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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Benefits of NUDE swimming + We Explore, Dive & Sail the Greek Islands of Meganisi – Kalamos • S5Ep4
Sailing Holly Blue

Benefits of NUDE swimming + We Explore, Dive & Sail the Greek Islands of Meganisi – Kalamos • S5Ep4

Discover the Hidden Magic of Meganisi & Kalamos 🌊 | The Real Benefits of NUDE Swimming! Join us on this unforgettable sailing adventure through the Greek Islands! 🇬🇷 We kick things off in Spartochori, Meganisi, exploring its breathtaking beauty before setting sail for Kalamos. Things get a litt...
‘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...
WE DO ZAKYNTHOS – 007 STYLE!  with plenty of sexy sailing amongst the superyachts!
Sailing Holly Blue

WE DO ZAKYNTHOS – 007 STYLE! with plenty of sexy sailing amongst the superyachts!

In this sailing episode, we dart about to many super sailing destinations on the island of Zakynthos and Kefalonia. We spend a lot of our time underwater, exploring the crystal clear waters, reefs and sea caves using Ross's "new toy" the Sublue Vapor aka the Ferrari of the ocean! La...
Sailing the Ionian islands with no other boats! Best beaches on Ithaca – Off season Greece (Ep 16)
Sailing Wishful Thinking

Sailing the Ionian islands with no other boats! Best beaches on Ithaca – Off season Greece (Ep 16)

We complete our sail around the Peloponnese and arrive at the Ionian islands in early April. The weather is unseasonably warm due to a storm in the Atlantic pushing hot air up into Europe. As it's still the "off season" for tourism, we get to enjoy some of Greece's best anchorage...
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...
Sailing to the MOST FAMOUS shipwreck in the Med – NAVAGIO! • S4:EP10 (RE-UPLOADED)
Sailing Holly Blue

Sailing to the MOST FAMOUS shipwreck in the Med – NAVAGIO! • S4:EP10 (RE-UPLOADED)

Sail to the legendary Navagio shipwreck in Greece, explore stunning beaches, and soak in unforgettable views on this must-visit boating excursion.
Sailing to the MOST FAMOUS shipwreck in the Med – NAVAGIO! • S4:EP10
Sailing Holly Blue

Sailing to the MOST FAMOUS shipwreck in the Med – NAVAGIO! • S4:EP10

In this sailing episode we take you on a sunrise sail to the stunning and WORLD FAMOUS Shipwreck Beach - AKA Navagio! It's a tight squeeze manoeuvring out of our mooring spot at the beautiful anchorage in Agios Nikolaos Harbour but we work well together as a couple and get it done. Following ...
Is He Really Leaving Me…..?  Sailing Zakynthos, Greece • S4:Ep8
Sailing Holly Blue

Is He Really Leaving Me…..?  Sailing Zakynthos, Greece • S4:Ep8

Join us in this nail-biter of a sailing episode where tensions rise for us on the island of Zakynthos, where Murphy's law "Anything that can go wrong will go wrong." hits us in full swing!! Thanks for watching, please be sure to like, subscribe, share this episode with friends and hi...
Sailing Zakynthos: NUDE SULPHUR SWIMMING! We Explore This Beautiful Island S4:Ep6
Sailing Holly Blue

Sailing Zakynthos: NUDE SULPHUR SWIMMING! We Explore This Beautiful Island S4:Ep6

Apparently swimming in your birthday suit in the sulphur springs of Xigia beach has many health benefits so of course Laura was keen to take a skinny dip into the fountain of youth! haha!....There's a lot of fun in this cracker of a sailing episode. We finally explore our first Ionian Island: Z...
PREVEZA MARINA – Best Place for your SAIL BOAT in Greece?
Sailing Holly Blue

PREVEZA MARINA – Best Place for your SAIL BOAT in Greece?

Finding a great MARINA to keep your Sail Boat is an important decision for any Skipper / Boat owner. We decided to pay Preveza Marina, Greece a visit and as a result wanted to give you our "Sailors Perspective" guided tour. Preveza Marina is located in the heart of the Ionian sea which ...
THE BLUE CAVES in ZAKYNTHOS…All to ourselves – Vlog #14
Sailing Two Get Lost

THE BLUE CAVES in ZAKYNTHOS…All to ourselves – Vlog #14

We anchor at the blue caves in Zakynthos, Greece, and wait out the crowds to have the place all to ourselves for sunset and sunrise. One of the perks of sailboat life! If you enjoyed this video then LIKE and SUBSCRIBE - it really helps us out :) SUPPORT US ON PATREON Thanks to our Patrons for ...
Boat Life – Installing our new LOFRANS WINDLASS and an awesome sail to Zante – Vlog #13
Sailing Two Get Lost

Boat Life – Installing our new LOFRANS WINDLASS and an awesome sail to Zante – Vlog #13

We fit our BRAND NEW LOFRANS WINDLASS and kiss goodbye to all our anchoring woes! After several months of hauling up the anchor by hand this is a really exciting moment for us! We finally leave Argostoli and have an awesome sail over to the Greek island of Zante. SUBSCRIBE to get notified when ou...
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