Watch Sailing & Boating Adventures Around the World – Page 2 of 7

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 25-48 of 166 results
Finishing our circumnavigation of Menorca.  |  Ep170
Sailing Fair Isle

Finishing our circumnavigation of Menorca. | Ep170

Go to or use code SAILINGFAIRISLE at checkout to get 4 extra months of Surfshark VPN! I think Menorca has firmed itself up as our favourite of the Balearic islands. It just has a nice laid back charm to it. There are good anchorages especially in the North and excellent tapas. We stayed for over a...
Sailing Greece: We Had ONE Chance to Make the Lefkada Bridge Opening 🇬🇷
Sailing Okaliptüs

Sailing Greece: We Had ONE Chance to Make the Lefkada Bridge Opening 🇬🇷

Ep. 212 ~ After exploring Zakynthos and anchoring in the protected National Marine Park, we continue north through the Ionian Islands with a mission: make it through the Lefkada floating bridge before it closes. Along the way, we stop in the charming harbor town of Poros on the island of Kefalonia,...
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...
Sailing the Mediterranean: Wild Weather after Cape Malea on a Family Catamaran
Sailing Bluefish

Sailing the Mediterranean: Wild Weather after Cape Malea on a Family Catamaran

Rounding Cape Malea in Greece then up to Monemvasia the weather changed fast. 45+ knots, waterspouts, and one of the wildest days we’ve had aboard our Lagoon 42. Full episode on Sailing Bluefish. #sailing #sailinggreece #catamaran #lagoon42 #sailingfamily #mediterraneansailing #boatlife
kefalonia BLEW us away – LITERALLY!
Sailing Clewless Crew

kefalonia BLEW us away – LITERALLY!

Kefalonia Blew Us Away Literally! In this episode, we’re sailing through stormy conditions, dealing with a seriously stressful anchorage, and making a tricky escape from the rocks before the weather gets worse. If you’re into catamaran sailing, Mediterranean cruising, liveaboard life, and real-world...
Sailing Greece: 50 Knot Storm & Waterspouts on a Family Catamaran
Sailing Bluefish

Sailing Greece: 50 Knot Storm & Waterspouts on a Family Catamaran

In this episode, we leave Elafonisos and sail around Cape Malea, one of the most exposed and famous capes in Greece. The wind builds to around 25 knots as we round the cape, but once we are clear, the weather settles back into a beautiful sunny sail with light wind. We continue to Monemvasia, ancho...
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 STUNNING Meganisi
Sailing Clewless Crew

Sailing STUNNING Meganisi

Join us aboard our 42ft catamaran as we sail the stunning Greek Ionian Islands, cruising from Nidri to Vlycho Bay and Meganisi, where we discover paradise in crystal-clear water and beautiful hidden anchorages. In this episode, we tackle boat life, island hopping, and a close look at our solar panel...
Peloponnese Sailing | Monemvasia, Wildfire Planes & Tight Harbor Maneuvers 🇬🇷
Sailing Okaliptüs

Peloponnese Sailing | Monemvasia, Wildfire Planes & Tight Harbor Maneuvers 🇬🇷

Ep. 207 ~ After finally escaping Milos, we change sail plans and return to mainland Greece and sail to the Peloponnese. We are thoroughly entertained by a few dolphins and arrive to one of the most incredible places we’ve visited in Greece... the medieval fortress town of Monemvasia. This sail had...
41 Hours Offshore: Sailing from Sicily to Greece
Sailing Bluefish

41 Hours Offshore: Sailing from Sicily to Greece

We finally leave Sicily and sail east toward Greece. After our winter months, waiting, fixing, preparing, and slowly getting Bluefish ready again, it is time to cross the Ionian Sea. This passage takes us from Sicily toward Kefalonia — 41 hours offshore, sailing through changing light, weather, nigh...
Get us outta here
Sailing Clewless Crew

Get us outta here

STUCK on Preveza Town Quay AGAIN — No Greek Transit Log, Unreliable Battery Bank, Bad Weather & Endless Boat Fixes! 😩 Week 2 on the Preveza town quay and we’re desperate to escape. Waiting for our Greek Transit Log after sending insurance docs to customs, dealing with a dodgy battery bank we ca...
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...
Storm blast close to shore |  Ep164
Sailing Fair Isle

Storm blast close to shore | Ep164

Sailing the Costas on the Southern coast of Spain can be difficult as there are very few places to anchor with protection from the South. The weather in March and April can be quite unpredictable and as we found you can get some viscous katabatic storm blasts off the snow topped mountains along the ...
We SOLD everything and moved on a boat
Sailing Clewless Crew

We SOLD everything and moved on a boat

Hi guys, welcome back to Sailing Clueless Crew! We sold everything and finally moved aboard our Fountain Pajot Astrea 42 catamaran in the boat yard—raw footage of liveaboard life starting on the hard before splashing the boat into the water. Video 6 captures the emotional chaos of ditching land life...
Not ready for launch!? 3 Days before we splash
Sailing Clewless Crew

Not ready for launch!? 3 Days before we splash

We’re in the final stretch before splash day, and this episode is all about getting our catamaran ready for launch with some of the most important underwater upgrades and maintenance jobs. In this one, we fit and talk through Hydro Axe rope cutters, Flexofold propellers, and the last bits of prep ne...
Escaping Storms at Empire State-Sized Calpe Rock – Sailing Denia to Alicante – Sailing Helios S03E46
Sailing Helios

Escaping Storms at Empire State-Sized Calpe Rock – Sailing Denia to Alicante – Sailing Helios S03E46

In this Sailing Helios episode, we cast off from Denia as thunderstorms rumble along the coast – not ideal sailing weather! We push on and find excellent shelter from the forecast strong winds tucked beside the dramatic Penyal d'Ifac (Peñón de Ifach), the iconic limestone rock in Calpe that tow...
Chasing Sunsets to Portugal — Leaving the Bay of Biscay Behind | S1 E11
Sailing Queen Lizzy

Chasing Sunsets to Portugal — Leaving the Bay of Biscay Behind | S1 E11

In this episode of Sailing Queen Lizzy, we sail past the top of Spain on our way to Portugal, proving that yes, you really can chase sunsets as a hobby. We coastal hop along rugged Spanish shores, drop the hook in ridiculously pretty anchorages, and finally cross into Portuguese waters at Viana do C...
Sailing the Bay of Biscay: Darkness, Dunes & Drama! | S01E10
Sailing Queen Lizzy

Sailing the Bay of Biscay: Darkness, Dunes & Drama! | S01E10

Sailing Queen Lizzy, our Bali 4.6 - In this episode, join us on a thrilling maritime adventure as we navigate the challenging waters of the Bay of Biscay. Set sail from the historic port of La Rochelle to the charming coastal town of Ribadeo, with unforgettable stops in San Sebastian and Bilbao. Ex...
Ep 104 splashed reunited and sailing again    4K
Sailing Frida af Wisby

Ep 104 splashed reunited and sailing again 4K

In this episode we get splashed but the Sardinian weather is holding us back, then we get reunited with our trusty buddy boat Tintomara and finally we find a weather window to continue our journey north along the the Sardinian coast. But while we were waiting for the wind to calm down we found ways ...
5 years of sailing the world! #sailing #lifestylechange #boating #travel
Sailing Jibsea
Sailing Into a Storm | Greek Island Adventure to Skyros
Dylan Magaster

Sailing Into a Storm | Greek Island Adventure to Skyros

🌊 Support the Journey: 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 lightning-laden storm rolled in. On a sailboat, thunderstorms aren’t just...
Sailing from Italy to Tunisia – Dutch Family Sailing the World E52
Dutch Sailing Family

Sailing from Italy to Tunisia – Dutch Family Sailing the World E52

Urgent Repairs are Needed as We Sail from Italy to Tunisia One of the saildrives in our catamaran shows sign of water mixed in with the oil. As we want to have this fixed as soon as possible, we sail from Sicily, Italy to Tunisia, where a haul facility is available, and repairs can be done as soon ...
What Happens If You Never Clean Your Boat Propeller?
Dylan Magaster

What Happens If You Never Clean Your Boat Propeller?

Support on Patreon: 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 maintenance, the unpredictable wind of Greece, and deeper thoughts on why most modern sail...
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