Watch Sailing & Boating Adventures Around the World – Page 17 of 300

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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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...
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 Questioned Everything… Was Boat Life a Mistake?
Sailing Holly Blue

We Questioned Everything… Was Boat Life a Mistake?

We’ve been living this life for 7 years now… Sailing, travelling, exploring — it looks like a dream. But behind the scenes, there are parts no one really talks about. In this episode, we open up about one of the hardest challenges we’ve faced as a family — something that made us stop and question ev...
Without this our boat launch will be a DISASTER — Sailing Yabá
Sailing Yabá

Without this our boat launch will be a DISASTER — Sailing Yabá

*Episode 311 | We have a 3-inch hole in our hull and the clock is ticking. If we don't find a replacement for this critical part immediately, Yabá isn't going anywhere.* CHECK EKSTER OUT → Get up to 65% off with our code: *SAILINGYABA* by going to (we can't say enough how much their...
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...
I Got Sick in Thailand… So Chloe Took Over
Sailing Doodles

I Got Sick in Thailand… So Chloe Took Over

After a peaceful night at anchor off Koh Larn, we woke up to the bay filling with jet skis and tour boats, so it was time to move on. Unfortunately, I was already feeling terrible from something I ate the night before. We got the boat underway and made the 10-mile run north to Koh Sichang, a much m...
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...
Made it to FIJI –  REALITY of checking into a NEW COUNTRY on a SAILBOAT Episode 92
Sailing Machete

Made it to FIJI – REALITY of checking into a NEW COUNTRY on a SAILBOAT Episode 92

This week our family makes it to FIJI! We show the reality of checking into a new country via sailboat - it's not always smooth. We go to our first remote Fijian village. Daniel assesses and fixes what broke from our NZ to Fiji passage. Thank you for watching and subscribing. You don't...
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 ...
Installing A High Output Alternator ⚡️
Sailing With Phoenix | Oliver

Installing A High Output Alternator ⚡️

I’ve rewired the boat, installed a new alternator, and made about 100 questionable decisions during the refit. If the engine starts and the boat floats… it will be a miracle. In September 2026 I will begin a 30,000 mile solo nonstop circumnavigation of the planet aboard my 1998 Pacific Seacraft 40,...
BOAT UPGRADE – The Most Affordable High-Output Water-maker? (40 GPH)
Leading the Escapade

BOAT UPGRADE – The Most Affordable High-Output Water-maker? (40 GPH)

This week on Escapade, we install one of the biggest upgrades we’ve been looking forward to… a brand new watermaker. We already had a watermaker onboard, but it was old, clunky, and increasingly unreliable — not exactly what you want when you’re preparing to head out into the Pacific. If we’re goin...
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...
This Brand New Catamaran Isn’t Mine… But I Took It Anyway
Sailing Doodles

This Brand New Catamaran Isn’t Mine… But I Took It Anyway

After months of waiting for my new catamaran… I finally got out on the water. The team at Island Spirit handed me the keys to their brand new 410 catamaran for a full shakedown cruise here in Thailand — and I couldn’t wait to see what it could do. In this video: Full walkthrough tour of the boat ...
We SOLD everything and moved on a boat
Sailing Clewless Crew

We SOLD everything and moved on a boat

Hi guys, welcome back to Sailing Clueless Crew! We sold everything and finally moved aboard our Fountain Pajot Astrea 42 catamaran in the boat yard—raw footage of liveaboard life starting on the hard before splashing the boat into the water. Video 6 captures the emotional chaos of ditching land life...
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...
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 ...
No Going Back: Moving our Boat Deeper into the Shipyard (and Further From Launching)
Sailing Yabá

No Going Back: Moving our Boat Deeper into the Shipyard (and Further From Launching)

*Episode 310 | Another week of chaos at the shipyard* After two years living aboard, we’re back at the shipyard! Not just to maintain Yabá, but to evolve her. In this episode we move her deeper into the yard, take a chainsaw to our new boom and open our gearbox up. The "shipyard chaos" is ...
We Survived the MONA PASSAGE (47hrs Nonstop Sail to Puerto Rico) E376
Wildly Intrepid Sailing

We Survived the MONA PASSAGE (47hrs Nonstop Sail to Puerto Rico) E376

After months of life in Luperón, Dominican Republic, it was finally time to move on… and take on one of the Caribbean’s most notorious crossings — the Mona Passage. We set sail for Puerto Rico on a 47-hour, 245 nautical mile passage, pushing through a double overnight sail with little sleep and sea...
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...
Delivery Day… But My Boat Still Isn’t Ready 😬
Sailing Doodles

Delivery Day… But My Boat Still Isn’t Ready 😬

I showed up expecting my new $1.5M electric catamaran to be finished… but something wasn’t right. The boat looks nearly complete — and honestly, it’s incredible to see how far it’s come. In this video, I take you inside the Island Spirit factory for a full walkthrough of the latest progress. But t...
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: ...
Our ROUGHEST PASSAGE Yet – 1100NM to FIJI (91)
Sailing Machete

Our ROUGHEST PASSAGE Yet – 1100NM to FIJI (91)

This week our family is sailing from New Zealand to Fiji. This passage is known to be a difficult one and it's living up to its reputation. We are hoping we can make it to Fiji without too many things breaking. AND without the kids losing their dinner. Thank you for watching and subscribi...
What 90% of Sailing Actually Looks Like | Days at Anchor in Fiji
WE|Sail

What 90% of Sailing Actually Looks Like | Days at Anchor in Fiji

Welcome back to another episode of WE|Sail. EPISODE 335 Here's something most people don't realize about sailing: we spend about 80 to 90 percent of our time at anchor, not actually sailing. And honestly? Those are some of the best days. This is what a week at anchor in Fiji looks like f...
WeBoating
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