Watch Sailing & Boating Adventures Around the World

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Life at Anchor Just Got Better: Our Anchor Alarm & Bow Shade
Holly and Ray

Life at Anchor Just Got Better: Our Anchor Alarm & Bow Shade

Two things have really changed the way we live at anchor this season. The first is our custom anchor alarm, which means we can both sleep easier at night. The second is the new shade over the bow. Together, they give us more comfort and peace of mind while living at anchor. When we arrived at the ...
We Made It to the Bahamas… And Immediately Hit the Bottom 😳 Ep-178
Leading the Escapade

We Made It to the Bahamas… And Immediately Hit the Bottom 😳 Ep-178

We finally made it to the Bahamas! 🇧🇸 After a smooth landfall in Inagua, the adventure really begins as we prep passage food and set sail on a 24-hour run toward the remote Ragged Islands. But of course… it doesn’t go to plan. With strong winds and fast sailing, we find ourselves racing toward tric...
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...
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....
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 & catch some fish before setting sail t...
‘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...
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...
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