Watch Sailing & Boating Adventures Around the World

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Season One Sailing The Mediterranean 🇹🇷🇬🇷 | Photo Recap from Turkey & Greece
Sailing Okaliptüs

Season One Sailing The Mediterranean 🇹🇷🇬🇷 | Photo Recap from Turkey & Greece

Ep. 155 ~ Join us for a 10-minute visual journey through our unforgettable first season sailing the Mediterranean aboard our liveaboard sailing catamaran. This photo recap captures the essence of life at sea, from the stunning turquoise waters of the Turkish Riviera to the historic charm of Greece’...
We have to cross the Aegean during the Meltemi! (Sailing Dakini – Leave to Roam Ep. 33)
Leave to Roam

We have to cross the Aegean during the Meltemi! (Sailing Dakini – Leave to Roam Ep. 33)

We sail at 0600 to ensure we can get most of the way across the Aegean in daylight. We were expecting strong northerly winds all day due to a big Meltemi and were not disappointed. We sail most of the way with two reefs, enjoying big seas slightly aft of the beam and make great time. There is a bit...
Sailing the Cyclades: Antiparos to Despotiko | Temple of Apollo
Sailing Okaliptüs

Sailing the Cyclades: Antiparos to Despotiko | Temple of Apollo

Ep. 140 ~ Join us as we set sail from Antiparos to the secluded island of Despotiko in the stunning Cyclades! 🌊⛵ In this episode, we navigate through the Aegean Sea, finding the perfect anchorage to wait out another strong mini Meltemi wind before continuing our Mediterranean sailing adventure to *...
‘My Nude Greek Life’ Part 2 • Season 4 (special extended cut!) • Sailing ALL of Greece (E-W)
Sailing Holly Blue

‘My Nude Greek Life’ Part 2 • Season 4 (special extended cut!) • Sailing ALL of Greece (E-W)

Welcome to this extended SPECIAL CUT of our Season 4 Sailing Adventures - reproduced for your enhanced viewing pleasure. Get an exclusive 15% discount on Saily data plans! Just use our code [hollyblue] at checkout. Simply Download Saily app or go to  Hey guys, and welcome to this extended speci...
The ULTIMATE way to SAIL ACROSS GREECE! • S4:Ep1
Sailing Holly Blue

The ULTIMATE way to SAIL ACROSS GREECE! • S4:Ep1

After all the trials and travels of seasons before, we thought it would be nice to get back to some good old simple sailing. In this episode we show you the best way to sail across Greece (East to West) and also share info and advice on some useful sailing upgrades including our new HOLLYLAND C1 HE...
Ep 73  |  Racing across the Aegean
Sailing Fair Isle

Ep 73 | Racing across the Aegean

It's always an experience crossing the Aegean and this is no exception! If you are interested in any of the Ecoflow products then use the link here to get some details and you may get some money off... ------------------------------------------------------------------------------------------...
Ep72 |  A Greek Holiday
Sailing Fair Isle

Ep72 | A Greek Holiday

Great sailing in Greece, great food in the Tavernas and our youngest daughter comes to visit, a good week! We will be reviewing the Ecoflow system we show at the end of this episode when we have used it and got a feel for how it works. You can checkout ecoflow products here... --------------------...
CAUGHT IN A FREAK STORM!  The one where we almost beach the boat…. • S2:Ep34
Sailing Holly Blue

CAUGHT IN A FREAK STORM! The one where we almost beach the boat…. • S2:Ep34

This is the last Sailing episode of our Season 2 & we’re going out with a bang! BOAT LIFE in autumn is quite the contrast to summer here in the Aegean and our tenacity is once again tested as the weather becomes very unpredictable… Leave us a comment! and if your new here please LIKE, SUBSCRIB...
OFF PEAK Sailing The Turkish Coastline! Ep-12
Leading the Escapade

OFF PEAK Sailing The Turkish Coastline! Ep-12

We finally leave our first anchorage in Turkey for good! We make our way further south to explore the beautiful Bodrum, a very popular area for sailing!
Ep53 |  A 40 knot blast from Greece to Turkey
Sailing Fair Isle

Ep53 | A 40 knot blast from Greece to Turkey

The Meltemi had one last trick up it sleeve and seemed determined to beat us back from any progress North towards our winter base at Cesme. We did make it through, only slightly battered, and are now happily exploring and planning our winter boat jobs. ----------------------------------------------...
Ep52  |  Sailing with a following wind
Sailing Fair Isle

Ep52 | Sailing with a following wind

We had a fantastic week sailing around the Greek islands with five other YouTube sailing channels. I hope you find this video as exciting as we found the trip. Do check out the other channels, links here: @seethelittlethings @RiggingDoctor @JoshPostVlogs @Bumsonaboat @OceanCruisers ----------...
Ep 51  |  Sailing with YouTube Celebrities in Greece
Sailing Fair Isle

Ep 51 | Sailing with YouTube Celebrities in Greece

We all know there are a lot of YouTube sailing channels out there but I never thought we would be sailing through the Greek islands with six channels all together! It's been a brilliant experience so far, linking up with people who have been to, and filmed, such a variety of places around the ...
Ep50  |   Pounding the waves to Delos
Sailing Fair Isle

Ep50 | Pounding the waves to Delos

The Meltemi has ben blowing 30 knots for the last two weeks so navigating the Aegean has been a challenge, but it's been a rewarding one. We also have an exciting announcement in this episode about our up-coming meeting with these guys... See the Little Things: Rigging Doctor: Josh Post : ...
Ep49  –  All Girl Crew
Sailing Fair Isle

Ep49 – All Girl Crew

Regular viewers will know that I've been doing a bit of single handing and having other crew members aboard while Judy is back in Blighty helping out our eldest daughter Emily who is heavily pregnant. Well there's there's lot's of going back and forth for everyone in this episo...
Ep 93 A Whirlwind of Cruising – Saying Farewell to the Greek Aegean Sea
Sailing Talisman

Ep 93 A Whirlwind of Cruising – Saying Farewell to the Greek Aegean Sea

Wow! What to say. We sailed to so many cool places in a relatively short period of time that it all seemed to blend into one. The winds filled our sails and the sun shone. The water took on the light turquoise color you get when sun and sand bottoms come together. And the food! Such incredible memor...
Ep.46  11hours island hop sailing in the Aegean Sea – Carl and Jenny
Carl and Jenny

Ep.46 11hours island hop sailing in the Aegean Sea – Carl and Jenny

In this episode we sail for 11 hours in the Aegean Sea. We leave Emborios on the South eastern coast of Chios and head over to Pythagorio on the island of Samos. A 60 mile crossing. We had a nice steady wind and decent sea state and was running almost all the way. A great day sailing. And then later...
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