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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We Needed To Reconnect… | Sailing Greece’s Hidden Paradise
Sailing Holly Blue

We Needed To Reconnect… | Sailing Greece’s Hidden Paradise

After months of challenges, we escaped to one of the most beautiful corners of Greece in search of something we'd been missing... Taking advantage of some rare childcare from friends, we escaped for a few days to explore the beautiful islands of Kalamos, Kastos and Mytikas together. With hidde...
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...
No Clothes Required…Greece is on FIRE! (literally).  Sailing The Ionian.
Sailing Holly Blue

No Clothes Required…Greece is on FIRE! (literally). Sailing The Ionian.

Join Ross, Laura, Joshua, and Noah on a thrilling sail through Greece's picturesque Ionian Islands. They share their experiences with hospital stays, language barriers, and navigating the pristine waters of an untouched island. Alongside practical tips for maintaining life on board during off-g...
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.
“It’s a new dawn, a new day, a NUDE life for me…& I’m feelin’ good!” • S4:Ep12 (YouTube Edit)
Sailing Holly Blue

“It’s a new dawn, a new day, a NUDE life for me…& I’m feelin’ good!” • S4:Ep12 (YouTube Edit)

In this episode of Sailing Holly Blue, join Ross, Laura, Joshua, and Noah as they sail to the Ionian Islands in Greece. Learn about their experiences exploring these stunning locations, including Skala and Sami. Get practical tips for your own sailing adventures!
Nude swimming – Sailing the Indian Ocean to the Maldives
The Cruising Kiwis

Nude swimming – Sailing the Indian Ocean to the Maldives

The Cruising Kiwis showcase a moment of tranquility and connection with nature during their epic sailing adventure, highlighting a serene nude swim in the beautiful Indian Ocean. Join them as they continue their exhilarating voyage!
‘A Whole Nude World’ – Sailing Kefalonia • S4Ep11
Sailing Holly Blue

‘A Whole Nude World’ – Sailing Kefalonia • S4Ep11

In this sailing episode, we sail to glorious Kefalonia Island to discover beautiful anchorages, cultural towns, a 'ghost marina' and plenty of its infamous turtles! After a quick tour of what Argostoli has to offer, including walking the longest stone bridge in the world, we check out a s...
Boat Repairs: Repairing Catamaran Trampolines in paradise. Ep254
Sailing Learning By Doing

Boat Repairs: Repairing Catamaran Trampolines in paradise. Ep254

Owning a Sailboat means WORK. The Trampolines on Trade Runner were getting a bit dangerous but it was a job Id been putting off as it was not going to be easy. We found ourselves in a great spot to finally do it thoughts there was an Aluminium welder nearby and this was a vital part of the puzzle. ...
‘My Nude Greek Life’ – freedom, sailing, happiness & heartbreak…Season 3 (special extended cut!)
Sailing Holly Blue

‘My Nude Greek Life’ – freedom, sailing, happiness & heartbreak…Season 3 (special extended cut!)

In this season, we show you the kaleidoscope of experiences a sailing lifestyle offers - not only will you gain a true account of what relationships go through & boat life is really like here in Greece but you’ll also learn about many other factors (SEE TIMESTAMPS BELOW). You’ll catch our cultu...
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 ...
HUGE NEWS From France (Learning By Doing Live)
Sailing Learning By Doing

HUGE NEWS From France (Learning By Doing Live)

#france #Learningbydoing #sailing If you enjoy our videos and appreciate the effort that goes into making them then perhaps you would be interested in supporting their production. A little goes a long way Our Patreon: Our Paypal: NEW!!! Get your Learning By Doing merch here!!! SUBTECH Promo...
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...
The Millionaire Castaway on Restoration Island. Learning By Doing Ep244
Sailing Learning By Doing

The Millionaire Castaway on Restoration Island. Learning By Doing Ep244

#sailing #drone #castaway Get your Learning By Doing merch here!!! Being a castaway on a tropical island sounds pretty romantic right? Well Dave and his partner at the time cast themselves away on Restoration Island, in the far north of Australia. Dave had just lost all his money in a stock ma...
France Catchup. LIVE#1.
Sailing Learning By Doing

France Catchup. LIVE#1.

#Indonesia #Learningbydoing #sailing If you enjoy our videos and appreciate the effort that goes into making them then perhaps you would be interested in supporting their production. A little goes a long way Our Patreon: Our Paypal: A link to a recent podcasts I've done: NEW!!! Get you...
Sailing in FORCE 10 or?? Learning By Doing Ep243
Sailing Learning By Doing

Sailing in FORCE 10 or?? Learning By Doing Ep243

#sailing #drone #dronephotography Wow, now that was an amazing day! Up before dawn to go check out the Yintayin rock shelter on Stanley Island, traditional homeland of the Aba Yalgayi. They lived around this area for at least 6000 years and got moved away from their land during WW2. They left beh...
Episode 152 – Octopus Encounters in Montenegro!
Sailing Pickle Family

Episode 152 – Octopus Encounters in Montenegro!

We do lots of sailing this week and stay in a couple of amazing anchorages! We are finally seeing those beautiful sandy beaches again and its fantastic! Swimming, exploring, and snorkelling with some crazy encounters with the local wildlife too, there are Octopus everywhere, even a baby one in Bears...
Episode 151- Skinny Dipping in Deserted Anchorages in Montenegro!
Sailing Pickle Family

Episode 151- Skinny Dipping in Deserted Anchorages in Montenegro!

It has been a week of amazing deserted anchorages one after the other in Montenegro! We spent a few days stripping off and enjoying the freedom of a isolated beautiful bay, then after a quick trip to civilisation to pick up data and a few essentials, we had back out and find another fantastic spot t...
Forest Bathing in the Frozen North Wilderness (Winter Roadtrip to Alaska)
Chesca & Ben

Forest Bathing in the Frozen North Wilderness (Winter Roadtrip to Alaska)

Winter is still holding on strong as we take our van north through the USA, and ultimately to Alaska. And if you can't beat the snow, you might as well go naked forest bathing in it, right?! Join us for a week of van life as we cross the Sawtooth wilderness, put our new tyres to the test on tr...
When BOAT LIFE meets REAL LIFE – what we haven’t told you • S3:Ep7
Sailing Holly Blue

When BOAT LIFE meets REAL LIFE – what we haven’t told you • S3:Ep7

This episode marks not only the end of Season , but also fills you all in on a period of time that shook our world and left us reeling. As a channel we always want to remain transparent about the reality of living on the ocean and also the fact that even though we might appear to be 'living th...
Episode 123 – Sailing to Venice and Exploring Haunted Islands!
Sailing Pickle Family

Episode 123 – Sailing to Venice and Exploring Haunted Islands!

We do a night sail from Fano to Venice stopping for a cheeky swim on the way in those beautiful deep waters! After a wonderful first night in the Venetian Lagoons we find ourselves touching down, whoops! So swiftly move onto a better anchorage off a haunted island, where we take you to explore! See...
Episode 121 – Topless Swimming after a Disaster at Anchor in 45+knots of wind!
Sailing Pickle Family

Episode 121 – Topless Swimming after a Disaster at Anchor in 45+knots of wind!

Please give me strength! I seriously think I need it this week! We stay in stunning anchorages, with impressive scenery and have the most amazing adventures! I feel totally blessed for my wonderful life and sometimes complete staggering isolation! But generally on a boat if you have a problem.... it...
Episode 120 – Skinny Dipping in Italy and a Run in with the Guardia, Twice!
Sailing Pickle Family

Episode 120 – Skinny Dipping in Italy and a Run in with the Guardia, Twice!

Wow what a busy week! lots of sailing and lots of visits from the Guardia! And loads of adventures along the way, from skinny dipping to fishing for mussels! Join us this week as we show you the east coast of Italy! Thank you to our wonderful patrons, you are really helping to make all this possibl...
Sailing Florida Keys Back-Country
Sailing Bye Felicia

Sailing Florida Keys Back-Country

Matt’s brother Andrew, visited Sailing Bye Felicia for his birthday. Matt and Lisa take home to downtown Key West to grab some supplies. They stock up on fishing gear and speargun equipment. And who can’t resist a pie from Kermit’s. Then they set sail to Boca Grand. This is their longest sail yet! T...
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