Watch Sailing & Boating Adventures Around the World tagged “Sailing the greek islands”

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 96 results
Benefits of NUDE swimming + We Explore, Dive & Sail the Greek Islands of Meganisi – Kalamos • S5Ep4
Sailing Holly Blue

Benefits of NUDE swimming + We Explore, Dive & Sail the Greek Islands of Meganisi – Kalamos • S5Ep4

Discover the Hidden Magic of Meganisi & Kalamos 🌊 | The Real Benefits of NUDE Swimming! Join us on this unforgettable sailing adventure through the Greek Islands! 🇬🇷 We kick things off in Spartochori, Meganisi, exploring its breathtaking beau...
BOYS AND THEIR TOYS…lets RACE!  Sailing Kastos • S5:EP2
Sailing Holly Blue

BOYS AND THEIR TOYS…lets RACE! Sailing Kastos • S5:EP2

Boat life takes a new plunge in this sailing episode, as we show you in "SUBLUE Style" the underwater ocean world of Kastos. Also there's a race between Ross (on the Grand G340N) and Laura on her paddle board! Who do you think will win?? If thats not enter...
The Greek Island of your DREAMS! Sailing Kastos • S5:EP1
Sailing Holly Blue

The Greek Island of your DREAMS! Sailing Kastos • S5:EP1

UNTOUCHED! Kastos Island might just be our favourite island so far! After a RUDE awakening in Lefkada, Ross jumps in the port water to free our sailing yacht so we can go sailing. After one storm dodge followed by an epic sail, we drop the hook and go Ster...
THE BIG REVEAL! Nudity…OnlyFans…Jealousy Issues? NEW boat?!! sailing life secrets UNCOVERED 🦋
Sailing Holly Blue

THE BIG REVEAL! Nudity…OnlyFans…Jealousy Issues? NEW boat?!! sailing life secrets UNCOVERED 🦋

Hey guys in this episode we answer our Patreon members JUICY Q&A questions about sailing life, tell you all about our winter adventures & boat upgrades PLUS reveal our BIGGEST secret yet! Q&A Questions are: (CHAPTER links are further down) ...
All alone when the tourists go home…you won’t believe you can do THIS in GREEK WINTER! ❄️
Sailing Holly Blue

All alone when the tourists go home…you won’t believe you can do THIS in GREEK WINTER! ❄️

In this extra special episode, we bring a little twist to our usual uploads, it’s about what it’s like here in Greek winter when the tourists have gone…. Have you ever wondered what it’s like in the colder months and would you be surprised to learn...
DIED AND WENT TO HEAVEN… Sailing Ithaca, Greece • S4EP23
Sailing Holly Blue

DIED AND WENT TO HEAVEN… Sailing Ithaca, Greece • S4EP23

Hey guys in this sailing episode, we point the compass south and sail down to Ithaca Island (near Kefalonia, Greece). Laura enjoys a naked swim and Ross thinks he has "died and gone to heaven" as we enjoy our privacy in this stunning secluded spot. He has...
Chased by A STORM…the one where Ross loses the plot (it’s all my fault 🙊) • S4Ep22
Sailing Holly Blue

Chased by A STORM…the one where Ross loses the plot (it’s all my fault 🙊) • S4Ep22

In this sailing episode, we give you a quick recap on boat life in Vasiliki before preparing to set sail to our next destination - Fiskardo. As you know It's never plain sailing with us! We try to out run a lightning storm at the same time as having naviga...
“Good luck has it’s storms” Sailing to WILD Vasiliki, South Lefkada • S4:EP21
Sailing Holly Blue

“Good luck has it’s storms” Sailing to WILD Vasiliki, South Lefkada • S4:EP21

After a quick "real time" update and some useful insights regarding our boat equipment from SVB, we set the sails and point the compass south west for Vasiliki on Lefkada island. For once we have the wind behind us! but it's not all plain sailing as there'...
I love this spot….Palairos, Greece • S4:EP20
Sailing Holly Blue

I love this spot….Palairos, Greece • S4:EP20

Hi Guys! Happy New Year! In this sailing episode, we wake up on a picture perfect day in Varko anchorage mainland Greece. After water sports and a quick motor sail we drop anchor in nearby Palairos - it's heavenly! We explore the beautiful village &amp...
‘THIS IS FLIPPING AMAZING!’  Sailing free in the Ionian Sea  [ Lefkada to Mainland Greece ] • S4EP19
Sailing Holly Blue

‘THIS IS FLIPPING AMAZING!’ Sailing free in the Ionian Sea [ Lefkada to Mainland Greece ] • S4EP19

I think we're pretty addicted to this kind of sailing...there's nothing better! The Ionian is an epic place to enjoy sailing for so many reasons. We cover some these in this episode amongst Laura trying to fish and our usual sailing family antics! Hope yo...
Alone in a slice of Greek paradise! Sailing the Ionian • S4EP18
Sailing Holly Blue

Alone in a slice of Greek paradise! Sailing the Ionian • S4EP18

Hey guys in this sailing episode, Laura convinces Ross to ditch the comfort of urban life in our current town anchorage in favour of a downwind sail to Desimi Beach known for its crystal clear turquoise waters. We take Holly Blue stern-to tie to the rocks ...
Swinging between STUNNING bays & Laura reaches TERRIFYING new heights! Sailing Lefkada • S4Ep16
Sailing Holly Blue

Swinging between STUNNING bays & Laura reaches TERRIFYING new heights! Sailing Lefkada • S4Ep16

In this SAILING episode, we enjoy boat life swinging between the bays on the east side of Lefkada ("The Mecca of Boating and sailing in Greece) before pointing the compass north and sailing up to Lefkas town. During this extended sailing video, we share wi...
CARNAGE IN KEFALONIA: Sailing calamities, Jelly fish attacks & cowboy charter boats! • S4Ep15
Sailing Holly Blue

CARNAGE IN KEFALONIA: Sailing calamities, Jelly fish attacks & cowboy charter boats! • S4Ep15

Hi Guys - In this sailing episode, we drop anchor at Foki, which is close to Fiskardo on Kefalonia Island. We encounter all manner of mayhem with wasps, jellyfish stings and charter boat carnage! It’s not all doom and gloom though as we also had some am...
WE DO ZAKYNTHOS – 007 STYLE!  with plenty of sexy sailing amongst the superyachts!
Sailing Holly Blue

WE DO ZAKYNTHOS – 007 STYLE! with plenty of sexy sailing amongst the superyachts!

In this sailing episode, we dart about to many super sailing destinations on the island of Zakynthos and Kefalonia. We spend a lot of our time underwater, exploring the crystal clear waters, reefs and sea caves using Ross's "new toy" the Sublue Vapor aka ...
BOATLIFE GREECE – 5 years of FAILS & LESSONS LEARNT (our advice – don’t make the these mistakes!)
Sailing Holly Blue

BOATLIFE GREECE – 5 years of FAILS & LESSONS LEARNT (our advice – don’t make the these mistakes!)

Sailing enthusiasts Holly Blue share their 5 years worth of anchoring fails and lessons learnt in the stunning Greek Island waters of the Ionian. Join them as they recount close calls, near misses, and valuable life-saving techniques that every sailor must...
No Clothes Required…Greece is on FIRE! (literally).  Sailing The Ionian.
Sailing Holly Blue

No Clothes Required…Greece is on FIRE! (literally). Sailing The Ionian.

Join Ross, Laura, Joshua, and Noah on a thrilling sail through Greece's picturesque Ionian Islands. They share their experiences with hospital stays, language barriers, and navigating the pristine waters of an untouched island. Alongside practical tips for...
‘LESS IS MORE’…Sailing Kefalonia, Greece and Embracing Nature • S4:Ep13
Sailing Holly Blue

‘LESS IS MORE’…Sailing Kefalonia, Greece and Embracing Nature • S4:Ep13

Join Sailing Holly Blue on their captivating journey through the crystal-clear waters surrounding Kefalonia, Greece. Witness breathtaking sights, venture into awe-inspiring caves, and experience a truly remarkable sailing adventure as they embrace nature's...
Trouble & Strife in Paradise…Sailing Zakynthos • S4Ep8 (re-upload)
Sailing Holly Blue

Trouble & Strife in Paradise…Sailing Zakynthos • S4Ep8 (re-upload)

Join Sailing Holly Blue in their season 4 episode 8 journey through Zakynthos where they experience the thrill of beautiful waters and stunning views but also face unforeseen problems that threaten their expedition. Witness their resilience as they overcom...
Sailing Samos and the Cyclades during Meltemi season – Family Sailing the World E44
Dutch Sailing Family

Sailing Samos and the Cyclades during Meltemi season – Family Sailing the World E44

We sail from Samos to the Cyclades in the middle of the Meltemi season. The Meltemi is a strong northerly wind that often blows through the Cycladic islands in summer. Nevertheless we find and explore lots of Amazing Anchorages and manage to hide out from ...
Sailing to the MOST FAMOUS shipwreck in the Med – NAVAGIO! • S4:EP10 (RE-UPLOADED)
Sailing Holly Blue

Sailing to the MOST FAMOUS shipwreck in the Med – NAVAGIO! • S4:EP10 (RE-UPLOADED)

Sail to the legendary Navagio shipwreck in Greece, explore stunning beaches, and soak in unforgettable views on this must-visit boating excursion.
“It’s a new dawn, a new day, a NUDE life for me…& I’m feelin’ good!” • S4:Ep12 (YouTube Edit)
Sailing Holly Blue

“It’s a new dawn, a new day, a NUDE life for me…& I’m feelin’ good!” • S4:Ep12 (YouTube Edit)

In this episode of Sailing Holly Blue, join Ross, Laura, Joshua, and Noah as they sail to the Ionian Islands in Greece. Learn about their experiences exploring these stunning locations, including Skala and Sami. Get practical tips for your own sailing adve...
Sailing to the MOST FAMOUS shipwreck in the Med – NAVAGIO! • S4:EP10
Sailing Holly Blue

Sailing to the MOST FAMOUS shipwreck in the Med – NAVAGIO! • S4:EP10

In this sailing episode we take you on a sunrise sail to the stunning and WORLD FAMOUS Shipwreck Beach - AKA Navagio! It's a tight squeeze manoeuvring out of our mooring spot at the beautiful anchorage in Agios Nikolaos Harbour but we work well together ...
Got 989 boat problems but freedom ain’t one… (Sailing Zakynthos) S3:Ep9
Sailing Holly Blue

Got 989 boat problems but freedom ain’t one… (Sailing Zakynthos) S3:Ep9

In this sailing episode, Ross turns engineer to figure out a major engine issue whilst Laura takes the boys on a medieval adventure. Life works out for us all and we can finally leave "sucky port life" to get back out on the water and can enjoy the amazin...
Is He Really Leaving Me…..?  Sailing Zakynthos, Greece • S4:Ep8
Sailing Holly Blue

Is He Really Leaving Me…..?  Sailing Zakynthos, Greece • S4:Ep8

Join us in this nail-biter of a sailing episode where tensions rise for us on the island of Zakynthos, where Murphy's law "Anything that can go wrong will go wrong." hits us in full swing!! Thanks for watching, please be sure to like, subscribe, share thi...
Epic water experiences, one click away.

Something AWESOME is coming!
Be the FIRST to know⛵

Sign up for exclusive updates and be the first to hear when we go live!
Get sneak peeks, exciting announcement, and special content straight to your inbox!

We don’t spam! Read our privacy policy for more info.


WeBoating
Logo
Shopping cart