail bag, and repairing a chafed Dyneema reefing line offshore.
This Is It. We’re Crossing the Pacific
Sailing Big Lost

This Is It. We’re Crossing the Pacific

Sailing Big Lost departs Santa Cruz in the Galapagos to begin a 3,000-nautical-mile Pacific crossing to the Marquesas following final rigging checks and hikes.
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?

Sailing from Panama across the equator to the Galapagos brings doldrum calms, a broken Code 55 continuous furling line, yellowfin tuna, and biosecurity clearance.
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...
WeBoating
Logo
Shopping cart