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.

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We Needed To Reconnect… | Sailing Greece’s Hidden Paradise
Sailing Holly Blue

We Needed To Reconnect… | Sailing Greece’s Hidden Paradise

After months of challenges, we escaped to one of the most beautiful corners of Greece in search of something we'd been missing... Taking advantage of some rare childcare from friends, we escaped for a few days to explore the beautiful islands of Kalamos, Kastos and Mytikas together. With hidde...
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 beauty before setting sail for Kalamos. Things get a litt...
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 Stern-to to the rocks in Kastos. Laura gives you...
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) 1. Does LAURA have ONLY FANS? 2. How often d...
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 that despite the sun still gracing the waters edge ...
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 all his favourite things around h...
“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's a Greek storm brewing....
‘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...
‘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 you enjoy this one guys and please b...
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 and enjoy floating all alone. Ross also goe...
WE GOT HIT! Sailing Lefkada • S4Ep17
Sailing Holly Blue

WE GOT HIT! Sailing Lefkada • S4Ep17

Hi Guys in this we sailing episode, we start off in Lefkas Town where we are waiting for a vital engine part to finally let us set sail again...we took this chance to explore Ayia Mavra castle and enjoy the beautiful quaint Lefkas old town...Ross finally fixes up the engine and it's time to tes...
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 with you some of the epic scenery that Le...
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 amazing underwater sea-scooter swims & enjoy...
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 the Ferrari of the ocean! La...
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 know when it comes to anchor handling in th...
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 maintaining life on board during off-g...
‘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 wonders.
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 overcome challenges to continue their voyage. Watch...
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 adventures!
‘A Whole Nude World’ – Sailing Kefalonia • S4Ep11
Sailing Holly Blue

‘A Whole Nude World’ – Sailing Kefalonia • S4Ep11

In this sailing episode, we sail to glorious Kefalonia Island to discover beautiful anchorages, cultural towns, a 'ghost marina' and plenty of its infamous turtles! After a quick tour of what Argostoli has to offer, including walking the longest stone bridge in the world, we check out a s...
‘My Nude Greek Life’ – freedom, sailing, happiness & heartbreak…Season 3 (special extended cut!)
Sailing Holly Blue

‘My Nude Greek Life’ – freedom, sailing, happiness & heartbreak…Season 3 (special extended cut!)

In this season, we show you the kaleidoscope of experiences a sailing lifestyle offers - not only will you gain a true account of what relationships go through & boat life is really like here in Greece but you’ll also learn about many other factors (SEE TIMESTAMPS BELOW). You’ll catch our cultu...
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 as a couple and get it done. Following ...
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 amazing places Greece has to offer. S...
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