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.

Showing 1-24 of 1139 results
Am I Living the Dream Solo Sailing to Rhodos Greece?
Dylan Magaster

Am I Living the Dream Solo Sailing to Rhodos Greece?

Buy Captain's Salve: Support on Patreon: Follow Dylan Magaster: Dylan Magaster is a multi facited creator, creating content ranging from travel vlogs, sailing, free diving, scuba diving, fpv drones and more. Business inquires or music submissions: [email protected] Music: F...
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.
10 Things I Wish I Knew Before We Set Sail | Coffee with Sandy ☕⛵
Sailing Sea Moon

10 Things I Wish I Knew Before We Set Sail | Coffee with Sandy ☕⛵

After sailing 14,000 NM from Australia to the Mediterranean aboard Seawind 1160 Sea Moon, Sandy shares 10 essential cruising truths on maintenance, weather, and life at sea.
I’m Selling My Legendary Hobie 16… But There’s Something You Should Know
Joyrider TV

I’m Selling My Legendary Hobie 16… But There’s Something You Should Know

Joseph Bennett lists the legendary 2014 Hobie 16 LE Race BadBoy 95 for private sale in Vassiliki, Greece. The catamaran includes Harken rigging, EPO3 carbon rudders, new 2023 wires, and dual sail sets, with full hull disclosure.
Time to depart Lefkada through one of the two bridges that connect Greece’s Islands
Sailing Sea Moon

Time to depart Lefkada through one of the two bridges that connect Greece’s Islands

Scott and the crew of Sailing Sea Moon navigate their Seawind 1160 catamaran through the narrow Lefkada Canal and the Santa Maura floating swing bridge into the Ionian Sea.
An Electrician, a Diver & a Cop Walk Into a Bar… 😂
Sailing Okaliptüs

An Electrician, a Diver & a Cop Walk Into a Bar… 😂

Aboard their Fountaine Pajot Helia 44 in Greece, the crew of Sailing Okaliptüs braves the exposed Preveza town quay, installing a Victron Quattro amid contractor delays, port police encounters, and a fouled propeller emergency.
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.
Boats, Bridge and Birthdays – Sailing Lefkada Greece
Sailing Sea Moon

Boats, Bridge and Birthdays – Sailing Lefkada Greece

Scott and Sandy aboard the Seawind 1160 Lite catamaran Sea Moon navigate the historic Lefkas Canal floating bridge, berth at Lefkada, and explore the Ionian Sea.
How to Stop Losing Places to Wind Shifts | Sailing Live Q&A
Joyrider TV

How to Stop Losing Places to Wind Shifts | Sailing Live Q&A

Joseph Bennett analyzes upwind catamaran race tactics, detailing the mathematics of wind shifts, the heavy tacking penalty of multihulls, and strategic course positioning.
How we power our off-grid floating home
Sailing Sea Moon

How we power our off-grid floating home

A technical breakdown of the 1,000Ah Victron lithium battery bank, 1,350W solar array, and all-electric galley powering the Seawind 1160 catamaran SV Sea Moon.
Living the Boatlife in Greece | Gylali, Greece
Dylan Magaster

Living the Boatlife in Greece | Gylali, Greece

Buy Captain's Salve: Support on Patreon: Follow Dylan Magaster: Dylan Magaster is a multi facited creator, creating content ranging from travel vlogs, sailing, free diving, scuba diving, fpv drones and more. Business inquires or music submissions: [email protected] Music: F...
Seeking Shelter from a Storm in a Volcano | Nisyros, Greece
Dylan Magaster

Seeking Shelter from a Storm in a Volcano | Nisyros, Greece

Buy Captain's Salve: Support on Patreon: Follow Dylan Magaster: Dylan Magaster is a multi facited creator, creating content ranging from travel vlogs, sailing, free diving, scuba diving, fpv drones and more. Business inquires or music submissions: [email protected] Music: F...
E239 – Kastellorizo – The Tiny Greek Island You’ve Probably Never Heard Of
Sailing No Regrets

E239 – Kastellorizo – The Tiny Greek Island You’ve Probably Never Heard Of

After seven years of creating sailing content, we take a well-earned break from filming and spend a month exploring Cyprus. We visit Larnaca, Nicosia and Paphos, dive the famous Zenobia shipwreck, and explore incredible sites including Kolossi Castle, Kykkos Monastery and the ancient ruins of Nea Pa...
Stuck on the Dock
Sailing Clewless Crew

Stuck on the Dock

Stuck on the Dock after finding a flood in the starboard engine bay, I jump straight into damage control with a new bilge pump install, a fresh depth gauge, and finally getting the lithium battery setup fitted. It’s one of those proper boat life days where nothing goes to plan, but the repairs have ...
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:
The Amorgos Shipwreck Explore | They Were Smugglers?
Dylan Magaster

The Amorgos Shipwreck Explore | They Were Smugglers?

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:
Aegean Sea Lionfish Catch | Invasive Species Hunt
Dylan Magaster

Aegean Sea Lionfish Catch | Invasive Species Hunt

Join us on a unique travel vlog as we embark on a spearfishing endeavor in the Aegean Sea, targeting invasive lionfish. This underwater hunting adventure combines freediving with our passion for catching and preparing fresh seafood. We even get to catch and cook our very own meal, all while sailing ...
Sailing and Spearfishing in the Aegean Sea | Koufonisia
Dylan Magaster

Sailing and Spearfishing in the Aegean Sea | Koufonisia

Join us on a sailing trip around the stunning Naxos and Koufounissia in the Cyclades, Greece, showcasing the beautiful "sailing cyclades" experience. We navigate past the large island of Naxos, anchoring in the protected bay of Panarmos, a perfect example of "sailing greece" and ...
My First ever Catch and Cook with a rusty Speargun
Dylan Magaster

My First ever Catch and Cook with a rusty Speargun

First-time spearfishing while living on a sailboat in Greece — freediving in the Aegean Sea near Naxos and Rineia to catch wild fish for food using a speargun, including white trevally and triggerfish, then cleaning, filleting, and cooking fresh seafood at anchor as part of an off-grid sailing lifes...
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...
What Happens If You Drop Anchor in the Wrong Spot?
Dylan Magaster

What Happens If You Drop Anchor in the Wrong Spot?

Get Captain's Salve: A routine sailing trip quickly became a challenge when swim bouys were laid directly in front of the boat, tangling the anchor rope. This video captures the intricate process of trying to retrieve the anchor while ensuring the boat remains stationary and the tow float unha...
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