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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“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....
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...
When You Complete Your First Sail OBVIOUSLY YOU CANNONBALL 💣 Sailing the Cyclades!
Sailing Holly Blue

When You Complete Your First Sail OBVIOUSLY YOU CANNONBALL 💣 Sailing the Cyclades!

Ep4: In this episode Laura has her first ever sail as first mate!! There are stunning Greek island discoveries as we sail from Ios to a perfect tranquil anchorage between Antiparos and Despotiko on the first day..... After lots of fun in the crystal clear waters we sail west to Sifnos and explore...
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