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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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...
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...
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...
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...
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 ...
OFF GRID SAILING HEAVEN. Moments living on a BOAT are all about • S2:Ep25
Sailing Holly Blue

OFF GRID SAILING HEAVEN. Moments living on a BOAT are all about • S2:Ep25

In this BOAT LIFE / SAILING episode, we set the Greek island scene from the sky, the land, under the water and on it. Starting with exploring Antiparos, Greece - we share with you all the ingredients that keep us connected in this amazing thing called life. A perfect mix of sailing, adventure and ...
Greek Boat Life: IT’S NOT ALWAYS SUNSHINE & SAILING! • S2:EP24
Sailing Holly Blue

Greek Boat Life: IT’S NOT ALWAYS SUNSHINE & SAILING! • S2:EP24

Hi Guys! In this Sailing Episode, we begin BOAT LIFE on Paros Island, where we explore the port of Parikia and our anchorage nearby. Laura enjoys a BoatFit Bikini Workout, Josh has a swimming challenge with spectators to dance/cheer him on and we shoot some incredible drone shots of Paros set under...
BOAT LIFE: SAILING Delos to…..???  S2:Ep23
Sailing Holly Blue

BOAT LIFE: SAILING Delos to…..??? S2:Ep23

Hi Guys! In this Sailing Episode, we begin BOAT LIFE in Rineia - Delos whilst sitting out the notorious & relentless Meltemi wind. We relax & enjoy this secluded island for a few days whilst deciding which Greek Island to set sail for next. Ross as captain of the boat has to decide whethe...
SAILING DELOS & MYKONOS, GREECE….gems of the Cyclades • S2:EP22
Sailing Holly Blue

SAILING DELOS & MYKONOS, GREECE….gems of the Cyclades • S2:EP22

Hi Guys! In this SAILING & BOATLIFE Episode, we SAIL past DELOS to an idilic anchorage on Rinia Island. We show some incredible drone shots of the view above....ALL but not before sharing with you the heavenly Monastery of Panagia Tourliani back in Mykonos. Be sure to watch to the end for mor...
BOAT LIFE: MYKONOS Island – we anchor at SUPER PARADISE BEACH! • S2:EP21
Sailing Holly Blue

BOAT LIFE: MYKONOS Island – we anchor at SUPER PARADISE BEACH! • S2:EP21

Hi Guys! In this Sailing Episode, we begin BOAT LIFE in MYKONOS and start to explore this famous island. All before the sexy bikini's come out to play and the beats begin at our anchorage - Super Paradise Beach! Be sure to watch to the end for more of the usual comical sailing family life abo...
SAILING TO MYKONOS – The leap of FAITH! • S2:EP20
Sailing Holly Blue

SAILING TO MYKONOS – The leap of FAITH! • S2:EP20

Hi Guys! In this SAILING episode we SAIL to MYKONOS via the stunning coastline of the Samos, Fournoi and Ikaria. The last leg Ikaria - Mykonos is across the middle of the Aegean sea which is notorious for its big swells and strong Meltemi winds. Ross has to plan and look at the weather very carefull...
BOAT LIFE: WHERE DO WE GO FROM HERE?! S2•Ep19
Sailing Holly Blue

BOAT LIFE: WHERE DO WE GO FROM HERE?! S2•Ep19

Hi Guys! In this Sailing Episode we show you the last of SAMOS ISLAND! Noah caves and Ross gets ‘BUSTED’ all before Ross asks Laura "Where do we go from here?". It's not always easy keeping the family happy but in this part of the world, who could possibly complain?! We also reveal o...
SAILING SAMOS! A heavenly MUST SEE anchorage – S2•Ep18
Sailing Holly Blue

SAILING SAMOS! A heavenly MUST SEE anchorage – S2•Ep18

Hi Guys! In this Sailing Episode, Laura changes our tack after doing some research - we set sail from Samos Port and head east to a unique anchorage called 'Posidonio'. This idilic spot could almost be heaven....just watch out for jellyfish! Be sure to watch to the end for more of the u...
Heavenly LIVADAKI: The BEST BEACH in Greece? • S2:EP17
Sailing Holly Blue

Heavenly LIVADAKI: The BEST BEACH in Greece? • S2:EP17

Hi Guys! In this sailing episode, We show you our boat life routine and then take you exploring to the north of Samos to the "best beach in Greece", What do you think? Be sure to watch to the end for more of the usual comical family life aboard Holly Blue!! We hope you enjoy this one, l...
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