Watch Sailing & Boating Adventures Around the World – Page 10 of 111

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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Leaving New Zealand to Start Catamaran Life in Sicily
Sailing Bluefish

Leaving New Zealand to Start Catamaran Life in Sicily

Two years ago we left New Zealand, packed up our life, and went looking for a different rhythm. In Sicily, we found Bluefish — our Lagoon 42 and our home in the Mediterranean. We stayed quiet online on purpose. We wanted to live this chapter fully before trying to document it. To learn the boat, s...
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...
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...
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...
Did we make a Mistake coming here? Exploring Wild and Uncharted Sailing Grounds – E180
Sailing SV CUBA

Did we make a Mistake coming here? Exploring Wild and Uncharted Sailing Grounds – E180

Follow us in this episode as we dodge shallows and reefs, sail to a deserted island and get our first glimbse of the 2nd largest barrier reef in the world. Follow us every week in our real life sailing adventure, as we live off grid, sail from place to place, travel from country to country discover...
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...
Everyone Hates This Sailboat… So Why Do People Love It?
Lady K Sailing

Everyone Hates This Sailboat… So Why Do People Love It?

Hunter 380 review, Hunter sailboat review, B&R rig explanation, Hunter Marine sailboats, is a Hunter sailboat good, Hunter 380 specs, Hunter 380 problems, coastal cruising sailboat, best sailboat for beginners, easy to sail sailboat, Chesapeake Bay sailing, Bahamas cruising sailboat The Hunter ...
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...
Racing Against Time: New Electric Motor & Major Boom Tent Mods – Sailing Helios S04E02
Sailing Helios

Racing Against Time: New Electric Motor & Major Boom Tent Mods – Sailing Helios S04E02

In this episode of Sailing Helios, our long-awaited Momentum Marine electric outboard motor finally arrives! We've been counting down the days for this upgrade, but there's a small hitch — the battery is still stuck in Customs, so we can't fire it up just yet. While we wait, there...
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 ...
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,...
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...
Why Would Anyone Want a Trimaran?
Lady K Sailing

Why Would Anyone Want a Trimaran?

Why would anyone choose a trimaran over a monohull? In this video, we compare the Dragonfly 36 trimaran vs a Beneteau Oceanis 40.1 to answer one of sailing’s biggest questions: are trimarans better than monohulls? We break down trimaran vs monohull pros and cons, including speed, stability, comfort,...
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...
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...
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...
Everything Is Ready… Except One Thing | Pacific Crossing
Sailing Big Lost

Everything Is Ready… Except One Thing | Pacific Crossing

We’re officially ready to leave Panama and begin our Pacific crossing… but we’re still stuck. After weeks of preparation, boat work, and planning, everything now comes down to one final piece — our visas. 💛 Support the journey & shop our merch: 👉 We head into Casco Viejo after getting approva...
Why Are Whales Sinking Sailboats?
Lady K Sailing

Why Are Whales Sinking Sailboats?

Why are whales sinking sailboats? Over the last few years, reports of orcas attacking sailboats have exploded across the sailing world, particularly off the coasts of Spain, Portugal, and the Strait of Gibraltar. Sailors have reported killer whales targeting rudders, disabling steering, and in some ...
Shipyard Upgrades: We NEED to improve our rudder (88ft Wooden Boat)
Sailing Yabá

Shipyard Upgrades: We NEED to improve our rudder (88ft Wooden Boat)

*Episode 309 | Back at the shipyard, the upgrades continue.* After two years living aboard Yabá, we’re finally tackling one of the things we missed the most at sea: an autopilot. But on a wooden boat like ours, nothing is ever simple… before installing it, we need to rework the rudder. With the help...
This Was Our Toughest Hike (Isabel de Torres) + Our Final Luperón Days
Wildly Intrepid Sailing

This Was Our Toughest Hike (Isabel de Torres) + Our Final Luperón Days

This one tested us 😅 We took on the steep and slippery climb up Isabel de Torres in Puerto Plata—and it was no joke. Muddy trails, sketchy footing, and a serious leg burn… but the view at the top made every step worth it. Sitting above the city with a mini botanical garden and that iconic statue, i...
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