Watch Sailing & Boating Adventures Around the World

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Leaving Greece for Land Life in Türkiye | Winterizing Our Catamaran ⛵
Sailing Okaliptüs

Leaving Greece for Land Life in Türkiye | Winterizing Our Catamaran ⛵

Ep. 218 ~ Living aboard full-time means there's a lot more to leaving your boat than simply locking the door and walking away! In this episode, we are in Preveza, Greece, where we prepare Oka for several months in a marina while we are on land in Türkiye. From replacing our old anchor chain an...
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...
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...
Sailing Greece: Seeing Dolphins & Whales in the Mediterranean
Sailing Bluefish

Sailing Greece: Seeing Dolphins & Whales in the Mediterranean

In this episode, we leave Kalamata and sail south along the rugged Peloponnese coast. After days inland exploring ancient sites, it feels good to be moving by sea again — and this stretch of coastline gives us one of our most memorable passages so far. Not long after leaving, we spot beaked whales ...
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...
Lagoon 42 Upgrades & Lagoon Factory Visit
Sailing Bluefish

Lagoon 42 Upgrades & Lagoon Factory Visit

In this episode, we leave Bluefish on the hard in Marina di Ragusa for a planned round of upgrades before the season begins — new anchor chain, a new windlass, thru-hulls replaced, and brand-new rudders. While the work gets underway, we travel as a family to Bordeaux for Lagoon Days, visit the Lago...
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...
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...
Sailing and Spearfishing at the Edge of the World
Dylan Magaster

Sailing and Spearfishing at the Edge of the World

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:
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 ...
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...
Not all Sunshine and Rainbows – Sailing Helios S02E31
Sailing Helios

Not all Sunshine and Rainbows – Sailing Helios S02E31

Our journey back to Tunisia begins with a day sail from Greece to the heel of Italy. With a fresh northerly blowing down the Adriatic, we make fast progress—though it’s a bit wet at times. The past three months in Greece have been incredible, exploring its bays and islands. It’s easy to see why many...
Nydri   A Cruising Sailors’ Heaven   Sailing Helios S02E29
Sailing Helios

Nydri A Cruising Sailors’ Heaven Sailing Helios S02E29

Welcome to another adventure in our sailing journey! In this episode of our sailing vlog, we explore the stunning waters of Meganisi, Greece, before setting sail for Nydri—known as a cruising sailor’s heaven. Whether you're passionate about sailing, travel, or just dreaming of life on the water...
How to Med Moor: Bitter-Sweet Ending! | Sailing Wisdom [S5 Ep17]
Rigging Doctor

How to Med Moor: Bitter-Sweet Ending! | Sailing Wisdom [S5 Ep17]

▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ▸ PHOTOGRAPHY FROM OUR VOYAGE: Our time in #greece is coming to an end. We have our final sail with @JoshPostVlogs @Bumsonaboat @OceanCruisers and @svfairisle as we return the #charterboat and return to our own #sailboat Special #thanks ...
Sail from Naxos to Paros | Sailing Wisdom [S5 Ep16]
Rigging Doctor

Sail from Naxos to Paros | Sailing Wisdom [S5 Ep16]

▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ▸ PHOTOGRAPHY FROM OUR VOYAGE: We have a wonderful sail from #naxos to #paros with @JoshPostVlogs @Bumsonaboat @OceanCruisers , and @svfairisle where we have a beach party and then search for a late night dinner. Special #thanks to ...
Sailing to an Abandoned Mine [Ep.21] 60 Years Untouched – URBEX Milos Greece – Sailing SV CUBA
Sailing SV CUBA

Sailing to an Abandoned Mine [Ep.21] 60 Years Untouched – URBEX Milos Greece – Sailing SV CUBA

Jump on board SV CUBA as we sail the Greek Islands on our journey around the world. Today when we encounter a strange object floating in the distance. So, the hunt to grab the mysterious object is on and after a few attempts we finally reel in an impressive catch on our boathook. But we are not out...
Big Seas: Rough Sail to Naxos! | Sailing Wisdom [S5 Ep15]
Rigging Doctor

Big Seas: Rough Sail to Naxos! | Sailing Wisdom [S5 Ep15]

▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ▸ PHOTOGRAPHY FROM OUR VOYAGE: After an incredible #sail from #delos to #naxos with @JoshPostVlogs , @Bumsonaboat , and @OceanCruisers , we tour @svfairisle and really get to know them. This day is what #Greek Sailing is all about! Spe...
OMG! Found 3 Million Years Old Fossils & a Sunken Ship [Ep.17] Sailing Greece – Sailing SV CUBA
Sailing SV CUBA

OMG! Found 3 Million Years Old Fossils & a Sunken Ship [Ep.17] Sailing Greece – Sailing SV CUBA

If you like to be part of our journey, please consider becoming a Patreon @ If you just want to say "Thanks" for making you smile 😊 today head over to ☕🌞 or show us your love by adding a "Super Thanks" to your favourite video! ---- Join us this week as we leave our ancho...
35°C Drop & the Girls didn’t PASS OUT [Ep.13] Cenote of Kefalonia (Greece)  Sailing SV CUBA
Sailing SV CUBA

35°C Drop & the Girls didn’t PASS OUT [Ep.13] Cenote of Kefalonia (Greece) Sailing SV CUBA

The girls swim in a chilling Cenote with Eels! - Tag along in this weeks’ expedition of SV CUBA to discover a hidden gem on the outskirts of Sami in Kefalonia with us. If you like to be part of our journey, please consider becoming a Patreon @ Since SV CUBA is securely anchored in the bay of Ka...
DREAM sailing life
Sailing Two Get Lost

DREAM sailing life

The way you dream sailing life will be! If you enjoy the content and want to support us further then there are some suggestions below. Thank you, thank you, thank you! BUY US A BEER on PAYPAL - [email protected] SUPPORT US! You can support the making of these sailing videos and get access to...
Aegean Sailing!  Buckle up for our fastest sail of the season in some spicy southerlies
Sailing Two Get Lost

Aegean Sailing! Buckle up for our fastest sail of the season in some spicy southerlies

Aegean sailing is normally best done heading south when the northern meltemi winds blow. But we got lucky with some stormy southerlies and shot up north on our fastest Aegean sail of the season! If you enjoy the content and want to support us further then there are some suggestions below. Thank...
Sailing To Rhodes Town In Greece
Sailing Two Get Lost

Sailing To Rhodes Town In Greece

We sail to Rhodes town in Greece and take some time to explore this ancient city. If anyone knows who this singer is then we owe him a beer, we thought he was amazing and he made our evening! Thanks to everyone for your support - like and subscribe if you enjoyed :) and below are some more ways yo...
SAILBOAT ENGINE FAILURE: They say bad luck comes in threes!
Sailing Two Get Lost

SAILBOAT ENGINE FAILURE: They say bad luck comes in threes!

SAILBOAT ENGINE FAILURE: They say bad luck comes in threes! In this week's episode, Emily's worst nightmare happens and we lose our engine! After nearly sinking, losing the dinghy and then this we're starting to feel this season is a little cursed! But what doesn't kill you ma...
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