Watch Sailing & Boating Adventures Around the World – Page 2 of 48

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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Unconventional Tour of the Largest Cyclades Island | Naxos, Greece
Dylan Magaster

Unconventional Tour of the Largest Cyclades Island | Naxos, Greece

We sailed to one of Greece’s most overlooked islands — Naxos — and uncovered ancient secrets hiding in plain sight. From the legendary Cave of Zeus to abandoned Jesuit monasteries, stone bridges in ghost villages, and timeless terraced hillsides, this island feels like stepping through a portal int...
The Most Important Jesuit Ruin You’ve Never Heard Of
Dylan Magaster

The Most Important Jesuit Ruin You’ve Never Heard Of

Upgrade your skin with Captain's Salve: Beneath layers of overgrowth and time lies an abandoned Jesuit monastery hidden on the Greek island of Naxos, untouched, undocumented, and almost erased from the historical record. But who were the Jesuits really? Missionaries? Master educators? Or a sec...
Beginner vs. 25 Knot Wind: Can She Handle It?
Dylan Magaster

Beginner vs. 25 Knot Wind: Can She Handle It?

Timeless skin nourishment, Infused with ancient herbs: ➤ What if sailing could transport you through time? In this episode, we ride 25-knot winds across the Aegean Sea to reach one of Greece’s most legendary monuments: the Gate of Apollo on the island of Naxos. With only one sail, rough seas, and ...
This Greek Island Was Once the Center of the World! | Delos
Dylan Magaster

This Greek Island Was Once the Center of the World! | Delos

Upgrade your Skin with Captain's Salve: In the heart of the Aegean Sea lies Delos, Greece the mythical birthplace of Apollo and Artemis… and one of the most mysterious archaeological sites in the ancient world. Today it’s a ruin — but 2,000 years ago, it was a booming tax haven, religious cap...
Is This the Strangest Island in Greece? | Tinos
Dylan Magaster

Is This the Strangest Island in Greece? | Tinos

Support your skin with Captain's Salve: Join us as we go sailing through the Cyclades islands and explore this beautiful part of travel greece and the greek islands. Come with us to the Greek island of Tinos! Terraced landscape, strong winds, The biggest pilgrimage site in Greece and legendary...
ABANDONED MONASTERY on an Remote Greek Island | Skantzoura
Dylan Magaster

ABANDONED MONASTERY on an Remote Greek Island | Skantzoura

Support your skin and this channel get a jar of Captain's Salve: We anchored near a forgotten island in the Northern Sporades and discovered an abandoned monastery once inhabited by Byzantine monks… and later, political exiles. What we found inside shocked us — beds still made, shoes untouched...
Anchored in Paradise: Discovering Nissos Peristera and Prasso, Greece
Dylan Magaster

Anchored in Paradise: Discovering Nissos Peristera and Prasso, Greece

Support your skin and support the channel with the best skin salve: In today’s adventure, we set sail to the stunning, uninhabited island of Nissos Prasso, one of Greece’s most remote and beautiful locations. With no permanent residents, this hidden gem offers pristine beaches, crystal-clear waters...
We Found a Shipwreck in Greece and Explored It
Dylan Magaster

We Found a Shipwreck in Greece and Explored It

Grab a jar of Captain's Salve at: We left Steni Vala and found ourselves anchored next to a decaying shipwreck off the coast of Peristera, in the Northern Sporades in Greece. What happened to this mysterious vessel? Join us as we explore it by dinghy and FPV drone, and reflect on the eerie bea...
We Found a €1,000,000 Abandoned Research Center in Greece
Dylan Magaster

We Found a €1,000,000 Abandoned Research Center in Greece

Captain’s Salve — natural skincare for sailors & wild ones: We stumbled on this massive white building while exploring the north coast of Alonissos, Greece. At first, I thought it might be a fish processing plant… but it turned out to be something much stranger: a million-euro research center b...
Her First Sail to a Hidden Beach Only Boats Can Reach
Dylan Magaster

Her First Sail to a Hidden Beach Only Boats Can Reach

Nikki had never been sailing before—but today, we set out on her first real voyage across the Aegean. We’re sailing from Skopelos to the remote, unreachable-by-road beach of Lalaria, one of the most famous and mysterious beaches in Greece. The cliffs are steep, the water is cyan, and for a moment, w...
Solo Sailing After 6 Months Land Locked – First Voyage Back!
Dylan Magaster

Solo Sailing After 6 Months Land Locked – First Voyage Back!

Support on Patreon: After 6.5 months locked down in Oreoi, Greece, I finally set sail again — solo. This episode follows the nerves, the boat prep (rigging, anchor, propeller issues), the tough upwind beating to Skiathos, and the mindset lessons of overcoming challenges at sea. Watch as I shake off...
Upgrading My Sailboat for Summer: Solar, Teak & Adventures in Greece
Dylan Magaster

Upgrading My Sailboat for Summer: Solar, Teak & Adventures in Greece

Support on Patreon: After months of lockdown on the Greek island of Evia, I finally upgraded my sailboat’s solar power, repaired the teak, fixed the outboard, and patched up the dinghy — all to get ready for the next big adventure. In this video, I take you behind the scenes as I prepare for summer...
I Built My First 5″ FPV Drone… and It Was Brutal
Dylan Magaster

I Built My First 5″ FPV Drone… and It Was Brutal

After months of flying a Cinewhoop and making endless repairs, I decided it was finally time to build my first 5" FPV drone. Following Mr. Steele’s iconic Apex build (with some key modifications), I set out to assemble, bind, and fly my first real freestyle quad. It didn't go smoothly... b...
I Tried to Rescue My Stuck Drone… and Made Everything Worse
Dylan Magaster

I Tried to Rescue My Stuck Drone… and Made Everything Worse

What started as a simple FPV training session turned into a full-blown rescue mission... and then a comedy of errors. One drone stuck in a tree. My solution? Use a second drone to get it down. That didn’t go well. Surrounded by blackberry bushes and a completely unreachable treetop, I had to get cre...
I Thought FPV Was Just Flying.. Then This Happened
Dylan Magaster

I Thought FPV Was Just Flying.. Then This Happened

Learning FPV drones as a complete beginner was way harder than I expected. This is the first part of my FPV drone journey—from simulator crashes to soldering wires I didn’t even know existed. Inspired by Johnny FPV and the incredible cinematic drone shots he's known for, I decided to dive headf...
#6 WANKER [Ep 175] Sailing Salacia Star
Sailing Salacia Star

#6 WANKER [Ep 175] Sailing Salacia Star

"Welcome to Sailing Salacia Star, a channel dedicated to exploring the world's oceans and waterways. Join us on our sailing adventures as we explore new destinations, encounter different cultures, and experience the thrill of sailing. Whether you're a seasoned sailor or new to the wor...
A Trip Around the World with WE|Sail – Circumnavigation in 6 Weeks | Episode 283
WE|Sail

A Trip Around the World with WE|Sail – Circumnavigation in 6 Weeks | Episode 283

Welcome back to WE|Sail! This week, we say goodbye to our beloved floating home, VA, and embark on an incredible 6-week journey around the globe! Our circumnavigation by air! First stop: Greece, where we’ll spend 3 weeks hosting charters in one of the world’s most stunning sailing destinations. W...
UNDER THE SEA #3 Sailing Salacia Star
Sailing Salacia Star

UNDER THE SEA #3 Sailing Salacia Star

"Welcome to Sailing Salacia Star, a channel dedicated to exploring the world's oceans and waterways. Join us on our sailing adventures as we explore new destinations, encounter different cultures, and experience the thrill of sailing. Whether you're a seasoned sailor or new to the wor...
Episode 216- Engine Failure, Crushed Boats and a Drunk Captain!
Sailing Pickle Family

Episode 216- Engine Failure, Crushed Boats and a Drunk Captain!

Well yet again we're in a Pickle! After the last months constant storm sailing we finally had engine failure in last weeks episode, Thankfully engine stripping and rebuilds is becoming something we're quite good at! So this week guys Chris is yet again pulling the engine out to replace a d...
Episode 215 – Winter Sailing from Kefalonia, Greece to Italy and Dodging Storms!
Sailing Pickle Family

Episode 215 – Winter Sailing from Kefalonia, Greece to Italy and Dodging Storms!

We're doing it guys!! We're just bloody well doing it! There is no two day window to cross from Greece to Italy so we have to just go for it, we leave in one storm and arrive in another, throw in engine failure at the end and you get the jist of this mad, crazy storm sailing episode with a...
Episode 214 – Sailing Greece in the Calm before the Storm!
Sailing Pickle Family

Episode 214 – Sailing Greece in the Calm before the Storm!

We have a very needed break in these crazy weeks of storms! We discover the gorgeous calm surroundings and explore for miles on white sandy beaches, then manage to sail on along the Greek coast and cross to Kefalonia in huge swell, where we take shelter for further nasty strong winds that are on the...
Episode 213 – At Anchor in a Beaufort 9 Stormy Weather, in the Winter Mediterranean!
Sailing Pickle Family

Episode 213 – At Anchor in a Beaufort 9 Stormy Weather, in the Winter Mediterranean!

We leave one anchorage to have a pretty great sail compared to a lot these last few weeks! Arriving in time to avoid the strong winds which were coming! Predicted a Beaufort 9 for 2/3 days straight! We take shelter in beautiful bay which has a lot of shelter from the changing and strong wind condit...
Episode 212 – Winter Storm Sailing in the SouthEast Mediterranean
Sailing Pickle Family

Episode 212 – Winter Storm Sailing in the SouthEast Mediterranean

It's all about the sailing this week guys!! After hiding out in a sheltered Military Naval bay away from some big storms, we finally set sail again, nervously passing through live firing grounds into open water and after a strong day sail find ourselves sailing through the night in absolutely h...
Episode 211 –  Winter Sailing in the Mediterranean! Seeking Shelter in a Scary Naval Harbour!
Sailing Pickle Family

Episode 211 – Winter Sailing in the Mediterranean! Seeking Shelter in a Scary Naval Harbour!

We have some great sails this week in-between some very strong winds in the beautiful winter mediterranean! We explore further our isolated anchorage and finally find a trail to follow to a gorgeous little church before night sailing on to a naval harbour with a scary entrance! Thank you to our wo...
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