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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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...
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