Watch Sailing & Boating Adventures Around the World

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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E244 – Cappadocia’s Magical Balloons & Incredible Fairy Chimneys!
Sailing No Regrets

E244 – Cappadocia’s Magical Balloons & Incredible Fairy Chimneys!

Sailing No Regrets pauses their voyage for an inland trek across Cappadocia's fairy chimneys before sailing from Turkey to Greece, anchoring under Mount Kerkis.
Diving alone on a Shipwreck in Greece
Dylan Magaster

Diving alone on a Shipwreck in Greece

Anchored in the sheltered bay of uninhabited Alimia Island aboard SV Arianrhod, Dylan Magaster executes a disciplined solo scuba dive on a wartime Aegean shipwreck, exploring solo diving safety and self-reliance.
30 Knots, Two Reefs, Then No Wind | Sailing Greece
Sailing Bluefish

30 Knots, Two Reefs, Then No Wind | Sailing Greece

Lucas and the Sailing Bluefish crew navigate their Lagoon 42 catamaran through sudden 30-knot Aegean squalls, tucking two reefs before drifting into a dead-calm Greek island wind shadow.
Finally, we are visiting the sight of Athens together! (Sailing Dakini – Leave to Roam Ep. 114)
Leave to Roam

Finally, we are visiting the sight of Athens together! (Sailing Dakini – Leave to Roam Ep. 114)

Dan and Kika secure sailing vessel Dakini for winter haul-out at a Leros boatyard in the Greek Dodecanese before crossing the Aegean Sea to explore historic Athens, ancient monuments, and offshore cruising logistics.
Cap Overboard! The Reality of Sailing Greece by Catamaran
Sailing Bluefish

Cap Overboard! The Reality of Sailing Greece by Catamaran

We sail from Syros to Rineia Island in Greece aboard our Lagoon 42 catamaran, heading for a quiet anchorage and another day of real family boat life in the Greek islands. The sail gives us a bit of everything — some nice sailing and one small rescue mission when I lose my favourite white cap in the...
What 25 Knots Looks Like on a Lagoon 42 | Sailing Greece
Sailing Bluefish

What 25 Knots Looks Like on a Lagoon 42 | Sailing Greece

We sail from Kea to Syros in the Cyclades aboard our Lagoon 42 catamaran, starting with a beautiful easy passage before the wind builds to around 25 knots. What begins as a relaxed Greek island sail turns into a proper sailing day, with rain, stronger wind, and two reefs in the main as we make our ...
Sailing Greece on a Lagoon 42 | Greece’s Underrated Island
Sailing Bluefish

Sailing Greece on a Lagoon 42 | Greece’s Underrated Island

After a calm start from Poros, we head north towards Kea for a windy sail through the Greek islands. The wind builds during the passage, with gusts up to around 24 knots, and our Code Zero gives us a small reminder that sailing plans do not always unfold exactly as expected. Just one of those real ...
We Live on a Lagoon 42 in Greece
Sailing Bluefish

We Live on a Lagoon 42 in Greece

A small glimpse of our life aboard Sailing Bluefish — sailing and living full-time on a Lagoon 42 in Greece and the Mediterranean.
Sailing Greece’s Most Underrated Coastline on a Lagoon 42
Sailing Bluefish

Sailing Greece’s Most Underrated Coastline on a Lagoon 42

We leave Pylos and begin making our way along the Messinian coast of Greece, with short sails, quiet anchorages, old stone walls, and a few lessons learned along the way. From Methoni Castle to Koroni Fortress, this stretch becomes one of those reminders that learning does not always need a classro...
Sailing to Zakynthos on our Lagoon 42 Catamaran
Sailing Bluefish

Sailing to Zakynthos on our Lagoon 42 Catamaran

After 41 hours at sea and 264 nautical miles from Sicily, we wake up in Argostoli, Kefalonia — finally back in Greece. This episode is about settling back into life at anchor after a winter in Marina di Ragusa. We do the usual boat jobs, go ashore for our first Greek dinner, move to a beach anchora...
My BIGGEST Diving CHALLENGE
Dylan Magaster

My BIGGEST Diving CHALLENGE

I sail to a Greek island for my biggest Scuba dive challenge yet. Am I ready to be a Divemaster? If you're interested in group travel: Dive with Walter: Support on Patreon: Support with Bitcoin: 1C2GuZPscVskvzScBJSQpdeXqGz2moJHaC In this video we will embark on the PADI Divemaster course...
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...
Cliff Monastery Built 1000 Years Ago | Amorgos
Dylan Magaster

Cliff Monastery Built 1000 Years Ago | Amorgos

Support on Patreon: Support with Bitcoin: 1C2GuZPscVskvzScBJSQpdeXqGz2moJHaC Follow Dylan Magaster: Business inquires or music submissions: [email protected] Music: Filmed by Dylan Magaster: Edited by Dylan Magaster:
SECRET to Safely Docking on a Rocky Ancient Quay
Dylan Magaster

SECRET to Safely Docking on a Rocky Ancient Quay

🌿 Upgrade your skin with Captain's Salve: Our latest sailing adventure led us to the infamously rough fishing quay at Agia Anna, presenting a unique docking a boat challenge. We meticulously navigated the vessel, taking every precaution to protect it from damage at this new location. This jour...
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...
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: 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 saga, hidden beaches, ancient ruins, mysterious cats, and wild island horse...
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...
Greek Island Sailing | Despotiko to Sifnos on Our Catamaran
Sailing Okaliptüs

Greek Island Sailing | Despotiko to Sifnos on Our Catamaran

Ep. 141 ~ Join us on our Greek island sailing adventure as we navigate from Despotiko to Sifnos aboard our liveaboard catamaran! This episode takes an unexpected turn as we arrive in Vathy, Sifnos, drop anchor, and suddenly—our throttle handle breaks off in my hand! Acting fast, we secure the boat ...
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 way.
This Greek Island is Underrated | Skyros, Greece
Dylan Magaster

This Greek Island is Underrated | Skyros, Greece

On SV Arianrhod we sail in the Northern Sporades to the Greek island of Skyros and Explore the island via Skooter and Drone. Support on Patreon: Support with Bitcoin: 1C2GuZPscVskvzScBJSQpdeXqGz2moJHaC Follow Dylan Magaster: Business inquires or music submissions: [email protected] ...
WATCH THIS BEFORE YOU SAIL GREECE! Ep-10
Leading the Escapade

WATCH THIS BEFORE YOU SAIL GREECE! Ep-10

In this week's episode we take you back to the beginning of our time in Greece and cram our all the notable events into one episode to recap ​the up's & down's.
Crossing the IONIAN to the AEGEAN Sea! Ep-4
Leading the Escapade

Crossing the IONIAN to the AEGEAN Sea! Ep-4

We travel all the way from Zakynthos to milos, Greece, crossing from the Ionian to the Aegean Sea. We visit a Sulphur beach, snorkel a world war II shipwreck...
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