Watch Sailing & Boating Adventures Around the World – Page 2 of 4

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 25-48 of 96 results
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 ...
Got 989 boat problems but freedom ain’t one… (Sailing Zakynthos) S3:Ep9
Sailing Holly Blue

Got 989 boat problems but freedom ain’t one… (Sailing Zakynthos) S3:Ep9

In this sailing episode, Ross turns engineer to figure out a major engine issue whilst Laura takes the boys on a medieval adventure. Life works out for us all and we can finally leave "sucky port life" to get back out on the water and can enjoy the amazing places Greece has to offer. S...
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...
Is SAILSERVER The Perfect Crew Mate? Sailing & Exploring Zakynthos Island • S4:Ep7
Sailing Holly Blue

Is SAILSERVER The Perfect Crew Mate? Sailing & Exploring Zakynthos Island • S4:Ep7

Imagine having a crewmate that's always keeping an eye on your boat 24/7 and records / logs all your sailing voyages automatically to the cloud. SAILSERVER does this and is an absolute game changer offering many other features including Anchor Watch and we can't wait to share this with you...
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...
WHO SAYS MONDAY’S HAVE TO SUCK?! Life aboard our sailing boat in Greece!
Sailing Holly Blue

WHO SAYS MONDAY’S HAVE TO SUCK?! Life aboard our sailing boat in Greece!

Hey guys! this is a little glimpse into our everyday boat-life on the Greek Islands and the lengths we have to go to just to do the food shopping! In this fun episode we take you from our sailboat home on a speedy sunrise glassy tender ride from our beautiful anchorage in Meganissi to Nydri port ...
LETTING GO…Our NEXT Sailing Adventure! • S4:Ep5
Sailing Holly Blue

LETTING GO…Our NEXT Sailing Adventure! • S4:Ep5

In this Sailing Episode we give you an update on our sailing journey across Greece. Laura takes us under the sea in her sexy new dive gear! We also share with you some of our new Boat Life additions: The Smaco S700 and Bluetti AC200MAX with 2x PV350 Solar Panels, all of which are absolute game chan...
MORNING ROUTINE : REAL & RAW.  How we live on a 42ft sailing boat in Greece! (Laura’s edit)
Sailing Holly Blue

MORNING ROUTINE : REAL & RAW. How we live on a 42ft sailing boat in Greece! (Laura’s edit)

In this MORNING ROUTINE Boat Life episode we share with you a little snippet of our daily life…and a typical Sunday on board Holly Blue here in the Greek Islands….There is Coffee, Yoga, Underwater Scootering, Paddle boarding and showering off the back of the boat, all set within the serenity of the ...
The ULTIMATE way to SAIL ACROSS GREECE! • S4:Ep1
Sailing Holly Blue

The ULTIMATE way to SAIL ACROSS GREECE! • S4:Ep1

After all the trials and travels of seasons before, we thought it would be nice to get back to some good old simple sailing. In this episode we show you the best way to sail across Greece (East to West) and also share info and advice on some useful sailing upgrades including our new HOLLYLAND C1 HE...
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...
4 YEARS LIVING ON A BOAT IN GREECE! • S3:Ep6
Sailing Holly Blue

4 YEARS LIVING ON A BOAT IN GREECE! • S3:Ep6

In this Sailing Episode, we finally leave Kos after a fantastic visit and things go from high to low to high to low when the Meltemi bangs at the door once again and sends everyone in nearby anchorages and ports literally sideways on the islands of Tilos and Chalki! Laura also has a couple of '...
LIVING ON A BOAT IS EPIC…does it get any better than this? • S3:Ep5
Sailing Holly Blue

LIVING ON A BOAT IS EPIC…does it get any better than this? • S3:Ep5

More BOAT LIFE and SAILING in this episode as we set sail to another stunning anchorage on the Greek Islands. We’re all high on Boat Life in this sailing episode but remember what goes up must come down! Be sure to SUBSCRIBE and smash the BELL so you don’t miss out on what’s coming… Leave us a comm...
SAILING KOS & we go ‘GLAMPING’ at Sails On Kos • S3:Ep4
Sailing Holly Blue

SAILING KOS & we go ‘GLAMPING’ at Sails On Kos • S3:Ep4

Hello Everyone and welcome back to S3:Ep4! In this Sailing Episode, Ross shows you “his new package" the PowerVision PowerRay underwater drone and it's key features before diving into our Sail to Kardamena, which is to the south of the Greek Island - Kos. Laura enjoys nude sun bathing be...
BOATLIFE: When Ya Feel Like Bailing Out S3Ep3
Sailing Holly Blue

BOATLIFE: When Ya Feel Like Bailing Out S3Ep3

In this Boat Life Reality episode, we sail from Kalymnos to Pserimos to Kos and back again! Along the way, we reveal the truth about Boat Life in the greek islands during the Meltemi season and why we may want a break from this part of Greece. We show some hardships and how we overcome them as a fa...
BOAT LIFE vs LAND LIFE • which one would you choose? • S3:Ep2
Sailing Holly Blue

BOAT LIFE vs LAND LIFE • which one would you choose? • S3:Ep2

🌎 Get 4 months for free on a 2-year plan here⇢ It’s risk-free with Nord’s 30-day money-back guarantee! ✌️ In this episode we sail from the Greek island of Leros to Kalymnos - the infamous 'Climbers Island' - where sky-high cliffs tower over the sailing port. Once docked the crew of Holl...
STUCK ON ANCHOR!…..Catch Up & Cook With Us • S3:Ep1
Sailing Holly Blue

STUCK ON ANCHOR!…..Catch Up & Cook With Us • S3:Ep1

Get 70% OFF on your next Huusk knife! Hey guys and WELCOME to Season 3! of our sailing adventures aboard our sailing yacht HOLLY BLUE! Today we reminisce a little - taking you on a flashback through our winter Boat Life....fast forward to our first sail of the season when the worst happened and w...
CAUGHT IN A FREAK STORM!  The one where we almost beach the boat…. • S2:Ep34
Sailing Holly Blue

CAUGHT IN A FREAK STORM! The one where we almost beach the boat…. • S2:Ep34

This is the last Sailing episode of our Season 2 & we’re going out with a bang! BOAT LIFE in autumn is quite the contrast to summer here in the Aegean and our tenacity is once again tested as the weather becomes very unpredictable… Leave us a comment! and if your new here please LIKE, SUBSCRIB...
Off-grid sailing family life – HOW WE COPE • S2:Ep33
Sailing Holly Blue

Off-grid sailing family life – HOW WE COPE • S2:Ep33

Join us today for more Boat Life on Patmos. Let’s take a paddle, a walk and share the amazing serenity of this island together…. We share with you our SAILING FAMILY DYNAMICS and take a moment to open up about a delicate yet special situation that we haven’t discussed with you before. Leave us a co...
SAILING TO PATMOS – WHAT WE GOT UP TO!….Happy Wife, Happy Life 😉  • S2:Ep32
Sailing Holly Blue

SAILING TO PATMOS – WHAT WE GOT UP TO!….Happy Wife, Happy Life 😉 • S2:Ep32

It’s not always easy leaving paradise, but a heavenly sail to the Greek island of Patmos helped a lot! Noah shares his future plans with you and We explore some of what this deeply spiritual island has to offer. Leave us a comment! and if your new here please LIKE, SUBSCRIBE and smash that BELL fo...
WOW! Biggest Waves we Sailed in Greece [Ep.23] Downwind Sailing to Rhodes in Rough Seas – SV CUBA
Sailing SV CUBA

WOW! Biggest Waves we Sailed in Greece [Ep.23] Downwind Sailing to Rhodes in Rough Seas – SV CUBA

We only have 9 days left! Our Visa is running out and we have to make it to Rhodes before the harsh northern Meltemi wind hits! Can we make it? If you like to be part of our journey, please consider becoming a Patreon @ We lift the anchor in Santorini and sail to Rhodes to the east because in les...
Sailing to Santorini, Greece Ep 22 The Most Beautiful Island in the Aegean Sea – Boat Life – SV CUBA
Sailing SV CUBA

Sailing to Santorini, Greece Ep 22 The Most Beautiful Island in the Aegean Sea – Boat Life – SV CUBA

This week we are sailing to Santorini (a life volcano!) Join our boat life as we sail to one of the most beautiful islands in Greece (Agean Sea). We are getting ready to anchor but anchoring in a volcano caldera is not that easy. If you like to be part of our journey, please consider becoming a Pat...
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 ...
SAILING 101: NEVER GET TOO COMFORTABLE! (our scariest sailing experience to date) S2:Ep29
Sailing Holly Blue

SAILING 101: NEVER GET TOO COMFORTABLE! (our scariest sailing experience to date) S2:Ep29

In this episode, Laura's anxiety peaks as Ross tests the limits of our sailing life…then things get real & Mother Nature shows up to truly test our tenacity! We’d love to hear what you think of this raw and real experience so please leave your perspective in the comments section below An...
WeBoating
Logo
Shopping cart