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.

Showing 1-6 of 6 results
TOP TEN GREEK SAILING BEACH: Koufonisi, Cyclades S2:Ep31
Sailing Holly Blue

TOP TEN GREEK SAILING BEACH: Koufonisi, Cyclades S2:Ep31

Sometimes in Boat Life it’s down to the captain to make the final call. Ross goes with his gut and changes our plan again! But where do we end up? In a little piece of paradise! AKA Koufonisi which is a beautiful greek island with incredible crystal clear turquoise waters, clean white sandy beaches...
THE HARDEST THING ABOUT SAILING LIFE (Saying Goodbye) • S2:Ep30
Sailing Holly Blue

THE HARDEST THING ABOUT SAILING LIFE (Saying Goodbye) • S2:Ep30

In this BOAT LIFE episode , we share some home truths about the reality of living & working onboard before wrapping up our visit at ios island - we then sail for south Naxos where a little miracle happens! Leave us a comment & If your new here please LIKE, SUBSCRIBE and SMASH that BELL for ...
Living Our Best Life & Skinny Dips at Sunset.  Ios Island, Greece • S2Ep28
Sailing Holly Blue

Living Our Best Life & Skinny Dips at Sunset. Ios Island, Greece • S2Ep28

Hello Everyone and Welcome Join us on our sailing adventure to magical Ios island - famed for nudist beaches, crystal clear waters, beachside pool bars and rock jumping. Boat life isn’t always a dream though so watch out for the cliffhanger ending! If your new here please like, subscribe and smash...
BOAT LIFE: POOR SEAMANSHIP?  Tell us what you think!  Sailing Schoinousa Island, Greece • S2:Ep27
Sailing Holly Blue

BOAT LIFE: POOR SEAMANSHIP? Tell us what you think! Sailing Schoinousa Island, Greece • S2:Ep27

In this Sailing/Boat Life episode there’s dramas, spearfishing & sailing in a dose of real-life at sea. After some questionable poor seamanship our faith in humanity is restored by a random act of kindness on the beautiful island of Schoinousa. Another must visit Greek island if you want to get...
GLASSY SAILING IN THE GREEK ISLANDS & Diving a WW2 Plane Wreck! • S2:Ep26
Sailing Holly Blue

GLASSY SAILING IN THE GREEK ISLANDS & Diving a WW2 Plane Wreck! • S2:Ep26

In this Sailing episode, we take a "sexy" sail for the remote island of Iraklia, Greece….it really was one of our most special & amazing sailing experiences…hence why we always call them ‘sexy sails’! We then arrive at the secluded island (Iraklia) and tie up to rocks in the heavenly ...
Solo Sailing to a Sunken WWII Plane Wreck in Greece | Iraklia
Dylan Magaster

Solo Sailing to a Sunken WWII Plane Wreck in Greece | Iraklia

Dylan Magaster Sails SV Arianrhod from Santorini Greece to Iraklia to Explore an abandoned Sunken WWII Airplane Support on Patreon: Support with Bitcoin: 1C2GuZPscVskvzScBJSQpdeXqGz2moJHaC Follow Dylan Magaster: Business inquires or music submissions: [email protected] Music: A Cr...
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