Watch Sailing & Boating Adventures Around the World – Page 4 of 14

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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Paradise Isn’t Always Gentle | S4 E27
Sailing with six

Paradise Isn’t Always Gentle | S4 E27

From a moody outboard to unexpected wipeouts, life at sea doesn’t always run smoothly. In this episode, we discover a pristine spot that quickly became one of our favourites — with epic waves, underwater surprises, and a black eye that proved paradise isn’t always gentle. Join the Sailing with Six c...
Hidden Dangers – Not What You’d Expect | S4 E26
Sailing with six

Hidden Dangers – Not What You’d Expect | S4 E26

From above, this anchorage looked like pure paradise — turquoise water, lush green shores, glassy waves. But not all dangers are on the horizon. Some are hidden… and not what you’d expect. In this episode, we repair a snapped surfboard with whatever we can find, head ashore for provisions, explore ...
Risk vs Return – When Surfing Remote Waves Gets Real | S4 E25
Sailing with six

Risk vs Return – When Surfing Remote Waves Gets Real | S4 E25

Surfing remote waves is one of the best parts of living on a boat—but it comes with its fair share of calculated risks. This episode, a snapped leg rope sends Dad’s board into the coral rocks, sparking a rescue mission over sharp lava ledges. There are wipeouts, bumps, scrapes, and board repairs… al...
The Snake Saga – It Kept Coming Back! | S4 E24
Sailing with six

The Snake Saga – It Kept Coming Back! | S4 E24

What was meant to be a quiet stop for small waves and simple boat life turned into an unforgettable showdown. When an unexpected intruder slithered aboard—not once, not twice, but three times—we had no choice but to face it head-on. From surf sessions to one very determined snake, this episode has ...
From Fee Debacle to Daily Rhythm | S4 E23
Sailing with six

From Fee Debacle to Daily Rhythm | S4 E23

What started with confusion over anchoring fees quickly turned into something more familiar — finding our family rhythm in a brand new spot. After dealing with paddling locals, unclear payments, and a bit of drama, we finally settled into daily life: school, work, afternoon surfs, and chats about sc...
Kale, Coconuts, Bananas & the Freedom to Stay a Little Longer | S4 E22
Sailing with six

Kale, Coconuts, Bananas & the Freedom to Stay a Little Longer | S4 E22

We didn’t plan to stay long… but this anchorage had other ideas. Tucked away off a wild little island, we slowed down, settled in, and stretched our stay by living off what we could find — coconuts, bananas, and a bunch of fresh greens from a generous gardener. Between barefoot beach days, dinghy d...
City Mission: Visa Runs, Drones & Big City Treats | S4 E21
Sailing with six

City Mission: Visa Runs, Drones & Big City Treats | S4 E21

After weeks off-grid, it was time to hit the big smoke. In this episode, we head into Padang, West Sumatra — our first major city in ages — on a fast-paced mission to restock, repair, and renew. From replacing our drone and sourcing gas fittings, to tackling a visa run and squeezing in a dentist vi...
BVI Bound! The Next Leg of Our Southbound Sailing Adventure
Sailing Big Lost

BVI Bound! The Next Leg of Our Southbound Sailing Adventure

Sailing Big Lost collects essential spares in St. Thomas before making a catamaran passage to Norman Island and Virgin Gorda, battling squalls and sargassum.
Just Another Week at Anchor: Tattoos & Takeaways Included | S4 E20
Sailing with six

Just Another Week at Anchor: Tattoos & Takeaways Included | S4 E20

What started as a chill week anchored near one of Indonesia’s best surf breaks quickly turned into something else entirely… From catching coconuts and chasing waves, to diesel maintenance, squid fishing, and an impromptu onboard tattoo session — this episode captures the wild variety of life afloat...
Remote Realities: Paradise and the Problems | S4 E19
Sailing with six

Remote Realities: Paradise and the Problems | S4 E19

Living remote isn’t always postcard-perfect. This episode, we leave our quiet anchorage and head deeper into Indonesia’s Mentawai Islands — chasing surf, fresh food, and, hopefully, a full propane bottle. We get lucky with waves and local fruit trades, but not so much with gas, cash, or keeping our ...
Remote Sailing: Fix Or Fail | S4 E18
Sailing with six

Remote Sailing: Fix Or Fail | S4 E18

This episode, we’re pushing further along remote West Sumatra when — surprise! — the mainsail webbing breaks, the trampoline lines snap, and the generator decides to have a holiday. With no marinas, no sail loft, and only what we have onboard, it’s 100% up to us to keep everything running and keep s...
Anchored Beside an Active Volcano – Sailing Indonesia | S4 E17
Sailing with six

Anchored Beside an Active Volcano – Sailing Indonesia | S4 E17

In this episode we sail to one of the most famous volcanoes in the world — Krakatoa, an active volcano in Indonesia that changed history with its eruption in 1883. But getting there wasn’t exactly smooth sailing… From dodging storms off the coast of Java to visa runs, fueling up, and navigating bea...
This Is Why We Have a Boat | Remote Surf, No One Around | S4 E16
Sailing with six

This Is Why We Have a Boat | Remote Surf, No One Around | S4 E16

🌴 We sailed to a remote island chasing rumours of perfect waves… and found exactly what we were looking for. This episode takes you deep off the beaten track — to a quiet anchorage, jungle-fringed beaches, and empty surf breaks with no one else around. But life off-grid isn’t always sunshine and swe...
DAY IN THE LIFE | A Sailing with Six Minisode 😃
Sailing with six

DAY IN THE LIFE | A Sailing with Six Minisode 😃

🟡 BONUS MINISODE This 15-minute “day in the life” special was filmed while we were anchored in Nusa Lembongan—full of sunshine, routines, and the not-so-glamorous side of boat life. It doesn’t follow the usual episode timeline (we just released Episode 15), but this one was too fun not to share! 🚨...
Remote Sailing With Kids: Jungle Anchorages & Ocean Miles | S4 E15
Sailing with six

Remote Sailing With Kids: Jungle Anchorages & Ocean Miles | S4 E15

We’re back at sea! This episode follows our family as we sail over 700 nautical miles along the remote southern coast of Java. With the trade winds finally starting to fill in, we make the most of our first real opportunity to head further west through Indonesia — no stops, no signal, just wide open...
BALI By Sailboat: Safe Harbour for Essential Repairs | S4 E14
Sailing with six

BALI By Sailboat: Safe Harbour for Essential Repairs | S4 E14

We sail into Bali — but not for the beaches or Bintangs. This episode is all about boat life reality: tackling essential repairs on our Yamaha SD50 saildrives in a murky harbour that’s more grit than glamour. Bali might be a dream for tourists, but for cruisers? It’s a whole different experience. J...
Boat Life Meets Island Life: A Perfect Pause | S4 E13
Sailing with six

Boat Life Meets Island Life: A Perfect Pause | S4 E13

In this episode of Sailing with Six, we drop anchor in Indonesia and take a break from remote cruising to enjoy a slower pace, street food, and surf. From the laid-back charm of Gili Air to the surf breaks of Nusa Lembongan, this chapter is a reminder that even touristy stops can be a welcome pause....
Everything all at once… from HAUL OUT to HEARTBREAK! | S4 E12
Sailing with six

Everything all at once… from HAUL OUT to HEARTBREAK! | S4 E12

We return to our boat in Indonesia after a month in Australia and New Zealand — refreshed, restocked, and ready to tackle a fast-paced haulout. But what begins as a straightforward antifoul job quickly unravels into one of the most emotionally intense chapters of our sailing journey. From dealing w...
Leaving Happy Days Behind | S4 E11
Sailing with six

Leaving Happy Days Behind | S4 E11

🎒 Need help prepping your boat for a trip away? Download our FREE checklist here 👉 We’re doing something we haven’t done in a long time—leaving Happy Days behind. After a final stop at Gili Asahan, we sail to the marina to prep the boat for a month away while we travel to Australia and New Zealand...
Beautiful spot, busted stuff and a hint of daylight robbery!? | S4 E10
Sailing with six

Beautiful spot, busted stuff and a hint of daylight robbery!? | S4 E10

We anchored off a stunning surf break — just us, the waves… and a few unexpected challenges. From dreamy sessions in the water to dodgy BBQ repairs and a paddleboard that went rogue, this episode is all about embracing the highs and the “what now?” moments of boat life. 🛠️ In this episode: – Surfin...
Are We Really Doing A Reality TV Show? Episode 46
Sailing Banana Pancakes

Are We Really Doing A Reality TV Show? Episode 46

In this episode of Sailing Banana Pancakes, we wrap up our unforgettable time in Martinique, start major sailboat repairs, and head off on an epic sail toward Grenada—complete with a dolphin encounter that blew our minds! After spending weeks sailing through the Caribbean, Martinique gave us a chan...
Reality Check: Surf, Visas, and Rubbish in Indonesia | S4 E9
Sailing with six

Reality Check: Surf, Visas, and Rubbish in Indonesia | S4 E9

💸 Travel Tip: For all our international payments and ATM withdrawals, we use WISE. It gives us great exchange rates, low fees, and makes managing multiple currencies so much easier—especially when we're paying things like 12 million rupiah for visas 😅. If you're travelling, sailing, or wo...
The Difference Between School and Education – How We Learn While Sailing | S4 E8
Sailing with six

The Difference Between School and Education – How We Learn While Sailing | S4 E8

From volcano runs to swimming with whale sharks, this week’s journey is more than just adventure — it’s real life learning. As we sail through Indonesia with our family of six, we dive deep into conversations about ethics, sustainability, and what education looks like when the world is your classroo...
What Life Is Like With A FAMILY OF SIX OFF GRID On A Sailboat
Sailing with six

What Life Is Like With A FAMILY OF SIX OFF GRID On A Sailboat

What Life Is Like With A Family Of Six Off Grid On A Sailboat | Sailing with Six Ever wondered how a family of six survives—and thrives—off-grid on a sailboat? In this episode, we share exactly how we live off the grid on our catamaran with kids: how we power our lives with solar and lithium batter...
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