Watch Sailing & Boating Adventures Around the World tagged “Greek islands”

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.

Showing 1-24 of 80 results
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: ➤ https://www.captainssalve.com 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...
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: https://www.captainssalve.com 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...
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: https://www.captainssalve.com 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 landscap...
Is this Hidden Gem of a Greek Island My Favorite? | Skyros
Dylan Magaster

Is this Hidden Gem of a Greek Island My Favorite? | Skyros

🔥 Support the journey and get the salve I use daily in the sun, sea, and wind: https://captainssalve.com We set off to explore one of the most underrated Greek islands — Skyros. What started as a peaceful scooter ride quickly turned into a breakdown s...
Sailing Into a Storm | Greek Island Adventure to Skyros
Dylan Magaster

Sailing Into a Storm | Greek Island Adventure to Skyros

🌊 Support the Journey: https://captainssalve.com We set sail from a quiet bay on the island of Proso, heading toward Skyros — a place of tiny horses, lobsters, and ancient legend. What began as a calm journey quickly turned into a tense wait-out as a ...
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: https://www.captainssalve.com 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 perma...
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: https://captainsalve.com 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 e...
This Tiny Greek Island is Full of Surprises
Dylan Magaster

This Tiny Greek Island is Full of Surprises

► Captain Salve: https://captainsalve.com --- Today we sail from Skopelos to Alonissos — an island full of hidden history, pirate tales, monk seals, and unexpected mishaps. We anchor in crystal bays, ride a scooter to remote villages, crash (literal...
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 a...
Anchor Stuck, Drone Launched, Sailing to Meet a Girl
Dylan Magaster

Anchor Stuck, Drone Launched, Sailing to Meet a Girl

A jammed anchor chain, a shifting wind, and the quiet truths that come with movement. What began as a simple sail to the other side of Skiathos, Greece became a meditation on change, stability, and impermanence. This episode unfolds through challenge and c...
What Happens If You Never Clean Your Boat Propeller?
Dylan Magaster

What Happens If You Never Clean Your Boat Propeller?

Support on Patreon: https://www.patreon.com/dylanmagaster After 6.5 months of not moving, my sailboat’s propeller was nearly useless—forcing me to dive in and clean it by breath-hold. In this video, I take you through the challenges of underwater maint...
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: https://www.patreon.com/dylanmagaster 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 Skia...
HAVE YOU SEEN IT?! 👀🤩🇬🇷. Latest EP IS LIVE! #greece #sailing #setsail
Sailing Holly Blue

HAVE YOU SEEN IT?! 👀🤩🇬🇷. Latest EP IS LIVE! #greece #sailing #setsail

HAVE YOU SEEN IT?! 👀🤩🇬🇷 Sailing calamities, Jelly fish attacks, underwater love culture & cowboy charter boats…you can catch ALL the Greek Island fun as we sail Kefalonia in our latest YT episode - now LIVE! Link: https://youtu.be/5tvX...
Dream Sailing to Monemvasia: A Journey Worth Watching #Sailing #travel  #boatlife
Carl and Jenny

Dream Sailing to Monemvasia: A Journey Worth Watching #Sailing #travel #boatlife

Dream Sailing to Monemvasia: A Journey Worth Watching #Sailing #travel #boatlife Experience the dream sailing to Monemvasia, Greece! Join us on this incredible journey as we sail to the stunning island of Monemvasia and explore its beauty. #travel #sailin...
Hanging out with Super Yachts and Sailing to Greece’s Most Beautiful Islands – Sailing the World E45
Dutch Sailing Family

Hanging out with Super Yachts and Sailing to Greece’s Most Beautiful Islands – Sailing the World E45

Embark on a captivating journey with the Dutch Sailing Family as they sail to Greece's most enchanting islands. Experience the splendor of picturesque destinations, including Paros, Milos, Delos, and Amoros, while learning about their exciting experiences ...
Have we Devolved? Exploring Delos, Ancient Greece
Dylan Magaster

Have we Devolved? Exploring Delos, Ancient Greece

Step back in time to ancient Delos, a city that was once the financial hub and melting pot of various cultures and religions in Greece. Our detailed exploration delves into the rich history, magnificent architecture, and what life may have been like on thi...
Mythical Graveyard or the Island of Miracles? | Tinos, Greece
Dylan Magaster

Mythical Graveyard or the Island of Miracles? | Tinos, Greece

Tinos Island, located in Greece, is renowned not only for its breathtaking landscapes and fascinating history but also for being a paradise for sailing enthusiasts due to the unique winds found nowhere else in the country.
we need to talk…
Sailing Holly Blue

we need to talk…

There's change in the air and we need to fill you guys in....also give you an update about life as it is! Get your questions ready! Sailing Holly Blue Crew x
Sailing to Samos – Our Favourite Island in Eastern Greece! Sailing the World E 43
Dutch Sailing Family

Sailing to Samos – Our Favourite Island in Eastern Greece! Sailing the World E 43

Embark on a captivating adventure with the Dutch Sailing Family as they navigate towards the picturesque island of Samos in Eastern Greece. Experience their exploration of serene beaches, thrilling sea cave expeditions, and memorable encounters along the w...
HOW WE SLEEP ON OUR SAILING BOAT & we sail past the southernmost point of Greece! • S4:EP4
Sailing Holly Blue

HOW WE SLEEP ON OUR SAILING BOAT & we sail past the southernmost point of Greece! • S4:EP4

Hi Guys! Join us in this fun and adventurous sailing episode! This time around we chat about how we sleep on our our sail boat and our a new addition to our onboard comfort. We also continue our sailing voyage around the southernmost point of mainland Gre...
ZAKYNTHOS vs. KEFALONIA: Which was our favourite Greek Island?
Kristina's Travels

ZAKYNTHOS vs. KEFALONIA: Which was our favourite Greek Island?

ZAKYNTHOS vs. KEFALONIA: Which is the Best Greek Island? We explore TOP THINGS TO DO and SEE on both Ionian Islands before revealing which island is our very favourite. Join us for our final episode as part of our epic Greece Road Trip series! CHAPTERS: ...
A first hand account of Albania’s tragic past – Communism and Dictator Hoxha – under iron rule
SAILING into FREEDOM

A first hand account of Albania’s tragic past – Communism and Dictator Hoxha – under iron rule

Give it a thumbs up if you liked this episode! If you would like to support with single donations click here - https://www.paypal.me/Plukky Aeroclub Albania Web: https://aeroclubalbania.al/ Insta: https://www.instagram.com/aeroclub.albania?utm_source=qr F...
I AM IN MACEDONIA????  AND IT IS BLOODY BEAUTIFUL – PARAGLIDING THE MOUNTAINS OF KRUSEVO
SAILING into FREEDOM

I AM IN MACEDONIA???? AND IT IS BLOODY BEAUTIFUL – PARAGLIDING THE MOUNTAINS OF KRUSEVO

If you would like to support with single donations click here - https://www.paypal.me/Plukky Alexander the Great, Phillip of Macedon. The people are warm, friendly and it is a cheap holiday. If you are into paragliding it is awesome...and the weather is g...
I dream of a Mermaid
SAILING into FREEDOM

I dream of a Mermaid

What would you do if you found a Mermaid? If you would like to support with single donations click here - https://www.paypal.me/Plukky Give it a thumbs up if you liked this episode! Get your Sailing Into Freedom Crew T-shirt: https://teespring.com/store...
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