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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‘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...
HOW WE SLEEP ON OUR SAILING BOAT & we sail past the southernmost point of Greece! • S4:EP4
Sailing Holly Blue

HOW WE SLEEP ON OUR SAILING BOAT & we sail past the southernmost point of Greece! • S4:EP4

Hi Guys! Join us in this fun and adventurous sailing episode! This time around we chat about how we sleep on our our sail boat and our a new addition to our onboard comfort. We also continue our sailing voyage around the southernmost point of mainland Greece and onwards before we drop anchor at imp...
OUR EPIC BOAT LIFE: Birthday Toys & a Dreamy Sail to Paradise (AKA Elafonisi – Greece) • S4:Ep3
Sailing Holly Blue

OUR EPIC BOAT LIFE: Birthday Toys & a Dreamy Sail to Paradise (AKA Elafonisi – Greece) • S4:Ep3

In this Boat Life Episode we share with you a realtime update of our current position and content from both Lauras and Noahs Birthdays and their new Boat Life Toys: Goosehill SUP's and Asiwo Underwater Scooters. In the second half of this Sailing Episode, we continue the 3rd leg of our sailing...
A DREAMY SAIL to MARVELLOUS MILOS | Sailing Across Greece Leg 2  • S4 EP2
Sailing Holly Blue

A DREAMY SAIL to MARVELLOUS MILOS | Sailing Across Greece Leg 2 • S4 EP2

In this DREAMY SAILING EPISODE, we continue the 2nd leg of our sailing passage across Greece...dropping the hook at MARVELLOUS MILOS Island. There's crystal waters, Paddle-boarding, Sea caves and other incredible geological sights. We even play chicken with a local ferry and tell you the story...
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