Watch Sailing & Boating Adventures Around the World – Page 9 of 221

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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The Cruising Kiwis (TCK) is live
The Cruising Kiwis

The Cruising Kiwis (TCK) is live

Thank you for helping keep us afloat and supporting the creative process. You can be part of the crew for less than the price of a coffee. You can do so here: - Patreon - Paymate - PayPal using our email [email protected] WEB SITE www.thecruisingkiwis.com SOCIAL MEDIA Follow us on: In...
Can Two Retired Teachers Actually Afford Liveaboard Life? Our Real Numbers
Sailing Into the Mystic

Can Two Retired Teachers Actually Afford Liveaboard Life? Our Real Numbers

We are two recently retired educators, looking to live the blue water cruising life on a teachers' retirement budget. Follow us on our sailing channel as we share our journey around the world in the most affordable way we know how. Don’t forget to like, comment, and subscribe to be part of th...
S1E44. I Work on Boats All Day… Then Come Home to This
Sailing UV ( UltraViolet )

S1E44. I Work on Boats All Day… Then Come Home to This

Welcome back to Sailing UV ⛵🔥 (aka the greatest sailing show on Earth… obviously) If you're new here — I’m Jonathan, this is Violet 🐶, and we’re slowly bringing this boat back to life while working full-time and figuring it out as we go. This week’s episode is a mix of: 🌬️ Windy days on the ...
It’s Not Always Easy… But This Makes It Worth It (Zanzibar) | S5 E16
Sailing with six

It’s Not Always Easy… But This Makes It Worth It (Zanzibar) | S5 E16

It’s not always easy… but this is what makes it worth it. After leaving Kendwa, we make our way down to Stone Town in Zanzibar — trading quiet anchorages for busy streets, markets, and the reality of life behind the scenes. From provisioning and paperwork to tackling a watermaker issue, this is the...
Arriving in Miami by Sailboat! (At Night 🤯) Ep-210
Leading the Escapade

Arriving in Miami by Sailboat! (At Night 🤯) Ep-210

This week on Escapade the clock starts working against us! We kick things off by upgrading our guest cabin with a brand new custom mattress from Ship Shape Bedding. After templating the space, it’s time for the big moment—unpacking and fitting it onboard… and safe to say, it completely transforms t...
Ep 395 | Trying to REACH the NETHERLANDS… But the Weather Has OTHER IDEAS
Life in a Nutshell

Ep 395 | Trying to REACH the NETHERLANDS… But the Weather Has OTHER IDEAS

In this episode, we finally make our move north from Nieuwpoort, Belgium aiming for the start of the Standing Mast Route in the Netherlands. The plan was simple enough: take advantage of a rare winter weather window, ride the favourable tide, and push on toward Holland… or, if the North Sea had othe...
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...
A Day in The Life of Live-aboard Sailors
The Cruising Kiwis

A Day in The Life of Live-aboard Sailors

Thank you for helping keep us afloat and supporting the creative process. You can be part of the crew for less than the price of a coffee. You can do so here: - Patreon - Paymate - PayPal using our email [email protected] WEB SITE www.thecruisingkiwis.com SOCIAL MEDIA Follow us on: In...
Unboxing and Installing a New Pelagic Auto Pilot from Scanmar International
Sailing Triteia

Unboxing and Installing a New Pelagic Auto Pilot from Scanmar International

For more information about Pelagic Auto Pilots visit: Thanks again to Mike of Scanmar International for Sponsoring Triteia! And thanks to Randy Leisure of for making this happen 🙏🏻🙏🏻🙏🏻 If you enjoy the channel please "Like" the videos and Subscribe so you don't miss any future ep...
We Thought We Were Done… | Sailing Sunday vlog 304
Sailing Sunday

We Thought We Were Done… | Sailing Sunday vlog 304

After walking away from Sailing Sunday, we thought this would be a new exciting chapter looking for our new boat, our new home, to continue this sailing life we live, traveling around the world full time off grid. But after numerous let downs, overpriced boats and months of searching we become quite...
Solo Sailing to the Cave of the Apocalypse | Patmos
Dylan Magaster

Solo Sailing to the Cave of the Apocalypse | Patmos

Today I am solo sailing through the aegean sea to the island of Patmos, Greece. This single-handed sailing adventure is about 40 nautical miles beating to windward and a rough sail. Support on Patreon: Support with Bitcoin: 1C2GuZPscVskvzScBJSQpdeXqGz2moJHaC Follow Dylan Magaster: Business inqui...
Sailed 160nm to a Caribbean French Island… We Found THIS – Eps 78
Salty Days Adventures

Sailed 160nm to a Caribbean French Island… We Found THIS – Eps 78

This is it… we’re finally outta Sint Maarten 🙌 (and yes—this time we had the original paperwork 😅 if you missed that saga, make sure you watch the end of the last episode…) With wind in the sails and the bow set south, we kick off a 160nm journey towards Terre-de-Haut in the Îles des Saintes - wher...
Our First Taste of Africa… We Didn’t Expect This | S5 E15
Sailing with six

Our First Taste of Africa… We Didn’t Expect This | S5 E15

After a tough offshore passage, we arrive in Tanzania for our first real taste of Africa… and it wasn’t quite what we expected. Our journey begins in Tanga, a quiet coastal town where we reset after days at sea, navigate the full boat check-in process, and explore the incredible Amboni Caves — the ...
Hours Before We Left… This Happened
Sailing Big Lost

Hours Before We Left… This Happened

We finally left Panama and started our journey toward the Galápagos… but it didn’t happen the way we planned. After weeks of waiting on visas, everything came down to a narrow window to check out of the country and begin our Pacific crossing. What should have been a straightforward departure quickly...
Sailing Sunday is back!
Sailing Sunday

Sailing Sunday is back!

We’ve been gone for months… and a lot has happened, traveling, Sailing, looking for a new home! From selling our tiny home on water late last year to finding ourselves back out here again! Our lives are changing faster than ever and yes, there’s some big news heading your way! Watch this short vide...
One Final (and Terrifying) Task Before Our Maiden Voyage on our 40ft Sailboat
Chesca & Ben

One Final (and Terrifying) Task Before Our Maiden Voyage on our 40ft Sailboat

We are so, so close to getting our 40ft sailboat Flying Freedom out for her maiden voyage! The jobs list is dwindling down and now there's only one major task holding us back. One we aren't sure we even want to tackle ourselves. Our videos will always be free, but if you'd like to s...
THE LARGEST SAIL LOFT IN THE WORLD!  Touring Rolly Tasker Sails in Phuket Thailand
Sailing Triteia

THE LARGEST SAIL LOFT IN THE WORLD! Touring Rolly Tasker Sails in Phuket Thailand

Episode 473 : A Tour of the Rolly Tasker Sail Loft Hello Friends, On this episode I pull my sails off and head over to the world famous Rolly Tasker Sails loft here in Phuket. I see up with Sven to get an extensive tour of this remarkable sail loft and factory. From designing and making sails to ...
THE DEADLIEST VOLCANO YOU’VE NEVER HEARD OF
The Cruising Kiwis

THE DEADLIEST VOLCANO YOU’VE NEVER HEARD OF

THE DEADLIEST VOLCANO YOU'VE NEVER HEARD OF This week we continue exploring the beautiful island of Martinique, but beyond the beaches and rainforest lies a much darker history. One of the most devastating events in Caribbean history, the 1902 eruption of Mount Pelée. With the volcano still ac...
LIVE AT ANCHOR on Our Aluminium Catamaran!
Sailing Dawn Hunters

LIVE AT ANCHOR on Our Aluminium Catamaran!

we will answer all your questions! Excited to talk to you guys! 📺 THIS IS DAWN HUNTERS ➡️ S4LIVE ⛵WANT TO KEEP VIDEOS COMING? SUPPORT OUR PRODUCTION HERE: If you’d like to help with this production please consider supporting us on Patreon. (SUPPORT TIERS GO AS LOW AS $5 PER MONTHS) BOAT TOUR o...
An Excerpt From The Channel Islands Cruising Guide : Parsons Landing, Catalina Island
Sailing Triteia

An Excerpt From The Channel Islands Cruising Guide : Parsons Landing, Catalina Island

Pick up your copy at If you enjoy the channel please "Like" the videos and Subscribe so you don't miss any future episodes. If you find the videos helpful or entertaining and would like to contribute you can become a Patron at: Other Ways to Support the Channel: PayPal: Ve...
S1E43 Violet Found a Hidden Waterfall… (You Won’t Believe This Place)
Sailing UV ( UltraViolet )

S1E43 Violet Found a Hidden Waterfall… (You Won’t Believe This Place)

🌲 This might be one of the most beautiful hidden spots we’ve ever found… Welcome back to Sailing UV — the greatest sailing show on Earth. ⛵ This week, Violet and I take a break from the chaos of boat work and head out on a hike through what turned out to be an absolute hidden gem. We’re talking: ...
Got a New Fuel Tank and Almost Killed My Van
Sailing With Phoenix | Oliver

Got a New Fuel Tank and Almost Killed My Van

Installed a brand new secondary fuel tank to increase my diesel capacity for the nonstop circumnavigation. It felt like a big step forward, until I realised I’d been driving my van with no oil for a week. Bone dry. Turns out I can only manage one machine at a time. #VanLife In September 2026 I will...
We Are No Different Than Any Other Sailor (we might be WORSE) | EE 174
Expedition Evans

We Are No Different Than Any Other Sailor (we might be WORSE) | EE 174

Be kind to yourself this year. Using Zocdoc is FREE - visit my sponsor to find and instantly book an appointment with a top-rated, in-network doctor today. We are sailors. And we aren't any better than any other, in fact we might even be worse! We sailed over a shallow reef in the dark to pic...
This Was Harder Than Any Storm – Seychelles to Tanzania | S5 E14
Sailing with six

This Was Harder Than Any Storm – Seychelles to Tanzania | S5 E14

This wasn’t a storm… but it might have been one of the most uncomfortable passages we’ve had. Sailing from Seychelles to Tanzania, we thought we’d timed the weather well. A lighter forecast, a manageable window… and a straightforward run across the Indian Ocean. But out here, it’s not always the w...
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